Title: Top 10 Hotels in Pittsfield, MA from $77 - Competitive Prices | Expedia.com

[Pittsfield Travel Guide](https://expedia.com/Pittsfield.dx9478)[Vacation Rentals in Pittsfield](https://expedia.com/Pittsfield-Vacation-Rentals.d9478.Travel-Guide-VacationRentals)[Flights to Pittsfield](https://expedia.com/Cheap-Flights-To-Pittsfield.d9478.Travel-Guide-Flights)[Car Rentals in Pittsfield](https://expedia.com/Car-Rentals-In-Pittsfield.d9478.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.com/Pittsfield.d9478.Destination-Travel-Guides)

![Pittsfield featuring a city](https://images.trvl-media.com/place/9478/b5f5430c-dc51-405d-9103-478c33e1bf14.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/9478/b5f5430c-dc51-405d-9103-478c33e1bf14.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Go beyond your typical stay in Pittsfield

Pet-friendly

[](https://www.expedia.com/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&amenities=PETS)

Pool

[](https://www.expedia.com/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&amenities=POOL)

Hot tub

[](https://www.expedia.com/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&amenities=HOT_TUB)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&lodging=CABIN)

Great for families

[](https://www.expedia.com/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&travelerType=family_friendly)

Farm

[](https://www.expedia.com/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&lodging=AGRITOURISM)

Apart­ment

[](https://www.expedia.com/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&lodging=COTTAGE)

Condo

[](https://www.expedia.com/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&lodging=CONDO)

## Check prices for these dates

Tonight

[Feb 7 - Feb 8](https://www.expedia.com/Hotel-Search?regionId=9478&startDate=2026-02-07&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 8 - Feb 9](https://www.expedia.com/Hotel-Search?regionId=9478&startDate=2026-02-08&endDate=2026-02-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 13 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=9478&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=9478&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pittsfield hotels

![Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/90dd9d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/83c805e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/5740b713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Berkshire Hills Inn & Suites

[](https://www.expedia.com/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)

Pittsfield

8.6/10

Excellent

(1,001 reviews)

"Very friendly and good Breakfast."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jesse

$94 nightly

$105 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/b138d836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/b4275c3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, Accessible | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/644deeee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/de2ab5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshire Inn

[](https://www.expedia.com/Pittsfield-Hotels-Berkshire-Inn.h297173.Hotel-Information)

Pittsfield

7.8/10

Good

(842 reviews)

"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MARIA J

$84 nightly

$94 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-Berkshire-Inn.h297173.Hotel-Information)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/27ba18f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/w696h390x1y0-dec65b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/b6081d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/59bbbbcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Lenox Pittsfield

[](https://www.expedia.com/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information)

Pittsfield

9.2/10

Wonderful

(665 reviews)

" Nice staff - beautiful hotel!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MARY

$136 nightly

$152 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/201806cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/6761ce21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/77fe0507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshire Mountain Lodge

[](https://www.expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

Pittsfield

9.0/10

Wonderful

(829 reviews)

"Very comfortable and very close to ski slope and restaurants"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Frederick

$121 nightly

$136 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/4092a889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Suite- NO PETS ALLOWED | Individually furnished, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/e75ce45d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/0e28a2e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/5a448032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Central Downtown Inn & Suites

[](https://www.expedia.com/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information)

Pittsfield

8.6/10

Excellent

(355 reviews)

"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lynn

$112 nightly

$125 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/ef3ce5c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/3ef861f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/e57afaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/e65bd9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel On North

[](https://www.expedia.com/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information)

Pittsfield

9.6/10

Exceptional

(821 reviews)

"Great staff, beautiful hotel. Would definitely recommend "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shawn

$149 nightly

$166 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/dcc4e9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/w6714h4455x8y0-7f30ce4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/67e1adab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/w4000h2467x0y0-95fb3171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

[](https://www.expedia.com/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information)

Pittsfield

9.2/10

Wonderful

(81 reviews)

"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura Pearson

$132 nightly

$148 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/5acdf3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/91284a89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a97806ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn & Suites Pittsfield-Berkshires by IHG

[](https://www.expedia.com/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

Pittsfield

8.0/10

Very Good

(1,001 reviews)

"Staff was very courteous and rooms clean."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Steven

$102 nightly

$114 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/abb5a87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/3ed5d9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/bd64a090.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business center](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/c2037034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FairBridge Inn Express

[](https://www.expedia.com/Pittsfield-Hotels-Pittsfield-Inn.h1543.Hotel-Information)

Pittsfield

5.4/10

(811 reviews)

"Room spotless and staff helpful."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

William

$89 nightly

$99 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-Pittsfield-Inn.h1543.Hotel-Information)

![Balcony](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/d9527fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/9e0f1b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds | Iron/ironing board, cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/3aa4f089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, free toiletries, towels](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/90457db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chatham Travel Lodge

[](https://www.expedia.com/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.Hotel-Information)

Old Chatham

7.8/10

Good

(216 reviews)

"Great friendly personable person at the front desk!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carolyn

$116 nightly

$130 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/bb79982b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, Private Bathroom (Field of Dreams) | Individually decorated, individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/903dd1c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/3670f3af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/8a6408f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harbour House Inn

[](https://www.expedia.com/Cheshire-Hotels-Harbour-House-Inn.h17326568.Hotel-Information)

Cheshire

9.4/10

Exceptional

(53 reviews)

"Nice place for a weekend away."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gregory

$204 nightly

$216 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Cheshire-Hotels-Harbour-House-Inn.h17326568.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/d9cb5b56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/ea4dc35f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, 1 King Bed, Non Smoking | Living area | IPod dock, MP3 dock](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/c882608e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, 1 King Bed, Non Smoking | Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/8eb2abf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn at Kenmore Hall

[](https://www.expedia.com/Richmond-Hotels-Inn-At-Kenmore-Hall.h27551652.Hotel-Information)

Richmond

10/10

Exceptional

(27 reviews)

