Title: Top 10 Hotels in Chesterfield, MA from $82 - Competitive Prices | Expedia.com

[Chesterfield Travel Guide](https://expedia.com/Chesterfield.dx89029)[Vacation Rentals in Chesterfield](https://expedia.com/Chesterfield-Vacation-Rentals.d89029.Travel-Guide-VacationRentals)[Flights to Chesterfield](https://expedia.com/Cheap-Flights-To-Chesterfield.d89029.Travel-Guide-Flights)[Car Rentals in Chesterfield](https://expedia.com/Car-Rentals-In-Chesterfield.d89029.Car-Rental-Guide)[Chesterfield Vacation Packages](https://expedia.com/Chesterfield.d89029.Destination-Travel-Guides)

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## Go beyond your typical stay in Chesterfield

Pet-friendly

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America&regionId=89029&latLong=42.391754%2C-72.839821&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=Chesterfield%2C+Massachusetts%2C+United+States+of+America&regionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&amenities=POOL)

Great for families

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America&regionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&travelerType=family_friendly)

Hot tub

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America&regionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&amenities=HOT_TUB)

Farm

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America&regionId=89029&latLong=42.391754%2C-72.839821&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=Chesterfield%2C+Massachusetts%2C+United+States+of+America&regionId=89029&latLong=42.391754%2C-72.839821&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=Chesterfield%2C+Massachusetts%2C+United+States+of+America&regionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Feb 7 - Feb 8](https://www.expedia.com/Hotel-Search?regionId=89029&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=89029&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=89029&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=89029&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chesterfield hotels

![Front of property](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/b02dfcfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/c8b24996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/7d4b7b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/fdc80b50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blooming Inn

[](https://www.expedia.com/Shelburne-Falls-Hotels-Blooming-Inn.h92321116.Hotel-Information)

Shelburne Falls

9.2/10

Wonderful

(130 reviews)

"Beautiful comfortable home with many thoughtful touches"

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

Rachel

$134 nightly

$144 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Shelburne-Falls-Hotels-Blooming-Inn.h92321116.Hotel-Information)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/51285776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business center](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/afa8b6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/d8217024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking | Pillowtop beds, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/5f79da29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Westfield - Springfield

[](https://www.expedia.com/Springfield-Hotels-Quality-Inn-Westfield-Springfield.h1118896.Hotel-Information)

Westfield

7.2/10

Good

(912 reviews)

"Staff was very friendly. Everything was clean and well kept. Small hotel but very cozy and quiet."

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

Gloria

$87 nightly

$97 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Springfield-Hotels-Quality-Inn-Westfield-Springfield.h1118896.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/34065f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/241daa63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/cd83e31a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Refrigerator | Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/04ad8e9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Westfield

[](https://www.expedia.com/Springfield-Hotels-Hampton-Inn-By-Hilton-Westfield.h2076197.Hotel-Information)

Westfield

8.4/10

Very Good

(825 reviews)

"I will stay again"

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

Jailene

$122 nightly

$137 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Springfield-Hotels-Hampton-Inn-By-Hilton-Westfield.h2076197.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2030000/2027100/2027065/f7391fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/3000000/2030000/2027100/2027065/37c3c332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2030000/2027100/2027065/bc7070b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/3000000/2030000/2027100/2027065/261a7ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn on Boltwood

[](https://www.expedia.com/Springfield-Hotels-Inn-On-Boltwood.h2027065.Hotel-Information)

Amherst

9.4/10

Exceptional

(762 reviews)

"It is a beautiful and historic property with an amazing restaurant and bar."

