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14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov
In one month
5 Dec - 7 Dec
In two months
2 Jan - 4 Jan

Resorts in Chesterfield

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Recommended hotels in Chesterfield

Living area
Cozy 2-bedroom apartment in Chicopee

Cozy 2-bedroom apartment in Chicopee

Chicopee
The price is AED 408
AED 630 total
includes taxes & fees
12 Nov - 13 Nov
Cozy 2-bedroom apartment in Chicopee
Lobby
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

2.5 star property
Chicopee
8.8 out of 10, Excellent, (1005)
" Staff was wonderful and hotel was spotless. Great breakfast also!"
United States
Theresa
The price is AED 320
AED 363 total
includes taxes & fees
1 Dec - 2 Dec
Tru by Hilton Chicopee Springfield
Lobby
Quality Inn

Quality Inn

2.5 star property
Lee
8.4 out of 10, Very Good, (1003)
"Clean room and good breakfast "
United States
Kelly
The price is AED 321
AED 358 total
includes taxes & fees
1 Dec - 2 Dec
Quality Inn
Lobby
Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel

2.5 star property
West Springfield
9.6 out of 10, Exceptional, (84)
"Great staff super nice beautiful hotel lots of parking "
United States
Yovelys
The price is AED 399
AED 456 total
includes taxes & fees
7 Dec - 8 Dec
Blue – A Modern Hotel, an Ascend Collection Hotel
Desk, laptop workspace, blackout drapes, iron/ironing board
Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 star property
South Deerfield
7.2 out of 10, Good, (1003)
"Parking was great. Food in the area was good. Staff was nice. "
United States
Gabriel
The price is AED 314
AED 351 total
includes taxes & fees
12 Nov - 13 Nov
Red Roof Inn PLUS+ South Deerfield – Amherst
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (946)
"Great stay! Nice quiet room for 2 little “alert “ to outside noise pups!! Comfy beds and central location for the day trips we had planned."
United States
Stacey
The price is AED 360
AED 402 total
includes taxes & fees
21 Nov - 22 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Room, 2 Queen Beds, Refrigerator | Premium bedding, desk, laptop workspace, blackout drapes
Hampton Inn Westfield

Hampton Inn Westfield

2.5 star property
Westfield
8.4 out of 10, Very Good, (807)
"Clean, comfortable room and good breakfast options."
United States
Ruth
The price is AED 382
AED 427 total
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn Westfield
Balcony
Inn on Boltwood

Inn on Boltwood

3.0 star property
Amherst
9.4 out of 10, Exceptional, (736)
"Great stay"
United States
Pellegrino
Inn on Boltwood
Front of property
Blooming Inn

Blooming Inn

3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (117)
"When visiting the friends that live in Shelburne Falls; I wouldn't stay anywhere else."
United States
christian
The price is AED 331
AED 549 total
includes taxes & fees
10 Nov - 11 Nov
Blooming Inn
Indoor pool
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3.0 star property
Holyoke
9.4 out of 10, Exceptional, (2246)
"Very comfortable stay"
United States
Connie
The price is AED 404
AED 469 total
includes taxes & fees
12 Nov - 13 Nov
D. Hotel Suites & Spa
Property amenity
Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke

2.5 star property
Holyoke
9.2 out of 10, Wonderful, (585)
"We had a great stay. Everyone was very friendly and the hotel was extremely clean. "
United States
MaryEllen
The price is AED 433
AED 484 total
includes taxes & fees
24 Nov - 25 Nov
Fairfield Inn & Suites Springfield Holyoke
Lobby
Comfort Inn & Suites

Comfort Inn & Suites

2.5 star property
Hadley
9.2 out of 10, Wonderful, (1001)
"Hotel was clean, bed was comfortable, staff was friendly and good breakfast options. "
United States
Brandi
The price is AED 462
AED 516 total
includes taxes & fees
30 Nov - 1 Dec
Comfort Inn & Suites
Lobby
The Ellery