"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Margaret

$575 nightly

$631 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Inn-At-Kenmore-Hall.h27551652.Hotel-Information)

![Courtyard](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/9722ad97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast meal](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/67ad98ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/45b65286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Honeymoon Suite, 1 King Bed, Patio | Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/8c32bd34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Springs Motel

[](https://www.expedia.com/New-Ashford-Hotels-The-Springs-Motel.h95124564.Hotel-Information)

New Ashford

9.4/10

Exceptional

(91 reviews)

"I’ve stayed here a few times. Super quaint and a reasonable distance to lots of great places. Very affordable."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

$110 nightly

$120 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/New-Ashford-Hotels-The-Springs-Motel.h95124564.Hotel-Information)

![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/17f29286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/69e559b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gazebo](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/20495b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/7062b6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Howard Johnson by Wyndham Lenox

[](https://www.expedia.com/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information)

Lenox

7.6/10

Good

(830 reviews)

"Staff was very friendly and helpful."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pamela

$69 nightly

$77 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/18000000/17100000/17094100/17094013/f2737e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pines Duplex Suite | Living area | 38-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/18000000/17100000/17094100/17094013/445f9562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/18000000/17100000/17094100/17094013/b11cc030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17100000/17094100/17094013/078c714a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn at Silver Maple Farm

[](https://www.expedia.com/East-Chatham-Hotels-Inn-At-Silver-Maple-Farm.h17094013.Hotel-Information)

East Chatham

9.8/10

Exceptional

(101 reviews)

"Great property, very comfortable, incredible staff, easy access to skiing in the area!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dominick

$129 nightly

$144 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/East-Chatham-Hotels-Inn-At-Silver-Maple-Farm.h17094013.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/47150b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/c24971a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/0f74ae3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Lee - Lenox South

[](https://www.expedia.com/Lee-Hotels-Quality-Inn.h459706.Hotel-Information)

Lee

8.4/10

Very Good

(1,000 reviews)

"Safe, clean rooms, decent breakfast "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Neil

$84 nightly

$94 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Lee-Hotels-Quality-Inn.h459706.Hotel-Information)

![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/7f42759d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/71df138f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/a8f10f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/b35035ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Jiminy Peak Mountain Resort

[](https://www.expedia.com/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information)

Hancock

8.2/10

Very Good

(989 reviews)

"nice and clean, good customer service, but the room is smell. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Huang

$189 nightly

$211 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/66dde072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/4417504a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/9b4aa931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/a1e89c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Porches Inn at Mass MoCA

[](https://www.expedia.com/North-Adams-Hotels-The-Porches-Inn.h7662392.Hotel-Information)

North Adams

9.4/10

Exceptional

(454 reviews)

"The great people!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julie

$164 nightly

$183 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/North-Adams-Hotels-The-Porches-Inn.h7662392.Hotel-Information)

![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/d8fde5b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/601f8574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One King Studio Sofabed Non Smoking | View from room](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/w3837h2559x0y0-777976aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Berkshires-Lenox

[](https://www.expedia.com/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information)

Lenox

9.2/10

Wonderful

(1,000 reviews)

"The room and amenities were amazing. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathleen

$119 nightly

$133 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information)

![Lobby lounge](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/4a1ad790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/84274eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/967b0257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshires Untold

[](https://www.expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

Lenox

9.0/10

Wonderful

(852 reviews)

"So charming, clean, thoughtful touches and a really special place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Juliana

$98 nightly

$110 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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## Stay near popular Pittsfield attractions

![Hardly anyone here! Great way to spend a week day, skiing and tubing!](https://images.trvl-media.com/place/9478/3e445f06-d8fa-4c0f-888a-235912f60bb4.jpg)

Photo by Robin/Loving Life

### Bousquet Ski Area

4.0/5 (23 reviews)

This historic ski area pioneered night skiing in America and offers 23 trails across 200 acres. Glide down gentle slopes or challenge yourself on expert runs, then warm up at the lodge with panoramic mountain views. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665283)

![#Trovember Round barn at Hancock Shaker Village. I've been wanting to explore here since visiting the Shaker Village in Canterbury, NH  also the one in Sabbathday Lakes, Maine. The history, culture and Shaker way of life is so interesting and appealing in its simplicity. We visited in April and were excited to meet and0wt the newly born farm animals. We took a tour to hear about daily life in a Shaker Village and then enjoyed a walking trail through woods and meadow and finished off with some delicious ice cream. "Tis a Gift to be Simple, 'Tis a Gift to be Free..." and it's a gift to explore this well-preserved living history museum!](https://images.trvl-media.com/place/112303/b6d05c81-91a0-456f-a26f-c6e8bddc6172.jpg)

Photo by Carolyn Baker Reck

### Hancock Shaker Village

4.5/5 (73 reviews)

Step back in time at this living history museum showcasing Shaker life and craftsmanship. Marvel at the iconic Round Stone Barn and explore 20 historic buildings filled with over 22,000 authentic artifacts. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6091849)

![View of peak foliage in the Berkshires. ](https://images.trvl-media.com/place/9478/0f986732-b8a4-46bb-a277-3b8822746673.jpg)

Photo by Ed Gaffny

### Berkshire Museum

4.2/5 (14 reviews)

The Berkshire Museum blends art, history, and natural science in one captivating collection. Explore ancient fossils, contemporary art, and the popular aquarium featuring diverse marine life. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665288)

### Colonial Theater

3.9/5 (7 reviews)

This historic 1903 venue showcases ornate plasterwork and a painted ceiling mural in an intimate setting. Experience performances surrounded by the Colonial Theatre's exceptional acoustics and architectural splendor. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665289)

### Berkshire Athenaeum

4.3/5 (4 reviews)

This literary sanctuary houses the Herman Melville Memorial Room with the desk where "Billy Budd" was written. Explore the archives in the Local History Department for insights into Berkshire County's past. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665287)

### Guido's Marketplace

4.4/5 (12 reviews)

This beloved Berkshire marketplace offers European-inspired local produce and gourmet specialties. Browse artisanal cheeses, fresh-baked breads, and seasonal fruits while enjoying a coffee from the café. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665282)

### Herman Melville's Arrowhead

The farmhouse where Herman Melville wrote "Moby-Dick" offers a window into literary genius. Tour his study overlooking Mount Greylock—the inspiration for his legendary white whale. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665284)

### Canoe Meadows Wildlife Sanctuary

4.3/5 (4 reviews)

Explore 253 acres of diverse habitats at this tranquil sanctuary just minutes from downtown Pittsfield. Wander three miles of trails where you might spot warblers, ospreys, and even bears in their natural environment. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665285)

## Learn more about Pittsfield

Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries.