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

Kelly

$215 nightly

$240 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Springfield-Hotels-Inn-On-Boltwood.h2027065.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)

![Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/b2a572bd.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)

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

![37-inch LCD TV with cable channels, TV, iPod dock](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/6c251969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/f3890e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/60af1c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/a53eec54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel UMass

[](https://www.expedia.com/Springfield-Hotels-Hotel-UMass.h480785.Hotel-Information)

Amherst

8.8/10

Excellent

(1,003 reviews)

"Great stay "

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

Kyle

$144 nightly

$161 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Springfield-Hotels-Hotel-UMass.h480785.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)

![Exterior](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/b6081d93.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)

![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)

![Property amenity](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658945/978d1151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cocktail bar](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658945/31f9c61f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658945/498552ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds | Premium bedding, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658945/eb368ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Hadley Amherst

[](https://www.expedia.com/Springfield-Hotels-Courtyard-By-Marriott-Hadley-Amherst.h1658945.Hotel-Information)

Hadley

9.0/10

Wonderful

(690 reviews)

"My son and I stayed during a big snow storm, staff not only got us checked in early but were super friendly and helpful. Hotel was also relatively spotless and clean given the circumstances with the storm."

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

William

$143 nightly

$160 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Springfield-Hotels-Courtyard-By-Marriott-Hadley-Amherst.h1658945.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/34000000/33240000/33232900/33232831/1c8d1bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33240000/33232900/33232831/858efd60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33240000/33232900/33232831/d135e2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/34000000/33240000/33232900/33232831/6a82b362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Homewood Suites by Hilton Hadley Amherst

[](https://www.expedia.com/Springfield-Hotels-Homewood-Suites-By-Hilton-Hadley-Amherst.h33232831.Hotel-Information)

Hadley

9.4/10

Exceptional

(730 reviews)

"The room was efficient, clean and spacious. The pool was great and so was the breakfast. "

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

Julianne

$140 nightly

$157 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Springfield-Hotels-Homewood-Suites-By-Hilton-Hadley-Amherst.h33232831.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](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/e65bd9d7.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

(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)

![Lobby](https://images.trvl-media.com/lodging/2000000/1350000/1343800/1343727/a2bd31ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free self parking](https://images.trvl-media.com/lodging/2000000/1350000/1343800/1343727/555a884e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1350000/1343800/1343727/a1bbe5d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room | Free WiFi](https://images.trvl-media.com/lodging/2000000/1350000/1343800/1343727/21bc83a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elm Motel

[](https://www.expedia.com/Springfield-Hotels-Elm-Motel.h1343727.Hotel-Information)

Westfield

7.2/10

Good

(123 reviews)

"Very clean, lacking bathroom and bathroom storage. Good price."

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

Daniel

$99 nightly

$111 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Springfield-Hotels-Elm-Motel.h1343727.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1220000/1217900/1217805/17a3ead9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One King Bed, Non-Smoking | Hypo-allergenic bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1220000/1217900/1217805/202d865b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, open 7 AM to 9 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1220000/1217900/1217805/8ea065e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1220000/1217900/1217805/0975ecbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Hadley-Amherst Area

[](https://www.expedia.com/Springfield-Hotels-Hampton-Inn-Hadley-Amherst-Area.h1217805.Hotel-Information)

Hadley

9.0/10

Wonderful

(975 reviews)

"Best hotel in the area, hands down"

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

alexander

$125 nightly

$140 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Springfield-Hotels-Hampton-Inn-Hadley-Amherst-Area.h1217805.Hotel-Information)

![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)

![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/a093eeea.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

(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)

![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)

![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)

### 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)

![Deluxe Room, 1 King Bed | Hypo-allergenic bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/107000000/106120000/106114100/106114099/ab4ff31b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Quadruple Room, 2 Queen Beds | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/107000000/106120000/106114100/106114099/8797adfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/107000000/106120000/106114100/106114099/857f2ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed | Hypo-allergenic bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/107000000/106120000/106114100/106114099/b58e5c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Black Walnut Inn

[](https://www.expedia.com/Amherst-Hotels-Black-Walnut-Inn.h106114099.Hotel-Information)

North Amherst

9.8/10

Exceptional

(102 reviews)

"Enjoyable stay with a warm environment. Enjoyed the breakfast which was well prepared based on my order choice and request. Would stay again!"

