Photo by Chris Addams

Chester Hotels from S$84
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Our top choices for Chester hotels

Berkshires Untold
Berkshires UntoldLenox
9.0 out of 10, Wonderful, (880 reviews)
The price is S$99
includes taxes & fees
2 Apr - 3 Apr

Element Lenox Berkshires
Element Lenox BerkshiresLenox
9.6 out of 10, Exceptional, (24 reviews)
The price is S$198
includes taxes & fees
31 Mar - 1 Apr

Baldwin Inn & Suites, SureStay Collection by Best Western
Baldwin Inn & Suites, SureStay Collection by Best WesternWest Springfield
7.8 out of 10, Good, (140 reviews)
The price is S$148
includes taxes & fees
2 Apr - 3 Apr

Monument Mountain Motel
Monument Mountain MotelGreat Barrington
9.0 out of 10, Wonderful, (834 reviews)

River Valley Inn
River Valley InnWest Hatfield
8.4 out of 10, Very good, (120 reviews)
The price is S$141
includes taxes & fees
26 Mar - 27 Mar

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 S$152
includes taxes & fees
26 Mar - 27 Mar

TownePlace Suites by Marriott Hadley Amherst
TownePlace Suites by Marriott Hadley AmherstHadley
9.8 out of 10, Exceptional, (75 reviews)
The price is S$217
includes taxes & fees
2 Apr - 3 Apr

Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West StockbridgeWest Stockbridge
6.8 out of 10, (1,000 reviews)
The price is S$82
includes taxes & fees
26 Mar - 27 Mar

Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
8.4 out of 10, Very good, (1,000 reviews)
The price is S$120
includes taxes & fees
7 Apr - 8 Apr

Naomi's Inn Bed & Breakfast
Naomi's Inn Bed & BreakfastLiberty Heights
9.0 out of 10, Wonderful, (430 reviews)
The price is S$149
includes taxes & fees
26 Mar - 27 Mar

D. Hotel Suites & Spa
D. Hotel Suites & SpaHolyoke
9.4 out of 10, Exceptional, (2,221 reviews)
The price is S$162
includes taxes & fees
30 Mar - 31 Mar

Tru by Hilton Chicopee Springfield
Tru by Hilton Chicopee SpringfieldChicopee
9.0 out of 10, Wonderful, (1,006 reviews)
The price is S$153
includes taxes & fees
2 Apr - 3 Apr

Fairfield Inn & Suites Springfield Holyoke
Fairfield Inn & Suites Springfield HolyokeHolyoke
9.2 out of 10, Wonderful, (620 reviews)
The price is S$168
includes taxes & fees
29 Mar - 30 Mar

The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by WyndhamLenox
9.2 out of 10, Wonderful, (1,005 reviews)
The price is S$132
includes taxes & fees
31 Mar - 1 Apr

Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
7.6 out of 10, Good, (574 reviews)
The price is S$107
includes taxes & fees
27 Mar - 28 Mar

Hampton Inn West Springfield
Hampton Inn West SpringfieldWest Springfield
8.2 out of 10, Very good, (1,000 reviews)
The price is S$154
includes taxes & fees
29 Mar - 30 Mar

The Little Lion
The Little LionGreat Barrington
8.6 out of 10, Excellent, (555 reviews)
The price is S$157
includes taxes & fees
26 Mar - 27 Mar

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, (750 reviews)
The price is S$152
includes taxes & fees
30 Mar - 31 Mar

Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
9.0 out of 10, Wonderful, (885 reviews)
The price is S$158
includes taxes & fees
26 Mar - 27 Mar

The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.2 out of 10, Wonderful, (1,000 reviews)
The price is S$136
includes taxes & fees
13 Apr - 14 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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Top Chester Hotel Reviews
Recent Reviews in Chester

Tru by Hilton Chicopee Springfield
10/10 Excellent
More cheap stays in Chester

Quality Inn West Springfield
1150 Riverdale St West Springfield MA
The price is S$118 per night from 12 Apr to 13 Apr
S$118
12 Apr - 13 Apr
includes taxes & fees
7/10 Good! (1,002 reviews)
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