[See all hotels in Pittsfield](https://www.expedia.com/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&adults=2&regionId=9478)

![Pittsfield featuring a city](https://images.trvl-media.com/place/9478/b5f5430c-dc51-405d-9103-478c33e1bf14.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high)

## Top Pittsfield Hotel Reviews

![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg)

### Vacation Village in the Berkshires

10/10 Excellent

"Spacious 2 bed 2 bath!"

[](https://expedia.com/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg)

### Berkshires Untold

10/10 Excellent

"loved "

[](https://expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg)

### Berkshire Mountain Lodge

10/10 Excellent

"Room was clean and nicely equipped with kitchen. Will return if the future. "

[](https://expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg)

### Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Room was cozy and clean. Staff was very responsive and courteous. The entire place was great from location to feel."

[](https://expedia.com/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information)

![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg)

### The Yankee, Trademark Collection by Wyndham

10/10 Excellent

"Great room, awesome amenities and such friendly and helpful staff. I extended my stay the rest of the week I was there and will absolutely be back. Thank you! "

[](https://expedia.com/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg)

### The Williams Inn

10/10 Excellent

"Clean"

[](https://expedia.com/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information)

![Comfort Inn & Suites East Greenbush - Albany](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/ea181a79_y.jpg)

### Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent

"Quiet, clean,"

[](https://expedia.com/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.Hotel-Information)

![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg)

### The Red Lion Inn

10/10 Excellent

"Great stay. The only thing I would say - and I’ve been staying at the hotel since the 80s - it might be time for a few updates here and there. It runs the risk of going from rustic charm to grandma’s house in the not tooooo distant future. "

[](https://expedia.com/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg)

### Hotel On North

10/10 Excellent

"Great staff, beautiful hotel. Would definitely recommend "

[](https://expedia.com/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information)

## More cheap stays in Pittsfield

![Howard Johnson by Wyndham Lenox](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

$69 nightly

$77 total

Feb 8 - Feb 9

Total with taxes and fees

7.4/10 Good! (829 reviews)

[](https://expedia.com/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information)

![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn

372 Main Street Great Barrington MA

$76 nightly

$85 total

Feb 22 - Feb 23

Total with taxes and fees

8.4/10 Very Good! (1,001 reviews)

[](https://expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

![Quality Inn](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn

170 Housatonic Street Lee MA

$84 nightly

$94 total

Feb 22 - Feb 23

Total with taxes and fees

8.2/10 Very Good! (1,000 reviews)

[](https://expedia.com/Lee-Hotels-Quality-Inn.h459706.Hotel-Information)

![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA

$98 nightly

$110 total

Feb 8 - Feb 9

Total with taxes and fees

9/10 Wonderful! (1,004 reviews)

[](https://expedia.com/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Comfort Inn & Suites East Greenbush - Albany](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/ea181a79_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY

$101 nightly

$112 total

Feb 15 - Feb 16

Total with taxes and fees

8.4/10 Very Good! (1,001 reviews)

[](https://expedia.com/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.Hotel-Information)

![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington MA

$107 nightly

$120 total

Feb 22 - Feb 23

Total with taxes and fees

8.8/10 Excellent! (729 reviews)

[](https://expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

## Hotels in Pittsfield with star-rating

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

11 properties

[](https://expedia.com/4Star-Pittsfield-Hotels.s40-0-d9478.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

139 properties

[](https://expedia.com/3Star-Pittsfield-Hotels.s30-0-d9478.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

133 properties

[](https://expedia.com/2Star-Pittsfield-Hotels.s20-0-d9478.Travel-Guide-Filter-Hotels)

## Find out more about Pittsfield

### Top reasons to visit Pittsfield

- **Skiing Adventures:**  Pittsfield is a haven for ski enthusiasts, offering access to thrilling winter sports and scenic ski fields.
- **Historic Attractions:**  Explore charming historic houses and cultural sites that showcase the rich history of the area.
- **Outdoor Activities:**  Enjoy a variety of outdoor experiences, from hiking in scenic reserves to skiing in majestic mountains.
- **Shopping and Dining:**  Discover inviting shopping malls and local dining options that enhance your vacation experience.
- **Cozy Accommodations:**  Choose from a range of comfortable hotels and resorts designed for families, couples, and adventure seekers.

### Find great hotels in and around Pittsfield

Discover a range of comfortable accommodations in Pittsfield, Massachusetts, perfect for families, couples, and adventure seekers alike. From charming hotels to resorts, you'll find options designed to enhance your vacation experience. Explore the best hotels in the area, read reviews, and enjoy the welcoming atmosphere that Pittsfield has to offer for your ideal getaway.