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

Karri

$168 nightly

$188 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Amherst-Hotels-Black-Walnut-Inn.h106114099.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12260000/12259600/12259511/5bcca6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![28-inch TV with digital channels, Netflix, pay movies](https://images.trvl-media.com/lodging/13000000/12260000/12259600/12259511/be3999ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/13000000/12260000/12259600/12259511/2bb92acd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![28-inch TV with digital channels, Netflix, pay movies](https://images.trvl-media.com/lodging/13000000/12260000/12259600/12259511/0db93a6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Trail in Adams - Berkshires’ Art Hotel

[](https://www.expedia.com/Adams-Hotels-Topia-Inn-An-Organic-Oasis.h12259511.Hotel-Information)

Adams

9.0/10

Wonderful

(144 reviews)

"Staff was great, very clean, Breakfast was terrific"

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

michael

$174 nightly

$194 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Adams-Hotels-Topia-Inn-An-Organic-Oasis.h12259511.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/1000000/40000/34300/34260/13980508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34300/34260/w4000h2665x0y2-3046acd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/40000/34300/34260/w4000h2663x0y4-2923be4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/40000/34300/34260/07d4dc21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TownePlace Suites by Marriott Hadley Amherst

[](https://www.expedia.com/Hadley-Hotels-TownePlace-Suites-By-Marriott-Hadley-Amherst.h34260.Hotel-Information)

Hadley

9.8/10

Exceptional

(62 reviews)

"The property is very clean and pet friendly. The staff were very friendly and professional. I will definitely stay here again."

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

Diana

$158 nightly

$176 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Hadley-Hotels-TownePlace-Suites-By-Marriott-Hadley-Amherst.h34260.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

(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)

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

![Garden](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/b3ee4f2f.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)

![Exterior](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/3670f3af.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)

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/5acdf3c7.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)

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 Chesterfield attractions

### Chesterfield Gorge

Explore the great outdoors at Chesterfield Gorge, a lovely green space in Chesterfield. Wander the lakeside and forest while you're in the area. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532666609)

### Krug Sugarbush

You can take time to visit Krug Sugarbush during your travels to Chesterfield. Amble around the area's parks or visit its shops. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=909392809247760384)

### Chesterfield Public Library

Chesterfield Public Library is just one of the places to see in Chesterfield, so why not enjoy the other things to explore during your travels? Amble around the area's parks or visit its shops. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=909393830101508096)

### Chesterfield Town Hall

After visiting Chesterfield Town Hall, make a plan to see the other sights and activities in Chesterfield. Amble around the area's parks or visit its shops. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=909392010971025408)

### Chesterfield Gorge Reservation

You can take time to visit Chesterfield Gorge Reservation during your travels to Chesterfield. Amble around the area's parks or visit its shops. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=909393238931439616)

## Top Chesterfield Hotel Reviews

![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34_y.jpg)

### D. Hotel Suites & Spa

10/10 Excellent

"YES"

[](https://expedia.com/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information)

![Hotel UMass](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/4e423f91_y.jpg)

### Hotel UMass

10/10 Excellent

"Great "

[](https://expedia.com/Springfield-Hotels-Hotel-UMass.h480785.Hotel-Information)

![Inn on Boltwood](https://images.trvl-media.com/lodging/3000000/2030000/2027100/2027065/f10073da_y.jpg)

### Inn on Boltwood

10/10 Excellent

"Great stay. Convenient location on the edge of campus in town. Comfortable room. Friendly staff. Free parking. Excellent dinner at 30Boltwood. Highly recommend!"

