Title: The Best Pittsfield, MA Resorts from $74 | Expedia.com

[Pittsfield Travel Guide](https://expedia.com/Pittsfield.dx9478)[Hotels in Pittsfield](https://expedia.com/Pittsfield-Hotels.d9478.Travel-Guide-Hotels)[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)

![](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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## Check prices for these dates

Next weekend

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=9478&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=9478&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=9478&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=9478&startDate=2026-05-22&endDate=2026-05-24&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Pittsfield

![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)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387.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

(1,000 reviews)

"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "

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

Kristina

$107 nightly

$119 total

Mar 31 - Apr 1

Total with taxes and fees

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

![Property entrance](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/77fe0507.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)

![Indoor pool](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/201806cb.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

(888 reviews)

"Overall pleasant stay; great facilities, staff, and location"

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

Casey

$108 nightly

$120 total

Apr 27 - Apr 28

Total with taxes and fees

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

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/w6714h4455x8y0-7f30ce4a.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

(87 reviews)

"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."

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

Charline

$132 nightly

$147 total

Apr 6 - Apr 7

Total with taxes and fees

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

![Snack bar](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/1715f4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/1026298b.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)

### Hilton Garden Inn Lenox Pittsfield

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

Pittsfield

9.2/10

Wonderful

(673 reviews)

" Nice staff - beautiful hotel!"

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

MARY

$139 nightly

$155 total

Mar 29 - Mar 30

Total with taxes and fees

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

![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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/b4275c3d.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

(848 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

$77 nightly

$87 total

Apr 7 - Apr 8

Total with taxes and fees

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

![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/e88abd9f.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 courteuos"

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

Timothy

$123 nightly

$137 total

Mar 31 - Apr 1

Total with taxes and fees

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

![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)

![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)

![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/d652d2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/e4c803ed.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

(359 reviews)

"Clean room, easy checkin, loved the tea kettle. Clean, comfortable, would definitely return. "

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

TIFFANY

$102 nightly

$114 total

Mar 29 - Mar 30

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)

![Library Suite, 1 King Bed | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/c5c7040f.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

(839 reviews)

"The hotel was even more beautiful in person! Rooms were incredibly spacious and lovely. The staff was incredibly friendly and helpful. Great stay would definitley return. "

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

Alessandra

$149 nightly

$166 total

Mar 29 - Mar 30

Total with taxes and fees

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

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/bdc7550f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/811d3663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/44aa4835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/a38bbe4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

[](https://www.expedia.com/Pittsfield-Hotels-3-Bedroom-Home-W-Lake-And-Mountain-Views-Near-Skiing.h106650307.Hotel-Information)

Pittsfield

7.8/10

Good

(7 reviews)

"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."

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

Liz V.

$441 nightly

$493 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-3-Bedroom-Home-W-Lake-And-Mountain-Views-Near-Skiing.h106650307.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/c8837e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/ed3ffaa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/w1440h1084x0y1-9f76bc91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/5d0aa061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hancock Village Inn Near Jiminy Peak

[](https://www.expedia.com/Pittsfield-Hotels-Hancock-Village-Inn-At-Jiminy-Peak.h89806253.Hotel-Information)

Hancock

10/10

Exceptional

(19 reviews)

"Amazing Inn. Cozy and everything we needed. "

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

Price F.

$1,060 nightly

$1,149 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-Hancock-Village-Inn-At-Jiminy-Peak.h89806253.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)

![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)

![Breakfast area](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/3ed5d9ec.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

(815 reviews)

"The room was absolutely horrible and extremely dirty!"

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

Mandy

$77 nightly

$87 total

Apr 6 - Apr 7

Total with taxes and fees

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

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

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/6a569eff.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

(881 reviews)

"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."

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

Payton

$78 nightly

$87 total

Mar 29 - Mar 30

Total with taxes and fees

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

![Double Room | Individually decorated, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/b3935f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/63dfffc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/65793401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/9a417e14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Berkshire Mountain Inn

[](https://www.expedia.com/Great-Barrington-Hotels-The-Berkshire-Mountain-Inn.h125340225.Hotel-Information)

Great Barrington

10/10

Exceptional

(3 reviews)

"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."