- **The Yankee, Trademark Collection by Wyndham:**  The Yankee offers a business-centric atmosphere tailored for professionals and corporate travelers. Located a short drive from Pittsfield, this hotel features a range of facilities designed to meet the needs of business guests. With a 24-hour business center, multiple meeting rooms, and expansive conference spaces, it is an ideal choice for hosting events and meetings. The property's elegant design and focus on comfort enable guests to unwind after a productive day. Its proximity to local business hubs makes it a convenient option for those traveling for work.
- **[Holiday Inn & Suites Pittsfield-Berkshires by IHG: ](https://www.expedia.com/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)** Nestled in the heart of Pittsfield, this vibrant 3-star hotel is perfect for adventure seekers and wine enthusiasts alike. Guests can enjoy an array of recreational activities, from skiing and horseback riding to fishing, all available nearby. The hotel's prime location allows easy access to local wineries, making it a great choice for those looking to explore the region's renowned vineyards. With comfortable accommodations and a welcoming atmosphere, the Holiday Inn & Suites is an excellent base for both city exploration and outdoor adventures.
- **[Best Western Plus Berkshire Hills Inn & Suites: ](https://www.expedia.com/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)** This family-friendly and pet-friendly hotel in Pittsfield combines business amenities with a welcoming environment for all ages. Equipped with a 24-hour business center, meeting rooms, and conference spaces, it caters to business travelers while also offering family-friendly services and amenities. Children can enjoy games and a safe environment, while pets are welcome with designated areas for exercise. The Best Western Plus ensures a comfortable stay for families with diverse needs, making it an excellent choice for a vacation in the Berkshires.

### Where to stay near Pittsfield

Pittsfield, Massachusetts, offers a delightful blend of history and adventure, perfect for sports lovers and families alike. Explore cozy getaways, scenic spots, and charming neighborhoods that provide a romantic atmosphere. With low crowds and inviting shopping malls nearby, you can enjoy a relaxing vacation while indulging in outdoor activities like skiing. Whether you're seeking family-friendly fun or a budget-friendly escape, Pittsfield and its surroundings have something for everyone.

- **[Lenox: ](https://www.expedia.com/Lenox-Hotels.d8587.Travel-Guide-Hotels)** Nestled 7 miles from Pittsfield, Lenox is a charming city that attracts visitors year-round, with a peak in summer months. Known for its romantic ambiance and family-friendly activities, Lenox is a hub for entertainment seekers. Enjoy a lively music concert or immerse yourself in a theatrical performance. In winter, the nearby ski resorts provide thrill-seekers with exhilarating slopes. Nature lovers can appreciate the stunning lakes and scenic mountains in the area, making it an ideal getaway for relaxation and recreation.
- **[Lee: ](https://www.expedia.com/Lee-Hotels.d8572.Travel-Guide-Hotels)** Located 10 miles from Pittsfield, Lee is a delightful city that sees consistent visitor interest throughout the year, particularly during the summer. This city offers a romantic atmosphere alongside entertainment options, making it perfect for couples and families alike. Explore local theaters or enjoy live music concerts, and in the winter months, the ski fields beckon for some snowy fun. Lee's proximity to beautiful lakes and impressive monuments adds to its allure, providing visitors with opportunities for both exploration and leisure.
- **[Stockbridge: ](https://www.expedia.com/Stockbridge-Hotels.d162575.Travel-Guide-Hotels)** Just 12 miles from Pittsfield, Stockbridge is a cultural oasis that draws visitors, especially from July to September. Renowned for its rich history and artistic heritage, the city offers a diverse range of entertainment options, including music concerts and theater performances. Stockbridge is also home to stunning lakes, historic monuments, and serene shrines, creating a peaceful atmosphere for those seeking a blend of culture and romance. A visit here promises a unique experience, steeped in art and natural beauty.

### Things to do in and around Pittsfield

Pittsfield, Massachusetts, is a fantastic destination for ski and adventure enthusiasts, offering a variety of activities such as skiing at local resorts and exploring scenic ski fields. Beyond winter sports, visitors can enjoy shopping options, discover area attractions, and catch a show at nearby theaters. Whether you’re looking for ski rentals or unique local experiences, Pittsfield has something for everyone to enjoy.

**Shopping**

For a unique shopping experience in Pittsfield, visit [Guido's Marketplace](https://www.expedia.com/Guidos-Marketplace-Hotels.0-l553248621532665282-0.Travel-Guide-Filter-Hotels), where you can find local products and gifts. If you're up for a drive, check out [The Bookstore](https://www.expedia.com/The-Bookstore-Hotels.0-l553248621532665272-0.Travel-Guide-Filter-Hotels), 6 miles away, and the [Berkshire Mountain Country Store](https://www.expedia.com/Berkshire-Mountain-Country-Store-Hotels.0-l553248621532665264-0.Travel-Guide-Filter-Hotels), located 10 miles from downtown, for more treasures.

**Recreation**

Experience the tranquility of [Kennedy Park](https://www.expedia.com/Kennedy-Park-Hotels.0-l553248621560926709-0.Travel-Guide-Filter-Hotels), where you can enjoy leisurely strolls amidst nature and unwind in serene surroundings. For golf enthusiasts, [Skyline Country Club](https://www.expedia.com/Skyline-Country-Club-Hotels.0-l553248621532665295-0.Travel-Guide-Filter-Hotels) and [Bas Ridge Golf Course](https://www.expedia.com/Bas-Ridge-Golf-Course-Hotels.0-l553248621560926698-0.Travel-Guide-Filter-Hotels) offer beautiful outdoor settings to play a round while soaking in the fresh air and scenic views.

**Adventure**

Experience the thrill of skiing at [Jiminy Peak Mountain Resort](https://www.expedia.com/Jiminy-Peak-Mountain-Resort-Hotels.0-l553248621532665536-0.Travel-Guide-Filter-Hotels), located 8 miles from Pittsfield, where winter sports await. For a scenic hike, the [Skyline Trail](https://www.expedia.com/Skyline-Trail-Hotels.0-l553248621532666608-0.Travel-Guide-Filter-Hotels) offers breathtaking views 13 miles away, while [Bousquet Ski Area](https://www.expedia.com/Bousquet-Ski-Area-Hotels.0-l553248621532665283-0.Travel-Guide-Filter-Hotels), right in Pittsfield, provides excellent skiing opportunities for all levels.