[](https://expedia.com/Springfield-Hotels-Inn-On-Boltwood.h2027065.Hotel-Information)

![Fairfield Inn & Suites Springfield Northampton/Amherst](https://images.trvl-media.com/lodging/9000000/8450000/8449800/8449737/e6abed3c_y.jpg)

### Fairfield Inn & Suites Springfield Northampton/Amherst

10/10 Excellent

"Gorgeous room amazing stay"

[](https://expedia.com/Springfield-Hotels-Fairfield-Inn-Suites-Springfield-NorthamptonAmherst.h8449737.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)

![Quality Inn & Suites Northampton - Amherst](https://images.trvl-media.com/lodging/1000000/30000/24600/24588/f86e1269_y.jpg)

### Quality Inn & Suites Northampton - Amherst

10/10 Excellent

"Great room, very clean and welcoming, helpful staff. Breakfast was pretty good too!"

[](https://expedia.com/Springfield-Hotels-Quality-Inn-Suites-Northampton-Amherst.h24588.Hotel-Information)

![Tru by Hilton Chicopee Springfield](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/2bcbba21_y.jpg)

### Tru by Hilton Chicopee Springfield

10/10 Excellent

"Friendly clean accommodation were just what we needed. "

[](https://expedia.com/Springfield-Hotels-Tru-By-Hilton-Chicopee-Springfield.h22413458.Hotel-Information)

![Comfort Inn & Suites](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/d1319a54_y.jpg)

### Comfort Inn & Suites

10/10 Excellent

"Clean room, friendly staff, "

[](https://expedia.com/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information)

![Hotel Northampton](https://images.trvl-media.com/lodging/1000000/20000/17900/17876/fe4b5272_y.jpg)

### Hotel Northampton

10/10 Excellent

"The staff were amazing and the room was perfect. "

[](https://expedia.com/Springfield-Hotels-Hotel-Northampton.h17876.Hotel-Information)

## More cheap stays in Chesterfield

![Riverdale Inn](https://images.trvl-media.com/lodging/1000000/460000/459800/459711/28e65efc_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Riverdale Inn

1500 Riverdale Street West Springfield MA

$71 nightly

$82 total

Feb 18 - Feb 19

Total with taxes and fees

5.8/10 (1,002 reviews)

[](https://expedia.com/Springfield-Hotels-Super-8-By-Wyndham-West-SpringfieldRoute-5.h459711.Hotel-Information)

![Quality Inn West Springfield](https://images.trvl-media.com/lodging/1000000/10000/7500/7486/7f7ace74_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn West Springfield

1150 Riverdale St West Springfield MA

$77 nightly

$88 total

Mar 2 - Mar 3

Total with taxes and fees

7/10 Good! (1,001 reviews)

[](https://expedia.com/Springfield-Hotels-Quality-Inn-West-Springfield.h7486.Hotel-Information)

![Red Roof Inn PLUS+ West Springfield](https://images.trvl-media.com/lodging/1000000/30000/27100/27090/23b7c14f_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Red Roof Inn PLUS+ West Springfield

1254 Riverdale Street West Springfield MA

$85 nightly

$97 total

Feb 17 - Feb 18

Total with taxes and fees

6.8/10 (1,003 reviews)

[](https://expedia.com/Springfield-Hotels-Red-Roof-Inn-PLUS-West-Springfield.h27090.Hotel-Information)

![Red Roof Inn PLUS+ South Deerfield – Amherst](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/20ee398b_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Red Roof Inn PLUS+ South Deerfield – Amherst

9 Greenfield Rd South Deerfield MA

$89 nightly

$100 total

Mar 1 - Mar 2

Total with taxes and fees

7/10 Good! (1,003 reviews)

[](https://expedia.com/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information)

![Comfort Inn & Suites](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/d1319a54_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Comfort Inn & Suites

400 Russell St Hadley MA

$112 nightly

$125 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://expedia.com/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information)

![Quality Inn & Suites Northampton - Amherst](https://images.trvl-media.com/lodging/1000000/30000/24600/24588/f86e1269_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA

$113 nightly

$126 total

Mar 1 - Mar 2

Total with taxes and fees

7/10 Good! (1,000 reviews)

[](https://expedia.com/Springfield-Hotels-Quality-Inn-Suites-Northampton-Amherst.h24588.Hotel-Information)