The Ellery

3.5 star property
Northampton
9.2 out of 10, Wonderful, (881)
"This is a great place to stay."
Canada
nancy
The price is AED 521
AED 582 total
includes taxes & fees
17 Nov - 18 Nov
The Ellery
Basic Studio, 1 King Bed | Desk, laptop workspace, free WiFi, bed sheets
River Valley Inn

River Valley Inn

2.0 star property
West Hatfield
8.6 out of 10, Excellent, (90)
"Room was very clean. Owners are great Close to all things in Deerfield Would definitely stay there again "
United States
Kenneth
The price is AED 437
AED 488 total
includes taxes & fees
10 Nov - 11 Nov
River Valley Inn
Room, 2 Queen Beds, Non Smoking | Down comforters, desk, blackout drapes, soundproofing
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

2.5 star property
Greenfield
8.6 out of 10, Excellent, (871)
"Everything was great except the snacks and food they sold in the lobby and drinks were expensive.."
United States
Angela
The price is AED 526
AED 587 total
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn & Suites Greenfield
Lobby
Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield

2.5 star property
Westfield
7.2 out of 10, Good, (885)
"Place very quiet, employees were very nice, and I felt safe. Outdated, but a good place to rest your head. "
United States
Robert Andrew
The price is AED 343
AED 384 total
includes taxes & fees
23 Nov - 24 Nov
Quality Inn Westfield - Springfield
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (750)
"Everything was so perfect for a weekend to just get away and decompress, the staff were great, the room was awesome. "
United States
Jeff
Berkshire Mountain Lodge
View from property
Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield

3.0 star property
West Springfield
9.2 out of 10, Wonderful, (559)
"The hotel is wonderful and located close to shopping and some nice local restaurants. The staff was very attentive and thoughtful."
United States
Kathleen
The price is AED 434
AED 497 total
includes taxes & fees
16 Nov - 17 Nov
Courtyard by Marriott West Springfield
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (56)
"Bright new hotel with very friendly and helpful staff. "
United States
Mary
The price is AED 434
AED 485 total
includes taxes & fees
2 Dec - 3 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior
Candlewood Suites West Springfield by IHG

Candlewood Suites West Springfield by IHG

2.5 star property
West Springfield
8.4 out of 10, Very Good, (782)
"staff was great! the borrow cabinet is an awesome feature and the pool and hot tub were amazing!"
United States
Kelly
The price is AED 360
AED 412 total
includes taxes & fees
13 Nov - 14 Nov
Candlewood Suites West Springfield by IHG
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 Chesterfield Hotel Reviews

The Ellery

The Ellery

10/10 Excellent
"I didn't get to interact much with anyone due to my late check in and having to be out early in the morning for the horse show, but the place was beautiful and the rooms stunning. I also appreciated being able to bring my little dog. Someone set this reservation up for me which was also a breeze."
Meredith 2-night trip
Posted 2 days ago
The Ellery

Frequently asked questions

What can I expect from a resort vacation in Chesterfield?
You deserve a getaway, and a resort is just the place to pamper yourself with the amenities and services you need for a relaxing time in Chesterfield. One of the comfortable resorts in the surrounding area might be just what you're looking for, whether you want an amazing pool, a state-of-the-art fitness center, or nightly entertainment options.
What's the best resort in Chesterfield?
Here are our top-rated resorts around Chesterfield: Berkshire Mountain Lodge - 21.7 mi (34.9 km) from Chesterfield. Mountain Lodge Apt! - 21.7 mi (34.9 km) from Chesterfield. Has a fitness center.
What can I do in Chesterfield?
Chesterfield Gorge, Westfield River, and Chesterfield Public Library are a few of the interesting sights to visit. Chesterfield Town Hall and Chesterfield Gorge Reservation are a few additional attractions in the area that you might like.
What's the weather like in Chesterfield?
The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Chesterfield are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.
What's the best way to get to and around Chesterfield?
Fly into Westfield, MA (BAF-Barnes Municipal), which is located 16.6 mi (26.8 km) from the heart of the city. Otherwise, you can search for flights to Pittsfield, MA (PSF-Pittsfield Municipal), which is 23.2 mi (37.3 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.