**Nightlife**

Pittsfield's nightlife is vibrant, with venues like the [Colonial Theater](https://www.expedia.com/Colonial-Theater-Hotels.0-l553248621532665289-0.Travel-Guide-Filter-Hotels) and [Barrington Stage Company](https://www.expedia.com/Barrington-Stage-Company-Hotels.0-l553248621532665294-0.Travel-Guide-Filter-Hotels) showcasing captivating performances that blend culture and entertainment. Just a short drive away, [Shakespeare and Company](https://www.expedia.com/Shakespeare-And-Company-Hotels.0-l6127086-0.Travel-Guide-Filter-Hotels) offers a charming setting for theatrical experiences, perfect for those seeking romance and family-friendly fun.

\*Distances are measured in a straight line; actual driving distances may vary depending on the route.

### Booking tips and Expedia advantages for Pittsfield

Pittsfield, Massachusetts, offers numerous ways to save during your visit. Enjoy free attractions like the National Shrine of the Divine Mercy, and consider traveling in the cheaper months of March, April, or November to find lower accommodation rates. Tuesdays are the best days to book your stay, while Saturdays tend to be pricier. Utilize Expedia's search tool to find budget-friendly hotels and consider bundling your hotel, flights, and activities for additional savings. Joining Expedia's One Key membership can also unlock exclusive discounts and rewards for future stays.

- **The most and least expensive months on average to stay in a hotel:**  The cheapest months to stay in Pittsfield are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
- **The most and least expensive days on average to stay in a hotel:**  The least expensive day to stay in Pittsfield is Tuesday. The most expensive day to stay in Pittsfield is Saturday.
- **Find cheap hotels on Expedia:**  Expedia’s search tool makes it easy to choose your budget, preferred location, and other preferences. You can sort your results to display prices from lowest to highest, helping you find the most affordable hotels first. Additionally, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will show you sustainable and environmentally-friendly hotels that you can book.
- **Consider bundling your trip:**  You can save money by booking your Pittsfield hotel alongside your flights and activities through an Expedia package.
- **Become a One Key member:**  Join [Expedia's One Key membership](https://www.expedia.com/welcome-one-key) program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

### Find the best attractions in and around Pittsfield

Pittsfield, Massachusetts, is an ideal destination for ski enthusiasts and adventure seekers. Visitors can explore a variety of attractions, including historic houses, scenic reserves, and majestic mountains. Whether you're looking to immerse yourself in the local culture or engage in outdoor activities, Pittsfield offers diverse experiences that cater to every adventurer's needs, making it a perfect getaway for sports and outdoor lovers.

- **[Hancock Shaker Village: ](https://www.expedia.com/Hancock-Shaker-Village-Hotels.0-l6091849-0.Travel-Guide-Filter-Hotels)** Explore this living museum that showcases the unique lifestyle and beliefs of the Shakers. Wander through beautifully preserved buildings, enjoy interactive exhibits, and see traditional crafts such as pottery and woodworking in action.
- **[National Shrine of the Divine Mercy: ](https://www.expedia.com/National-Shrine-Of-The-Divine-Mercy-Hotels.0-l553248621532665250-0.Travel-Guide-Filter-Hotels)** Experience tranquility at this serene shrine dedicated to divine mercy. The site features stunning gardens, chapels, and peaceful walking paths, making it a perfect place for reflection and spiritual renewal.
- **[The Mount: ](https://www.expedia.com/The-Mount-Hotels.0-l553248621532665265-0.Travel-Guide-Filter-Hotels)** Visit the elegant home of author Edith Wharton, which offers guided tours of the historic mansion and its beautiful gardens. Enjoy stunning views of the surrounding landscape that inspired Wharton's literary masterpieces.

### Best time to go to Pittsfield

The best time to visit Pittsfield is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain. 

| **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** |
| ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- |
| January                                                                                                          | 22.6°F (-5.2°C)                                                                                                      | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Average                                                                                                        | Average                                                                                                       |
| February                                                                                                         | 24.6°F (-4.1°C)                                                                                                      | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Average                                                                                                        | Average                                                                                                       |
| March                                                                                                            | 32.4°F (0.2°C)                                                                                                       | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Average                                                                                                        | Slightly Low                                                                                                  |
| April                                                                                                            | 44.2°F (6.8°C)                                                                                                       | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Average                                                                                                        | Slightly Low                                                                                                  |
| May                                                                                                              | 56.3°F (13.5°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| June                                                                                                             | 64.0°F (17.8°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Average                                                                                                       |
| July                                                                                                             | 70.3°F (21.3°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Slightly High                                                                                                 |
| August                                                                                                           | 68.4°F (20.2°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Slightly High                                                                                                 |
| September                                                                                                        | 61.3°F (16.3°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| October                                                                                                          | 50.0°F (10.0°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Slightly High                                                                                                 |
| November                                                                                                         | 37.6°F (3.1°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Slightly Low                                                                                                  |
| December                                                                                                         | 29.3°F (-1.5°C)                                                                                                      | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Slightly Low                                                                                                   | Average                                                                                                       |

### The nearest major airports for your trip to Pittsfield

Pittsfield, Massachusetts, is accessible via several major airports. Hartford, CT ([BDL](https://www.expedia.com/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)\-Bradley Intl.) is located 46 miles away, with nearby hotel options like the 4-star [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.com/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information), just 1 mile from the airport. Albany, NY ([ALB](https://www.expedia.com/Albany-Intl-Airport-Hotels.0-aALB-0.Travel-Guide-Filter-Hotels)\-Albany Intl.) is 35 miles away, featuring options such as the [Park Manor Hotel](https://www.expedia.com/Clifton-Park-Hotels-Park-Manor-Hotel.h895584.Hotel-Information), 8 miles from the airport. For the closest access, Pittsfield, MA ([PSF](https://www.expedia.com/Pittsfield-Municipal-Airport-Hotels.0-aPSF-0.Travel-Guide-Filter-Hotels)\-Pittsfield Municipal) is only 3 miles away, with accommodations like the Central Downtown Inn & Suites, 2 miles from the airport. Each hotel provides convenient transportation services to their respective airports, ensuring a smooth travel experience.