## Hotels in Chesterfield with star-rating

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

4 Star Hotels

1 properties

[](https://expedia.com/4Star-Chesterfield-Hotels.s40-0-d89029.Travel-Guide-Filter-Hotels)

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

3 Star Hotels

78 properties

[](https://expedia.com/3Star-Chesterfield-Hotels.s30-0-d89029.Travel-Guide-Filter-Hotels)

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

2 Star Hotels

69 properties

[](https://expedia.com/2Star-Chesterfield-Hotels.s20-0-d89029.Travel-Guide-Filter-Hotels)

## Find out more about Chesterfield

### Top reasons to visit Chesterfield

- **Outdoor Adventures:**  Chesterfield is a haven for outdoor enthusiasts, offering activities like water rafting, skiing, and exploring national parks.
- **Charming Nearby Towns:**  Discover delightful local towns with family-friendly atmospheres, vibrant music venues, and shopping opportunities.
- **Scenic Beauty:**  Enjoy the breathtaking landscapes and clean air, perfect for relaxation and rejuvenation.
- **Diverse Accommodations:**  Find a range of lodging options, from family-friendly to pet-friendly hotels, catering to various traveler needs.
- **Community Vibe:**  Experience the warm and welcoming atmosphere of Chesterfield, making it an ideal destination for all visitors.

### Find great hotels near Chesterfield

Discover a range of hotel accommodations in Chesterfield, Massachusetts, designed to cater to the diverse needs of travelers. From family-friendly options to pet-friendly stays, you'll find the perfect fit for your vacation. Many hotels also offer business-centered services and amenities, including EV charging stations for electric vehicle owners. Experience a relaxing getaway in this charming town with our carefully selected lodging options.

- **[Red Roof Inn PLUS+ West Springfield: ](https://www.expedia.com/Springfield-Hotels-Red-Roof-Inn-PLUS-West-Springfield.h27090.Hotel-Information)** Nestled 21 miles from Chesterfield, Red Roof Inn PLUS+ West Springfield is a welcoming haven for travelers seeking a pet-friendly experience with a strong commitment to inclusivity. This hotel proudly embraces LGBTQIA guests and is affiliated with LGBTQI travel guides, ensuring a comfortable stay for all. Its amenities include pet-friendly policies that allow dogs and cats, alongside a service animal policy that waives fees. With a warm atmosphere and accommodating staff, this hotel is perfect for those traveling with furry companions.
- **[Red Roof Inn PLUS+ South Deerfield – Amherst: ](https://www.expedia.com/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information)** Located 13 miles from Chesterfield, Red Roof Inn PLUS+ South Deerfield – Amherst stands as an ideal choice for LGBTQIA travelers and pet lovers alike. This hotel emphasizes a welcoming environment and provides pet-friendly accommodations, allowing for a stress-free stay with your pets. Guests can enjoy the flexibility of variable pet fees and in-room access for dogs and cats, making it a convenient option for those on the go. Here, comfort meets inclusivity, ensuring a delightful vacation experience.
- **[Quality Inn West Springfield: ](https://www.expedia.com/Springfield-Hotels-Quality-Inn-West-Springfield.h7486.Hotel-Information)** Situated 21 miles from Chesterfield, Quality Inn West Springfield is a family-friendly hotel that caters to both leisure and business travelers. With a golf-themed atmosphere, this property offers an array of business amenities, including a 24-hour business center and accessible meeting spaces, making it well-suited for corporate gatherings. Families will appreciate the thoughtful amenities for children, such as complimentary cribs and first aid kits. Quality Inn combines comfort and practicality, creating a versatile environment for every guest.

### Where to stay near Chesterfield

Chesterfield, Massachusetts, offers a perfect blend of outdoor adventures and scenic beauty, making it an ideal vacation spot. Explore charming nearby towns with family-friendly atmospheres, vibrant music venues, and delightful shopping malls. Breathe in the clean air as you enjoy the welcoming vibe of the community. Whether you're seeking relaxation or excitement, Chesterfield and its surroundings promise a memorable experience for every traveler.

