Photo by Chris Addams

Find hotels in Chester, MA from ฿2,588
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Our top choices for Chester hotels

Berkshires Untold
Berkshires UntoldLenox
9.0 out of 10, Wonderful, (891 reviews)
The price is ฿3,097
฿3,459 total
includes taxes & fees
13 Apr - 14 Apr

Monument Mountain Motel
Monument Mountain MotelGreat Barrington
9.0 out of 10, Wonderful, (838 reviews)
The price is ฿1,950
฿2,178 total
includes taxes & fees
12 Apr - 13 Apr

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1,002 reviews)
The price is ฿3,607
฿4,028 total
includes taxes & fees
21 Apr - 22 Apr

River Valley Inn
River Valley InnWest Hatfield
8.6 out of 10, Excellent, (127 reviews)
The price is ฿3,551
฿3,967 total
includes taxes & fees
12 Apr - 13 Apr

Element Lenox Berkshires
Element Lenox BerkshiresLenox
9.6 out of 10, Exceptional, (25 reviews)
The price is ฿4,674
฿5,221 total
includes taxes & fees
14 Apr - 15 Apr

Baldwin Inn & Suites, SureStay Collection by Best Western
Baldwin Inn & Suites, SureStay Collection by Best WesternWest Springfield
7.8 out of 10, Good, (159 reviews)
The price is ฿3,303
฿3,780 total
includes taxes & fees
26 Apr - 27 Apr

TownePlace Suites by Marriott Hadley Amherst
TownePlace Suites by Marriott Hadley AmherstHadley
9.8 out of 10, Exceptional, (77 reviews)
The price is ฿4,957
฿5,537 total
includes taxes & fees
15 Apr - 16 Apr

D. Hotel Suites & Spa
D. Hotel Suites & SpaHolyoke
9.4 out of 10, Exceptional, (2,231 reviews)
The price is ฿4,004
฿4,652 total
includes taxes & fees
22 Apr - 23 Apr

Naomi's Inn Bed & Breakfast
Naomi's Inn Bed & BreakfastLiberty Heights
9.0 out of 10, Wonderful, (431 reviews)
The price is ฿3,649
฿4,140 total
includes taxes & fees
12 Apr - 13 Apr

Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
8.4 out of 10, Very good, (1,000 reviews)
The price is ฿3,296
฿3,681 total
includes taxes & fees
21 Apr - 22 Apr

The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1,003 reviews)
The price is ฿3,406
฿3,805 total
includes taxes & fees
30 Apr - 1 May

The Little Lion
The Little LionGreat Barrington
8.6 out of 10, Excellent, (555 reviews)
The price is ฿3,584
฿4,003 total
includes taxes & fees
9 Apr - 10 Apr

Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West StockbridgeWest Stockbridge
6.8 out of 10, (1,002 reviews)
The price is ฿2,317
฿2,541 total
includes taxes & fees
8 Apr - 9 Apr

Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
9.0 out of 10, Wonderful, (896 reviews)
The price is ฿2,822
฿3,880 total
includes taxes & fees
7 May - 8 May

Hideaway Inn Lenox
Hideaway Inn LenoxLenox
The price is ฿4,320
฿4,826 total
includes taxes & fees
9 Apr - 10 Apr

Tru by Hilton Chicopee Springfield
Tru by Hilton Chicopee SpringfieldChicopee
9.0 out of 10, Wonderful, (1,005 reviews)
The price is ฿3,447
฿3,910 total
includes taxes & fees
21 Apr - 22 Apr

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (754 reviews)
The price is ฿3,747
฿4,185 total
includes taxes & fees
20 Apr - 21 Apr

Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
7.6 out of 10, Good, (575 reviews)
The price is ฿2,444
฿2,730 total
includes taxes & fees
8 Apr - 9 Apr

Fairfield Inn & Suites Springfield Holyoke
Fairfield Inn & Suites Springfield HolyokeHolyoke
9.2 out of 10, Wonderful, (625 reviews)
The price is ฿3,975
฿4,440 total
includes taxes & fees
4 May - 5 May

Hampton Inn Westfield
Hampton Inn WestfieldWestfield
8.4 out of 10, Very good, (840 reviews)
The price is ฿3,847
฿4,297 total
includes taxes & fees
19 Apr - 20 Apr
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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Photo by Chris Addams
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More cheap stays in Chester

Quality Inn West Springfield
1150 Riverdale St West Springfield MA
The price is ฿2,908 per night from 3 May to 4 May
฿2,908
฿3,328 total
3 May - 4 May
includes taxes & fees
7/10 Good! (1,006 reviews)










































