## Frequently asked questions

### What is the best area to stay in Pittsfield?

> Downtown Pittsfield is the city's commercial and cultural heart, characterized by its historic architecture and a walkable layout. North Street is the main thoroughfare, featuring a variety of shops, restaurants, and entertainment venues. The Colonial Theatre and the Beacon Cinema are prominent landmarks in this area.
> 
>   
> For couples looking for a convenient and engaging stay, downtown Pittsfield is an excellent choice. You'll find a selection of local eateries for dining out, and evening entertainment is easily accessible within walking distance. The proximity to cultural venues like the Berkshire Museum also provides options for daytime activities.
> 
>   
> Travelers seeking a blend of convenience and access to the outdoors might consider accommodations closer to the city's eastern edge, near the entrance to the Pittsfield State Forest.

### What are the best hotels in Pittsfield that travelers recommend?

> The 3.5-star Hotel On North, with an outstanding 9.6 rating, offers comfortable and beautiful rooms with premium bedding, fireplaces, and the option of connecting rooms. Guests frequently praise its excellent restaurant, exceptional staff, and super convenient parking. It is also well-located near the Colonial Theater, Berkshire Museum, and Berkshire Athenaeum.
> 
>   
> The 3-star Holiday Inn & Suites Pittsfield-Berkshires by IHG, rated 8.0, features beautiful and clean rooms, a fun pool, and helpful staff. Its fantastic location places it very close to the Colonial Theater, Berkshire Museum, and Berkshire Athenaeum.
> 
>   
> The 3-star Hilton Garden Inn Lenox Pittsfield, with a strong 9.2 rating, provides comfortable and clean rooms, often including suites with deep soaking bathtubs and kitchens. The hotel boasts an indoor pool and is praised for its central location, nice staff, and great bar. It is conveniently located near Bousquet Ski Area and Guido's Marketplace.
> 
>   
> The Best Western Plus Berkshire Hills Inn & Suites, rated 8.6, offers comfortable and clean rooms, some with fireplaces and suites. Guests enjoy the free buffet breakfast, excellent amenities, and friendly, helpful staff.
> 
>   
> The 3-star Berkshire Mountain Lodge, with a 9.0 rating, features clean and spacious rooms, an excellent indoor pool, and a beautiful central location. Guests appreciate the nice service and great amenities. It is situated near Bousquet Ski Area and Guido's Marketplace.

### What are the best family hotels in Pittsfield?

> The 3-star Holiday Inn & Suites Pittsfield-Berkshires by IHG, with an 8.0 rating, offers family-friendly amenities such as free rollaway extra beds, sofa beds, connecting rooms, and free cribs. Guests often highlight the beautiful and clean rooms, fun pool, and amazing staff. Its fantastic location places it within 0.1 miles of the Colonial Theater and Berkshire Museum.
> 
>   
> Another excellent option is the Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, which has a 9.2 rating. This hotel provides free cribs, rollaway extra beds, connecting rooms, and a pool. Families will appreciate the complimentary breakfast and buffet breakfast. It is conveniently located 1.0 mile from Bousquet Ski Area.
> 
>   
> The Best Western Plus Berkshire Hills Inn & Suites, rated 8.6, offers sofa beds, cribs, and complimentary breakfast, including a buffet. Guests consistently praise the friendly and helpful staff, comfortable and clean rooms, and excellent breakfast.
> 
>   
> The 3-star Hilton Garden Inn Lenox Pittsfield, with a 9.2 rating, provides a pool, connecting rooms, sofa beds, and free cribs. Families can also benefit from free self-parking, free toiletries, and free wired internet in public areas. Reviewers frequently mention the comfortable and clean rooms, kind staff, and central location. It's located 1.0 mile from Bousquet Ski Area.
> 
>   
> Finally, the 3-star Berkshire Mountain Lodge, with a 9.0 rating, is a great choice for families. It features sofa beds, free cribs, an indoor pool, and kitchens in the rooms. Free WiFi and free self-parking are also available. Guests often praise the clean and big rooms, central location, and excellent pool. It is just 0.8 miles from Bousquet Ski Area. Find more [child-friendly accommodations in Pittsfield](https://www.expedia.com/Pittsfield-Hotels-Family-Hotel.0-0-d9478-tFamilyHotel.Travel-Guide-Filter-Hotels)

### What hotels in Pittsfield offer free breakfast?

> The Best Western Plus Berkshire Hills Inn & Suites, with an 8.6 rating, is highly regarded for its excellent and fantastic breakfast offerings, which are always free. Guests also frequently compliment the friendly and helpful staff, as well as the comfortable and clean rooms. It also provides free WiFi and free parking.
> 
>   
> Another excellent choice is the Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, which has a strong 9.2 rating. This hotel also provides a free buffet breakfast daily. It is conveniently located near Herman Melville's Arrowhead, just 0.9 miles away, and Guido's Marketplace, only 0.1 miles away. Guests will also appreciate the free WiFi and free self-parking. Find more [hotels with free breakfast in Pittsfield](https://www.expedia.com/Pittsfield-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d9478-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels)

### What are the top pet-friendly hotels in Pittsfield?

> The 3.5-star Hotel On North, with an outstanding 9.6 rating, is highly recommended for travelers with pets, offering food and water bowls, free toiletries, free WiFi, and free self-parking. Guests consistently praise its comfortable and beautiful rooms, excellent restaurant, and exceptional staff. It is conveniently located near the Berkshire Athenaeum, the Berkshire Museum, and the Colonial Theater.
> 
>   
> Another excellent option is the 3-star Hilton Garden Inn Lenox Pittsfield, rated 9.2, which welcomes both dogs and cats and offers suites for extended stays. Guests appreciate the comfortable and clean rooms, the kind staff, and the central location. It's also very close to Bousquet Ski Area and Guido's Marketplace.
> 
>   
> The 3-star Holiday Inn & Suites Pittsfield-Berkshires by IHG, with an 8.0 rating, is another good choice that permits dogs. Guests frequently mention the beautiful and clean rooms, the fun and amazing pool, and the helpful staff. Its fantastic location places it within a short walk of the Colonial Theater, the Berkshire Museum, and the Berkshire Athenaeum.
> 
>   
> Finally, the [Best Western Plus Berkshire Hills Inn & Suites](https://www.expedia.com/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information), rated 8.6, is also a great pet-friendly option, offering a dedicated dog exercise area and welcoming dogs. It provides a free buffet breakfast, and guests often compliment the friendly and helpful staff, comfortable rooms, and excellent breakfast. See more [pet-friendly hotels in Pittsfield](https://www.expedia.com/Pittsfield-Hotels-Pet-Friendly-Hotel.0-0-d9478-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)