- **[Northampton: ](https://www.expedia.com/Northampton-Hotels.d9187.Travel-Guide-Hotels)** Located 11 miles from Chesterfield, Northampton is a vibrant city known for its rich cultural scene and outdoor activities. Visitors flock here for music concerts, educational experiences, and scenic landscapes. The city boasts historic and modern colleges, making it a hub of academic and artistic endeavors. With its charming downtown area filled with eclectic shops and cafes, Northampton is perfect for those seeking a mix of urban energy and natural beauty. Don't miss the nearby lake, where you can relax or engage in water activities, especially during the peak months of April, July, and September.
- **[Western Massachusetts: ](https://www.expedia.com/Western-Massachusetts-Hotels.d6234063.Travel-Guide-Hotels)** Just 2 miles from Chesterfield, Western Massachusetts offers a delightful escape for nature lovers and adventure seekers. This area is celebrated for its stunning scenery and outdoor recreational opportunities, including skiing and hiking in the national state parks and mountains. Visitors can immerse themselves in the beautiful landscape, particularly during the bustling summer months of July and August, as well as in October. The region is perfect for those looking to explore its natural wonders and enjoy thrilling adventures amidst breathtaking views.
- **[Goshen: ](https://www.expedia.com/Goshen-Hotels.d109585.Travel-Guide-Hotels)** A charming city located 4 miles from Chesterfield, Goshen is known for its seasonal appeal, with peak visitor numbers in the summer months. This area is ideal for couples and families seeking romantic getaways or outdoor adventures. With a focus on scenic beauty, Goshen features a variety of recreational areas and resorts. Visitors can explore the local art gallery or spend time at the nearby lake and national state park, making it an attractive destination for nature enthusiasts and art lovers alike.

### Things to do near Chesterfield

Chesterfield, Massachusetts, is perfect for outdoor enthusiasts seeking adventure and beautiful scenery. Visitors can enjoy activities such as water rafting, town excursions, and skiing at local ski fields. Don't miss the Westport Event Center for additional entertainment options. Whether you’re looking to explore nature or engage in thrilling sports, Chesterfield offers a variety of experiences for an unforgettable vacation.

**Shopping**

For a charming shopping experience in Chesterfield, visit [Montague Bookmill](https://www.expedia.com/Montague-Bookmill-Hotels.0-l553248621533117101-0.Travel-Guide-Filter-Hotels), a unique bookstore 14 miles away. If you're up for a drive, [Don Muller Gallery](https://www.expedia.com/Don-Muller-Gallery-Hotels.0-l553248621532666664-0.Travel-Guide-Filter-Hotels) offers fine art 12 miles away, while [Richardson's Candy Kitchen](https://www.expedia.com/Richardsons-Candy-Kitchen-Hotels.0-l553248621532666735-0.Travel-Guide-Filter-Hotels), 16 miles away, is perfect for sweet gifts and treats.

**Recreation**

Experience the vibrant arts at [Jacob's Pillow](https://www.expedia.com/Jacobs-Pillow-Hotels.0-l553248621532666599-0.Travel-Guide-Filter-Hotels), where you can enjoy captivating dance performances in a beautiful setting. For relaxation, head to [Land of Providence](https://www.expedia.com/Land-Of-Providence-Hotels.0-l553248621532666619-0.Travel-Guide-Filter-Hotels), a serene recreational area perfect for unwinding. Don’t miss the [Mullins Center](https://www.expedia.com/Mullins-Center-Hotels.0-l6213813-0.Travel-Guide-Filter-Hotels) for exciting sports events that energize and entertain.

