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Check prices for these dates

Next weekend
30 Jan - 1 Feb
In two weeks
6 Feb - 8 Feb
In one month
20 Feb - 22 Feb
In two months
20 Mar - 22 Mar
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,005 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is SAR 354
SAR 395 total
includes taxes & fees
26 Jan - 27 Jan
Best Western Plus Berkshire Hills Inn & Suites
Lobby

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,002 reviews)
"Great Breakfast and parking! "
United States
Oluwatimilehin
The price is SAR 335
SAR 380 total
includes taxes & fees
1 Feb - 2 Feb
Tru by Hilton Chicopee Springfield
Standard Room, 2 Queen Beds, Non Smoking | Pillowtop beds, desk, laptop workspace, blackout drapes

Baldwin Inn & Suites, SureStay Collection by Best Western

Baldwin Inn & Suites, SureStay Collection by Best Western
2.5 star property
West Springfield
7.6 out of 10, Good, (110 reviews)
"Clean room and very spacious, staff was friendly, i would only add a small dinning table to the room. "
United States
Tomarie
The price is SAR 380
SAR 435 total
includes taxes & fees
1 Feb - 2 Feb
Baldwin Inn & Suites, SureStay Collection by Best Western
Exterior

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (727 reviews)
"Great property, very accommodating. "
United States
Shanice
The price is SAR 401
SAR 448 total
includes taxes & fees
27 Jan - 28 Jan
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Indoor pool

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,244 reviews)
"Great, great place!"
United States
Richard
The price is SAR 449
SAR 521 total
includes taxes & fees
26 Jan - 27 Jan
D. Hotel Suites & Spa
Lobby lounge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (17 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is SAR 521
SAR 582 total
includes taxes & fees
1 Feb - 2 Feb
Element Lenox Berkshires
Exterior

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.4 out of 10, Very Good, (103 reviews)
"Clean room, comfortable bed, nice shower! Owners were very nice - we will definitely stay here again!"
United States
Deb
The price is SAR 371
SAR 415 total
includes taxes & fees
25 Jan - 26 Jan
River Valley Inn
Exterior

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,011 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is SAR 347
SAR 388 total
includes taxes & fees
1 Feb - 2 Feb
The Yankee, Trademark Collection by Wyndham
Lobby

Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel
2.5 star property
West Springfield
9.4 out of 10, Exceptional, (130 reviews)
"Clean, cool rooms. Staff was very welcoming & professional."
United States
David
The price is SAR 427
SAR 1,426 total
includes taxes & fees
23 Feb - 24 Feb
Blue – A Modern Hotel, an Ascend Collection Hotel
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, (1,001 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is SAR 367
SAR 411 total
includes taxes & fees
30 Jan - 31 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very Good, (1,000 reviews)
"Very good place to stay"
United States
Gloria
The price is SAR 292
SAR 335 total
includes taxes & fees
16 Feb - 17 Feb
Hampton Inn West Springfield
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,001 reviews)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is SAR 316
SAR 352 total
includes taxes & fees
7 Feb - 8 Feb
Quality Inn Lee - Lenox South
Front of property

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (947 reviews)
"The staff are wonderful and the it is always very clean!"
Canada
Mona
The price is SAR 446
SAR 498 total
includes taxes & fees
27 Jan - 28 Jan
The Ellery
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,001 reviews)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is SAR 379
SAR 424 total
includes taxes & fees
2 Feb - 3 Feb
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (818 reviews)
"Unbelieveably clean for the price."
United States
Micah
Monument Mountain Motel
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (567 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is SAR 281
SAR 314 total
includes taxes & fees
25 Jan - 26 Jan
Travelodge by Wyndham Great Barrington Berkshires
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, (829 reviews)
"The room was clean and staff was friendly. "
United States
Brian
The price is SAR 315
SAR 360 total
includes taxes & fees
22 Feb - 23 Feb
Candlewood Suites West Springfield by IHG
Lobby

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (824 reviews)
"I will stay again"
United States
Jailene
The price is SAR 459
SAR 513 total
includes taxes & fees
31 Jan - 1 Feb
Hampton Inn Westfield
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (844 reviews)
"So charming, clean, thoughtful touches and a really special place!"
United States
Juliana
The price is SAR 331
SAR 370 total
includes taxes & fees
25 Jan - 26 Jan
Berkshires Untold
Lobby

Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
Northampton
9.2 out of 10, Wonderful, (1,004 reviews)
"Nice hotel "
United States
Irfan
The price is SAR 465
SAR 519 total
includes taxes & fees
8 Feb - 9 Feb
Fairfield Inn & Suites Springfield Northampton/Amherst
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 Chester Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Beautiful unique property! Very clean room and very friendly staff"
Iolanda 1-night trip
Posted 3 days ago
Berkshires Untold

Frequently asked questions

What is Chester like for a resort vacation?
You deserve to get away, and a resort is the ideal place to find all the amenities and services you need for a relaxing stay in Chester. One of the comfortable resorts in the area might be just what you're looking for, whether you're hoping for great restaurants on site, a state-of-the-art fitness center, or activities for the kids.
What's the best resort for my stay in Chester?
Our top-rated resort near Chester: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 15 mi (24.1 km) from Chester. Has a sauna, a fitness center, and a terrace.
What can I do in Chester?
Experience the local theater scene at Chester Town Hall, or bring the kids to Berkshire Scenic Railway Museum for some family fun. In the area, other attractions include Hiram H. Fox Wildlife Management Area and Pyramid Lake.
What's the weather like in Chester?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Chester 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 Chester?
Fly into Westfield, MA (BAF-Barnes Municipal), which is located 15.4 mi (24.7 km) from the heart of the city. You can also search for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 18.9 mi (30.4 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.