### What are the best budget hotels in Pittsfield?

> The 3-star Hilton Garden Inn Lenox Pittsfield, with a 9.2 rating, offers free WiFi and complimentary self-parking. Guests frequently praise the comfortable and clean rooms, the nice and kind staff, and its central location. It is conveniently located just steps from Guido's Marketplace and less than a mile from Herman Melville's Arrowhead.
> 
>   
> Another excellent choice is the Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, which also boasts a 9.2 rating. This hotel provides free WiFi, complimentary buffet breakfast, and free self-parking. It is located very close to Guido's Marketplace and under a mile from Herman Melville's Arrowhead.
> 
>   
> Other popular options include the [Best Western Plus Berkshire Hills Inn & Suites](https://www.expedia.com/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information), rated 8.6, which offers free WiFi, free buffet breakfast, and free parking, and the 3-star [Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://www.expedia.com/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information), rated 8.0, which features free WiFi and is just 0.1 miles from the Berkshire Museum. View all [budget hotels in Pittsfield](https://www.expedia.com/Pittsfield-Hotels-Cheap-Hotels.0-0-d9478-tCheapHotels.Travel-Guide-Filter-Hotels)

### What are the most romantic hotels in Pittsfield for couples?

> The 3-star Berkshire Mountain Lodge, with a 9.0 rating, offers spacious rooms with fully equipped kitchens, providing a comfortable and convenient experience. Guests often highlight the excellent indoor pool and the overall cleanliness and size of the rooms. The lodge is also conveniently located just 0.8 miles from Bousquet Ski Area.
> 
>   
> Another excellent choice for couples is the 3-star Holiday Inn & Suites Pittsfield-Berkshires by IHG, rated 8.0\. This hotel is praised for its beautiful, clean rooms and helpful staff. It is centrally located, just 0.1 miles from the Colonial Theater and 0.4 miles from the Barrington Stage Company, making it ideal for those looking to enjoy local entertainment. See all [romantic hotels in Pittsfield](https://www.expedia.com/Pittsfield-Hotels-Romantic-Hotel.0-0-d9478-tRomanticHotel.Travel-Guide-Filter-Hotels)

### What are the best hotels in Pittsfield near Pleasant Valley Wilderness Sanctuary?

> The 3-star Hilton Garden Inn Lenox Pittsfield, with a 9.2 rating, is located just 2.0 miles from Pleasant Valley Wilderness Sanctuary. This hotel offers a pool, free WiFi, and complimentary self-parking. Guests frequently mention the comfortable and clean rooms, as well as the nice staff.
> 
>   
> Another excellent option is the Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, which also has a 9.2 rating and is 2.0 miles from Pleasant Valley Wilderness Sanctuary. This hotel provides a pool and offers free breakfast, including a buffet option, which is convenient for families.

### What hotels are near Pittsfield, MA (PSF-Pittsfield Municipal)?

> This hotel, rated 8.6, is conveniently located just 1.2 miles from Pittsfield, MA (PSF-Pittsfield Municipal). Guests consistently highlight the friendly and helpful staff, as well as the comfortable and clean rooms. The complimentary breakfast, featuring a buffet, is frequently described as excellent and fantastic, adding great value to your stay. The hotel also offers amenities such as sofa beds and cribs, making it a family-friendly option.

### When is the best time to go to Pittsfield?

> For those looking to enjoy outdoor activities and cultural events, July and August offer warm temperatures and peak season for attractions. You'll find many festivals, farmers' markets, and opportunities to explore the natural beauty of the Berkshires. This period is ideal for travelers who enjoy hiking, biking, and outdoor concerts.
> 
>   
> Couples often find September and October particularly appealing. The weather is cooler and comfortable, superb for scenic drives to view the fall foliage. Local orchards are open for apple picking, and many cultural institutions in the area host special autumn programs.

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Pittsfield hotel booking with Expedia?