**Adventure**

Experience the breathtaking views on the [Skyline Trail](https://www.expedia.com/Skyline-Trail-Hotels.0-l553248621532666608-0.Travel-Guide-Filter-Hotels), a hiking path located 10 miles from Chesterfield, perfect for outdoor enthusiasts. For climbing lovers, the [Central Rock Climbing Center](https://www.expedia.com/Central-Rock-Climbing-Center-Hotels.0-l553248621532666670-0.Travel-Guide-Filter-Hotels), 13 miles away, offers thrilling climbing experiences. If you enjoy winter sports, head to [Blandford Ski Area](https://www.expedia.com/Blandford-Ski-Area-Hotels.0-l553248621532666606-0.Travel-Guide-Filter-Hotels), 14 miles from Chesterfield, for skiing adventures.

**Nightlife**

Experience the vibrant nightlife in Chesterfield by visiting the [Academy of Music Theater](https://www.expedia.com/Academy-Of-Music-Theater-Hotels.0-l6070271-0.Travel-Guide-Filter-Hotels) for an enchanting show, or enjoy a fun-filled evening at [Spare Time Bowling](https://www.expedia.com/Spare-Time-Bowling-Hotels.0-l553248621532666629-0.Travel-Guide-Filter-Hotels) with arcade games. For more culture, check out [Double Edge Theatre](https://www.expedia.com/Double-Edge-Theatre-Hotels.0-l553248621532666613-0.Travel-Guide-Filter-Hotels) for a captivating performance, all within a short drive.

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

### Booking tips and Expedia advantages for Chesterfield

To save money on your trip to Chesterfield, plan your visit during the cheaper months of March or December to January, and aim for a Tuesday stay, as Saturdays are the priciest. Use Expedia to find budget-friendly accommodations by applying filters like Eco-certified hotels and sorting prices from low to high. Consider booking a package that includes flights and activities for additional savings. Joining Expedia's One Key membership can unlock exclusive discounts and allow you to earn OneKeyCash for future bookings. Look out for deals on EV parking and holiday homes to further reduce costs.

- **The most and least expensive months on average to stay in a hotel:**  The cheapest months to stay in Chesterfield are March and December to January, 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 Chesterfield is Tuesday. The most expensive day to stay in Chesterfield is Saturday.
- **Find cheap hotels on Expedia:**  Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
- **Consider bundling your trip:**  You can save money by combining your Chesterfield hotel reservation with 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 near Chesterfield

Chesterfield, Massachusetts, is an ideal destination for outdoor enthusiasts and adventure seekers. Visitors can explore a variety of attractions, including historic and modern colleges and universities, as well as national and state parks. These points of interest cater to travelers looking for outdoor activities, cultural experiences, and family-friendly adventures, ensuring a memorable vacation for everyone.

- **[Smith College: ](https://www.expedia.com/Smith-College-Hotels.0-l6315876-0.Travel-Guide-Filter-Hotels)** Located 11 miles from Chesterfield, Smith College is a historic institution known for its stunning architecture and vibrant cultural atmosphere. Visitors can enjoy beautiful gardens, art galleries, and a rich history that reflects the women's educational movement.
- **[University of Massachusetts Amherst: ](https://www.expedia.com/University-Of-Massachusetts-Amherst-Hotels.0-l6091819-0.Travel-Guide-Filter-Hotels)** Situated 16 miles away, this modern university embodies a lively city vibe, featuring contemporary campus buildings and a diverse student body. The university hosts various events and activities, making it a hub of innovation and learning.
- **[Swift River: ](https://www.expedia.com/Swift-River-Hotels.0-l681613380051832832-0.Travel-Guide-Filter-Hotels)** Just 4 miles from Chesterfield, the Swift River offers breathtaking scenery and ample opportunities for outdoor activities such as hiking, fishing, and picnicking amidst nature's beauty.