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

Robert

$150 nightly

$168 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-The-Berkshire-Mountain-Inn.h125340225.Hotel-Information)

![Lobby lounge](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/251da7fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/754813dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/b38994ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom | Premium bedding, down comforters, pillowtop beds, individually furnished](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/3908437c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Element Lenox Berkshires

[](https://www.expedia.com/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information)

Lenox

9.6/10

Exceptional

(24 reviews)

"Friendly staff, beautiful interiors."

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

Izabela

$139 nightly

$155 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information)

![Standard Room, 1 King Bed, Non Smoking | Minibar, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32060000/32052900/32052899/571ba9a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/33000000/32060000/32052900/32052899/ba6e7d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking | Minibar, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32060000/32052900/32052899/46ef42a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Minibar, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32060000/32052900/32052899/a9f8bbd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rodeway Inn

[](https://www.expedia.com/Adams-Hotels-Rodeway-Inn.h32052899.Hotel-Information)

Adams

7.4/10

Good

(240 reviews)

"Found dead flies in the beds and the sheets were stained. I would not expect much from an inexpensive room but I do expect it to be clean."

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

Heidi

$72 nightly

$80 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Adams-Hotels-Rodeway-Inn.h32052899.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/8e50ee57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, Private Bathroom (Garden - Pets Allowed) | Miscellaneous](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/c68ae4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Apartment, Private Bathroom (Greylock - No Pets) | 1 bedroom](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/9aba043f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, Private Bathroom (Honeymoon - Pets Allowed) | 1 bedroom](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/7ac0f2b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Shaker Mill Inn

[](https://www.expedia.com/West-Stockbridge-Hotels-Shaker-Mill-Inn.h1506594.Hotel-Information)

West Stockbridge

9.6/10

Exceptional

(446 reviews)

"Had everything we needed. Very thoughtful touches. "

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

Mark

$100 nightly

$110 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/West-Stockbridge-Hotels-Shaker-Mill-Inn.h1506594.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)

![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)

![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)

![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/a831aba7.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

(1,001 reviews)

"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "

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

Amy

$76 nightly

$85 total

Apr 19 - Apr 20

Total with taxes and fees

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

![55-inch LCD TV with digital channels, printers](https://images.trvl-media.com/lodging/114000000/113490000/113486800/113486763/0a4a8480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/114000000/113490000/113486800/113486763/f9501b50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Room, 1 King Bed (Room 4) | Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/114000000/113490000/113486800/113486763/674accb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/114000000/113490000/113486800/113486763/20208a7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Revival House

[](https://www.expedia.com/Adams-Hotels-The-Revival-House.h113486763.Hotel-Information)

Adams

9.0/10

Wonderful

(27 reviews)

"This was a grand old mansion that was well cared for. The room was lovely, warm and comfortable. There was one other couple staying but we never saw them. The morning breakfast bar was more than adequate and the coffee was delicious. There were several sitting rooms on the first floor which were sunny and relaxing. Parking was right behind the house and keyless entry worked very well. This was a lovely location and I wish we had more time to stay there."

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

Mary

$150 nightly

$168 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Adams-Hotels-The-Revival-House.h113486763.Hotel-Information)

![Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/220f6cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/44ab9667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/83dd2b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/a1ad800b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Monument Mountain Motel

[](https://www.expedia.com/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information)

Great Barrington

9.0/10

Wonderful

(835 reviews)

"Nice place and very reasonable for great location "

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

Raymond

$67 nightly

$74 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information)

![Dining room](https://images.trvl-media.com/lodging/111000000/110080000/110070300/110070215/595e173f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/111000000/110080000/110070300/110070215/36309153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/111000000/110080000/110070300/110070215/14f6a8c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110080000/110070300/110070215/920e0060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gregory House Country Inn

[](https://www.expedia.com/Averill-Park-Hotels-Gregory-House-Country-Inn.h110070215.Hotel-Information)

Averill Park

9.0/10

Wonderful

(91 reviews)

"The entire staff are very gracious hosts and very friendly. It is always a great pleasure to visit there. Dinner and Sunday Brunch food was excellent!"