> \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

### How much is the nightly rate at a Pittsfield hotel?

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- [Flights from New York (LGA) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/lga/psf/new-york-to-pittsfield)
- [Flights from Atlanta (ATL) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/atl/psf/atlanta-to-pittsfield)
- [Flights from Islip (ISP) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/isp/psf/islip-to-pittsfield)
- [Flights from Chicago (ORD) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/ord/psf/chicago-to-pittsfield)
- [Flights from Denver (DEN) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/den/psf/denver-to-pittsfield)
- [Flights from San Francisco (SFO) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/sfo/psf/san-francisco-to-pittsfield)
- [Flights from Hartford (BDL) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/bdl/psf/hartford-to-pittsfield)
- [Flights from Baltimore (BWI) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/bwi/psf/baltimore-to-pittsfield)
- [Flights from Detroit (DTW) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/dtw/psf/detroit-to-pittsfield)
- [Flights from Raleigh (RDU) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/rdu/psf/raleigh-to-pittsfield)
- [Flights from Houston (IAH) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/iah/psf/houston-to-pittsfield)
- [Flights from Rochester (ROC) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/roc/psf/rochester-to-pittsfield)
- [Flights from Kansas City (MCI) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/mci/psf/kansas-city-to-pittsfield)
- [Flights from Miami (MIA) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/mia/psf/miami-to-pittsfield)
- [Flights from Sarasota (SRQ) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/srq/psf/sarasota-to-pittsfield)
- [Flights from Providence (PVD) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/pvd/psf/providence-to-pittsfield)
- [Flights from Buffalo (BUF) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/buf/psf/buffalo-to-pittsfield)
- [Flights from St. Louis (STL) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/stl/psf/st-louis-to-pittsfield)
- [Flights from Minneapolis (MSP) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/msp/psf/minneapolis-to-pittsfield)
- [Flights to Pittsfield Municipal ](https://www.expedia.com/Cheap-Flights-To-Pittsfield-Municipal.d6031274.Travel-Guide-Flights)
- [Flights from Columbus (CMH) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/cmh/psf/columbus-to-pittsfield)
- [Flights from Indianapolis (IND) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/ind/psf/indianapolis-to-pittsfield)
- [Flights from West Palm Beach (PBI) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/pbi/psf/west-palm-beach-to-pittsfield)
- [Flights from Phoenix (PHX) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/phx/psf/phoenix-to-pittsfield)
- [Flights from Allentown (ABE) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/abe/psf/allentown-to-pittsfield)
- [Flights from Seattle (SEA) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/sea/psf/seattle-to-pittsfield)
- [Flights from Wilmington (ILM) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/ilm/psf/wilmington-to-pittsfield)
- [Flights from Greenville (GSP) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/gsp/psf/greenville-to-pittsfield)
- [Flights from Milwaukee (MKE) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/mke/psf/milwaukee-to-pittsfield)
- [Flights from White Plains (HPN) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/hpn/psf/white-plains-to-pittsfield)
- [Flights from Portland (PDX) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/pdx/psf/portland-to-pittsfield)
- [Flights from Toronto (YYZ) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/yyz/psf/toronto-to-pittsfield)
- [Flights from Montreal (YUL) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/yul/psf/montreal-to-pittsfield)
- [Flights from Memphis (MEM) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/mem/psf/memphis-to-pittsfield)
- [Flights from Las Vegas (LAS) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/las/psf/las-vegas-to-pittsfield)
- [Flights from Charleston (CHS) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/chs/psf/charleston-to-pittsfield)
- [Flights from Richmond (RIC) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/ric/psf/richmond-to-pittsfield)
- [Flights from Fargo (FAR) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/far/psf/fargo-to-pittsfield)
- [Flights from Pensacola (PNS) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/pns/psf/pensacola-to-pittsfield)
- [Flights from Ontario (ONT) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/ont/psf/ontario-to-pittsfield)
- [Flights from Madison (MSN) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/msn/psf/madison-to-pittsfield)
- [Flights from Norfolk (ORF) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/orf/psf/norfolk-to-pittsfield)
- [Flights from Cincinnati (CVG) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/cvg/psf/cincinnati-to-pittsfield)
- [Flights from Burlington (BTV) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/btv/psf/burlington-to-pittsfield)
- [Flights from New Haven (HVN) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/hvn/psf/new-haven-to-pittsfield)
- [Hopscotch Air Nantucket (ACK) to Pittsfield (PSF) flights ](https://www.expedia.com/lp/flight-routes/hopscotch-air-from-nantucket-memorial-to-pittsfield-municipal/o2/ack/psf)
- [Flights from Newburgh (SWF) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/swf/psf/newburgh-to-pittsfield)
- [Flights from Reno (RNO) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/rno/psf/reno-to-pittsfield)
- [Hopscotch Air Burbank (BUR) to Pittsfield (PSF) flights ](https://www.expedia.com/lp/flight-routes/hopscotch-air-from-hollywood-burbank-to-pittsfield-municipal/o2/bur/psf)
- [Flights from Louisville (SDF) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/sdf/psf/louisville-to-pittsfield)
- [Flights from Tucson (TUS) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/tus/psf/tucson-to-pittsfield)
- [Flights from Barcelona (BCN) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/bcn/psf/barcelona-to-pittsfield)
- [Flights from Des Moines (DSM) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/dsm/psf/des-moines-to-pittsfield)
- [Flights from Kuwait City (KWI) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/kwi/psf/kuwait-city-to-pittsfield)
- [Flights from Atlanta (PDK) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/pdk/psf/atlanta-to-pittsfield)
- [Flights from Tri-Cities (TRI) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/tri/psf/tri-cities-to-pittsfield)
- [Flights from Burbank (BUR) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/bur/psf/burbank-to-pittsfield)
- [Flights from Akron (CAK) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/cak/psf/akron-to-pittsfield)
- [Flights from El Paso (ELP) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/elp/psf/el-paso-to-pittsfield)
- [Flights from Düsseldorf (DUS) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/dus/psf/dusseldorf-to-pittsfield)
- [Flights from Leesburg (LEE) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/lee/psf/leesburg-to-pittsfield)
- [Flights from Dayton (DAY) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/day/psf/dayton-to-pittsfield)
- [Flights from Cleveland (CLE) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/cle/psf/cleveland-to-pittsfield)
- [Flights from Charlottesville (CHO) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/cho/psf/charlottesville-to-pittsfield)
- [Flights from Stuart (SUA) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/sua/psf/stuart-to-pittsfield)
- [Flights from London (LHR) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/lhr/psf/london-to-pittsfield)
- [Flights from Washington (IAD) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/iad/psf/washington-to-pittsfield)

- [Berkshire Museum ](https://www.expedia.com/Berkshire-Museum-Pittsfield.d553248621532665288.Vacation-Attraction)
- [Berkshire Athenaeum ](https://www.expedia.com/Berkshire-Athenaeum-Pittsfield.d553248621532665287.Vacation-Attraction)
- [Canoe Meadows Wildlife Sanctuary ](https://www.expedia.com/Canoe-Meadows-Wildlife-Sanctuary-Pittsfield.d553248621532665285.Vacation-Attraction)
- [Herman Melville's Arrowhead ](https://www.expedia.com/Herman-Melvilles-Arrowhead-Pittsfield.d553248621532665284.Vacation-Attraction)

- [Car rental Pittsfield Airport (PSF) ](https://www.expedia.com/Car-Rentals-In-Pittsfield-Municipal.d6031274.Car-Rental-Guide)

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