### Best time to go to Chesterfield

The best time to visit Chesterfield is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are low and weather is mostly sunny 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                                                                                                          | 25.9°F (-3.4°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Low                                                                                                            | Slightly Low                                                                                                  |
| February                                                                                                         | 27.3°F (-2.6°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| March                                                                                                            | 35.2°F (1.8°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | High                                                                                                           | Slightly Low                                                                                                  |
| April                                                                                                            | 47.1°F (8.4°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | High                                                                                                           | Average                                                                                                       |
| May                                                                                                              | 58.6°F (14.8°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| June                                                                                                             | 66.6°F (19.2°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| July                                                                                                             | 72.7°F (22.6°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | High                                                                                                           | Slightly High                                                                                                 |
| August                                                                                                           | 70.9°F (21.6°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly High                                                                                                 |
| September                                                                                                        | 63.7°F (17.6°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| October                                                                                                          | 52.3°F (11.3°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly High                                                                                                 |
| November                                                                                                         | 40.3°F (4.6°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Low                                                                                                            | Average                                                                                                       |
| December                                                                                                         | 32.0°F (0.0°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Low                                                                                                            | Slightly Low                                                                                                  |

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

If you're planning to visit Chesterfield, Massachusetts, there are several major airports to consider flying into. Hartford, CT ([BDL](https://www.expedia.com/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)\-Bradley Intl.) is located 33 miles away, with nearby hotel options like the [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.com/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information) and [Marriott Hartford Downtown](https://www.expedia.com/Hartford-Hotels-Marriott-Hartford-Downtown.h1260819.Hotel-Information). Albany, NY ([ALB](https://www.expedia.com/Albany-Intl-Airport-Hotels.0-aALB-0.Travel-Guide-Filter-Hotels)\-Albany Intl.) is 55 miles away, offering hotels such as [Park Manor Hotel](https://www.expedia.com/Clifton-Park-Hotels-Park-Manor-Hotel.h895584.Hotel-Information) and [The Landing Hotel at Rivers Casino & Resort](https://www.expedia.com/Albany-Hotels-The-Landing-Hotel-At-Rivers-Casino-Resort.h19093277.Hotel-Information). Lastly, Worcester, MA ([ORH](https://www.expedia.com/Worcester-Regional-Airport-Hotels.0-aORH-0.Travel-Guide-Filter-Hotels)\-Worcester Regional) is 50 miles from Chesterfield, with accommodations including [Beechwood Hotel](https://www.expedia.com/Worcester-Hotels-Beechwood-Hotel.h26897.Hotel-Information) and [AC Hotel by Marriott Worcester](https://www.expedia.com/Worcester-Hotels-AC-Hotel-By-Marriott-Worcester.h20958776.Hotel-Information). Each airport has convenient access from these hotels, making travel hassle-free.

## Frequently asked questions

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

> This area offers convenient access to the town's key landmarks and natural beauty. It's characterized by its rural setting, with rolling hills, forests, and the Westfield River meandering nearby. While not a bustling urban center, it provides a tranquil base for exploring the surrounding Berkshire Mountains.
> 
>   
> For couples seeking a quiet retreat, staying near the center of Chesterfield is ideal. You'll find opportunities for scenic drives, hiking trails, and enjoying the natural surroundings. The Chesterfield Gorge, a popular natural attraction, is easily accessible from this central location, offering picturesque views and walking paths.
> 
>   
> Families will also appreciate the peaceful environment and outdoor activities available. Proximity to DAR State Forest means easy access to swimming, picnicking, and hiking, making it simple to enjoy nature without extensive travel.

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

> Late spring offers comfortable temperatures, typically ranging from the 60s to low 70s Fahrenheit, making it ideal for exploring the numerous hiking trails and natural areas like the Chesterfield Gorge. The foliage is lush, and local farms begin to open for the season, offering fresh produce and a relaxed rural experience.
> 
>   
> Early autumn is another excellent period, characterized by crisp air and the famous New England fall foliage. Temperatures are similar to late spring, usually in the 50s and 60s, which is superb for scenic drives through the rolling hills and enjoying local harvest festivals.

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

### How can I save on a Chesterfield 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 Chesterfield hotel?

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