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

Richard

$111 nightly

$124 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Averill-Park-Hotels-Gregory-House-Country-Inn.h110070215.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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## Top Pittsfield Hotel Reviews

![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/ef3ce5c5_y.jpg)

### Hotel On North

10/10 Excellent

"Very clean room, friendly staff, and a feeling of being in a “fancy” hotel while still being within budget. The location was great - I enjoyed walking around and felt safe after dark. Easy walking distance from the Colonial Theater. "

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

![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg)

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

10/10 Excellent

"Nice property. Breakfast buffet was good. Parking lot was under construction, but complimentary valet parking was offered. Friendly staff, comfortable beds.resturanton 2 nd floor was good "

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

![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb_y.jpg)

### Berkshires Untold

10/10 Excellent

"Berkshires Untold is an old roadside motel that has been very spiffed up. The rooms are small but clean, comfortable, and nicely decorated and updated. Our bed was comfy with high end linens and a nice updated bathroom. The major drawback to the room is the very noisy HVAC unit. There's a super cozy, attractive lounge area and a charming little restaurant and bar. The menu is small but the food is quite good and having an onsite restaurant is convenient. The price we paid for a very off season Saturday night was excellent, but the rates really jack up during the summer Tanglewood season, far beyond what one would expect for a small motel room. The staff is friendly and professional, and dogs are welcome for an $85 fee. All in all, this is a very nice and sometimes very affordable Berkshires option. "

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

"Room was comfortable and quiet. Staff accommodated a request to change rooms after check-in as we discovered there was someone next door who was constantly on the phone speaking loudly in a voice that carried on something business related. Relocating us was very appreciated."

[](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

"The hotel is a great, upscale business hotel with friendly staff and a great restaurant."

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

![Best Western Plus Berkshire Hills Inn & Suites](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046_y.jpg)

### Best Western Plus Berkshire Hills Inn & Suites

8/10 Good

"Staff was very accommodating. Room was ok but toilet didn’t flush without the water constantly running. Shower gel, shampoo & condition bottles were all empty in the shower. Had to call for new ones. "

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

![Comfort Inn & Suites East Greenbush - Albany](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/f6e88d04_y.jpg)

### Comfort Inn & Suites East Greenbush - Albany

6/10 Okay

"Ok"

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

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a_y.jpg)

### Berkshire Mountain Lodge

10/10 Excellent

"very clean and friendly staff"

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

![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/bca96d17_y.jpg)

### The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Great, neat, convoy my son. "

[](https://expedia.com/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information)

## Find out more about Pittsfield

## Pittsfield Resorts information

| Number of reviews | 8,387      |
| ----------------- | ---------- |
| Accommodation     | 33 Resorts |
| Lowest Price      | $74        |
| Highest Price     | $1,149     |

## Frequently asked questions

### What can I expect from a resort vacation in Pittsfield?

### What's the best resort for my stay in Pittsfield?

### What can I do in Pittsfield?

### What's the seasonal weather like in Pittsfield?

### What's the best way to get to and around Pittsfield?

## Explore a world of travel with Expedia

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- [Cabin Rentals in Berkshire County ](https://www.expedia.com/Berkshire-County-Cabins.d553248635083901436-aaCabins.Travel-Guide-Accommodation)
- [Hotels near Berkshire Museum ](https://www.expedia.com/Berkshire-Museum-Hotels.0-l553248621532665288-0.Travel-Guide-Filter-Hotels)
- [Hotels near Berkshire Athenaeum ](https://www.expedia.com/Berkshire-Athenaeum-Hotels.0-l553248621532665287-0.Travel-Guide-Filter-Hotels)
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- [Hotels near Barrington Stage Company ](https://www.expedia.com/Barrington-Stage-Company-Hotels.0-l553248621532665294-0.Travel-Guide-Filter-Hotels)
- [Hotels near Crane Museum of Papermaking ](https://www.expedia.com/Crane-Museum-Of-Papermaking-Hotels.0-l553248621533116687-0.Travel-Guide-Filter-Hotels)
- [Hotels near Pittsfield Station ](https://www.expedia.com/Pittsfield-Station-Hotels.d6195403.Travel-Guide-Hotels)
- [Hotels near Canoe Meadows Wildlife Sanctuary ](https://www.expedia.com/Canoe-Meadows-Wildlife-Sanctuary-Hotels.0-l553248621532665285-0.Travel-Guide-Filter-Hotels)
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- [Hotels near Pittsfield Municipal ](https://www.expedia.com/Pittsfield-Municipal-Airport-Hotels.0-aPSF-0.Travel-Guide-Filter-Hotels)

