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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar
No exact matches found, but these alternatives could be just right

Recommended hotels in Chesterfield

Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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, (1001)
"Room was very comfortable and it was clean. Staff were nice and helpful. Christmas decorations were lovely!"
United States
Clare
The price is AED 324
AED 362 total
includes taxes & fees
3 Jan - 4 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1002)
"Everything was perfect: clean room, great breakfast, courteous staff!"
United States
Tiffany
The price is AED 328
AED 372 total
includes taxes & fees
12 Jan - 13 Jan
Tru by Hilton Chicopee Springfield
Room, 2 Queen Beds, Refrigerator | Premium bedding, desk, laptop workspace, blackout drapes
Hampton Inn Westfield

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (819)
"Very pet friendly and the night check in agent was super kind and friendly"
United States
olivia townsend
The price is AED 428
AED 478 total
includes taxes & fees
1 Feb - 2 Feb
Hampton Inn Westfield
Front of property
The Ellery

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (930)
"Clean, lovely staff and breakfast "
United Kingdom
MICHAEL
The price is AED 452
AED 505 total
includes taxes & fees
7 Jan - 8 Jan
The Ellery
Lobby
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1002)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is AED 308
AED 344 total
includes taxes & fees
1 Feb - 2 Feb
Quality Inn Lee - Lenox South
Lobby
Blue – A Modern Hotel, an Ascend Collection Hotel

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, (113)
"New and still working some kinks out but overall a great stay. "
United States
Jesse
The price is AED 430
AED 492 total
includes taxes & fees
22 Jan - 23 Jan
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

Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
South Deerfield
7.2 out of 10, Good, (1001)
"Helpful and friendly staff, everything I needed was available and at hand, the room was spacious, and the location was perfect for my needs. "
United States
Max
The price is AED 314
AED 351 total
includes taxes & fees
5 Jan - 6 Jan
Red Roof Inn PLUS+ South Deerfield – Amherst
Indoor pool
D. Hotel Suites & Spa

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2247)
"The room was clean quiet and breakfast is great!! "
United States
Amanda
The price is AED 401
AED 466 total
includes taxes & fees
5 Jan - 6 Jan
D. Hotel Suites & Spa
Property amenity
Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
2.5 star property
Holyoke
9.2 out of 10, Wonderful, (601)
"Room was very clean, the breakfast was delicious!"
United States
William
The price is AED 433
AED 484 total
includes taxes & fees
4 Jan - 5 Jan
Fairfield Inn & Suites Springfield Holyoke
Exterior
Candlewood Suites West Springfield by IHG

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, (817)
"The room was clean and staff was friendly. "
United States
Brian
The price is AED 327
AED 374 total
includes taxes & fees
1 Feb - 2 Feb
Candlewood Suites West Springfield by IHG
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (71)
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
United States
Kira
The price is AED 450
AED 503 total
includes taxes & fees
4 Jan - 5 Jan
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Lobby
Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1009)
"Clean room, great staff, and good options for breakfast."
United States
nancy
The price is AED 425
AED 474 total
includes taxes & fees
1 Feb - 2 Feb
Comfort Inn & Suites Hadley - Amherst
Front of property
Blooming Inn

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (126)
"Homey spot filled with extra Christmas cheer for the season. Hosts Ellie and Richard are so nice! "
United States
Allison
The price is AED 291
AED 505 total
includes taxes & fees
4 Jan - 5 Jan
Blooming Inn
Lobby
Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (906)
"Owner was very rude at check in"
United States
Robert
The price is AED 335
AED 374 total
includes taxes & fees
1 Feb - 2 Feb
Quality Inn Westfield - Springfield
Indoor pool
Comfort Inn & Suites West Springfield

Comfort Inn & Suites West Springfield

Comfort Inn & Suites West Springfield
2.5 star property
West Springfield
7.6 out of 10, Good, (902)
"Great location, clean staff was very very friendly"
United States
Kerry
The price is AED 397
AED 454 total
includes taxes & fees
1 Feb - 2 Feb
Comfort Inn & Suites West Springfield
Lobby
Hampton Inn West Springfield

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very Good, (1002)
"nearby eateries"
United States
Majorie
The price is AED 389
AED 445 total
includes taxes & fees
4 Jan - 5 Jan
Hampton Inn West Springfield
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is AED 470
AED 525 total
includes taxes & fees
3 Jan - 4 Jan
Hilton Garden Inn Lenox Pittsfield
View from property
Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield
3.0 star property
West Springfield
9.2 out of 10, Wonderful, (588)
"Nice and very clean hotel ! "
United States
Morgan
The price is AED 434
AED 497 total
includes taxes & fees
4 Jan - 5 Jan
Courtyard by Marriott West Springfield
Lobby
Best Western Springfield West Inn

Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
West Springfield
7.8 out of 10, Good, (1000)
"Decent breakfast"
United States
Jennifer
The price is AED 343
AED 393 total
includes taxes & fees
8 Jan - 9 Jan
Best Western Springfield West Inn
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (800)
"great stall and friendly pet friendly place"
United States
bonnie
The price is AED 362
AED 487 total
includes taxes & fees
11 Jan - 12 Jan
Berkshire Mountain Lodge
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

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"Staff and room was great"
Eric 1-night trip
Posted 12 hours ago
D. Hotel Suites & Spa

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: Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more! - 21.7 mi (34.9 km) from Chesterfield. Features a fitness center, an indoor pool, and an outdoor pool. Mountain Lodge Apt! - 21.7 mi (34.9 km) from Chesterfield. Has a fitness center. Berkshire Mountain Lodge - 21.7 mi (34.9 km) from Chesterfield.
What can I do in Chesterfield?
Chesterfield Gorge, Chesterfield Public Library, and Chesterfield Town Hall are a few of the interesting sights to visit. Chesterfield Gorge Reservation and Krug Sugarbush 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.