- [Flights to Berkshire County ](https://www.expedia.com/Destinations-In-Berkshire-County.d553248635083901436.Flight-Destinations)
- [Flights from Pittsfield Municipal ](https://www.expedia.com/lp/airports/psf/flights-from-pittsfield-municipal-airport)
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- [Flights from Philadelphia (PHL) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/phl/psf/philadelphia-to-pittsfield)
- [Flights from Charlotte (CLT) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/clt/psf/charlotte-to-pittsfield)
- [Flights from Orlando (MCO) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/mco/psf/orlando-to-pittsfield)
- [Flights from Dallas (DFW) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/dfw/psf/dallas-to-pittsfield)
- [Flights from Fort Lauderdale (FLL) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/fll/psf/fort-lauderdale-to-pittsfield)
- [Flights from New York (JFK) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/jfk/psf/new-york-to-pittsfield)
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- [Flights from Tampa (TPA) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/tpa/psf/tampa-to-pittsfield)
- [Flights from Los Angeles (LAX) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/lax/psf/los-angeles-to-pittsfield)
- [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)
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- [Flights from West Palm Beach (PBI) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/pbi/psf/west-palm-beach-to-pittsfield)
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- [Flights from Seattle (SEA) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/sea/psf/seattle-to-pittsfield)
- [Flights from Allentown (ABE) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/abe/psf/allentown-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)
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- [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)
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- [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 Madison (MSN) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/msn/psf/madison-to-pittsfield)
- [Flights from Richmond (RIC) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/ric/psf/richmond-to-pittsfield)
- [Flights from Ontario (ONT) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/ont/psf/ontario-to-pittsfield)
- [Flights from Pensacola (PNS) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/pns/psf/pensacola-to-pittsfield)
- [Flights from Fargo (FAR) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/far/psf/fargo-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)
- [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 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)
- [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)
- [Hopscotch Air Williamsport (IPT) to Pittsfield (PSF) flights ](https://www.expedia.com/lp/flight-routes/hopscotch-air-from-williamsport-regional-to-pittsfield-municipal/o2/ipt/psf)
- [Flights from Jacksonville (CRG) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/crg/psf/jacksonville-to-pittsfield)
- [Flights from Rochester (RST) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/rst/psf/rochester-to-pittsfield)
- [Flights from Leesburg (LEE) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/lee/psf/leesburg-to-pittsfield)
- [Flights from Binghamton (BGM) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/bgm/psf/binghamton-to-pittsfield)
- [Flights from St. Petersburg (PIE) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/pie/psf/st-petersburg-to-pittsfield)
- [Hopscotch Air Lewisburg (LWB) to Pittsfield (PSF) flights ](https://www.expedia.com/lp/flight-routes/hopscotch-air-from-greenbrier-valley-to-pittsfield-municipal/o2/lwb/psf)
- [Hopscotch Air Islip (ISP) to Pittsfield (PSF) flights ](https://www.expedia.com/lp/flight-routes/hopscotch-air-from-macarthur-to-pittsfield-municipal/o2/isp/psf)
- [Flights from El Paso (ELP) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/elp/psf/el-paso-to-pittsfield)
- [Flights from Fort Myers (RSW) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/rsw/psf/fort-myers-to-pittsfield)
- [Flights from Burbank (BUR) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/bur/psf/burbank-to-pittsfield)
- [Flights from London (LHR) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/lhr/psf/london-to-pittsfield)
- [Flights from Kuwait City (KWI) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/kwi/psf/kuwait-city-to-pittsfield)
- [Flights from San Jose (SJC) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/sjc/psf/san-jose-to-pittsfield)
- [Flights from Cancun (CUN) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/cun/psf/cancun-to-pittsfield)
- [Flights from Charlottesville (CHO) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/cho/psf/charlottesville-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)