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Find hotels in Chester, MA from CA $86
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Top 10 Chester hotels and places to stay
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
9.0 out of 10, Wonderful, (1002)
The price is CA $138
CA $154 total
includes taxes & fees
May 21 - May 22
The Red Lion Inn
The Red Lion Inn
8.8 out of 10, Excellent, (882)
The price is CA $171
CA $222 total
includes taxes & fees
May 22 - May 23
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
9.0 out of 10, Wonderful, (466)
The price is CA $190
CA $226 total
includes taxes & fees
May 21 - May 22
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Seven Hills Inn
Seven Hills Inn
7.8 out of 10, Good, (467)
Lakehouse Inn
Lakehouse Inn
9.6 out of 10, Exceptional, (152)
The price is CA $184
CA $216 total
includes taxes & fees
May 16 - May 17
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
9.2 out of 10, Wonderful, (647)
The price is CA $208
CA $232 total
includes taxes & fees
May 27 - May 28
The Cornell Inn, Lenox
The Cornell Inn, Lenox
8.6 out of 10, Excellent, (1000)
The price is CA $165
CA $194 total
includes taxes & fees
Jun 13 - Jun 14
Monument Mountain Motel
Monument Mountain Motel
9.0 out of 10, Wonderful, (593)
The price is CA $91
CA $101 total
includes taxes & fees
May 20 - May 21
Apple Tree Inn
Apple Tree Inn
8.2 out of 10, Very good, (212)
The price is CA $169
CA $211 total
includes taxes & fees
May 23 - May 24
Quality Inn
Quality Inn
8.0 out of 10, Very good, (1000)
The price is CA $109
CA $122 total
includes taxes & fees
May 21 - May 22
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
8.8 out of 10, Excellent, (497)
The price is CA $191
CA $213 total
includes taxes & fees
Jun 4 - Jun 5
Chambery Inn
Chambery Inn
9.6 out of 10, Exceptional, (356)
The price is CA $306
CA $342 total
includes taxes & fees
May 16 - May 17
Blackberry River Inn
Blackberry River Inn
9.6 out of 10, Exceptional, (26)
The price is CA $248
CA $285 total
includes taxes & fees
May 21 - May 22
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
7.6 out of 10, Good, (455)
The price is CA $94
CA $105 total
includes taxes & fees
May 20 - May 21
The Briarcliff Motel
The Briarcliff Motel
8.8 out of 10, Excellent, (384)
The price is CA $150
CA $168 total
includes taxes & fees
May 16 - May 17
Shaker Mill Inn
Shaker Mill Inn
9.6 out of 10, Exceptional, (382)
The price is CA $198
CA $217 total
includes taxes & fees
May 16 - May 17
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
6.4 out of 10, (503)
The price is CA $86
CA $96 total
includes taxes & fees
May 20 - May 21
Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLC
9.0 out of 10, Wonderful, (321)
The price is CA $143
CA $165 total
includes taxes & fees
May 21 - May 22
The Lenox Collection
The Lenox Collection
8.6 out of 10, Excellent, (200)
The price is CA $122
CA $136 total
includes taxes & fees
May 16 - May 17
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
6.8 out of 10, (902)
The price is CA $95
CA $104 total
includes taxes & fees
May 20 - May 21
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.
More cheap stays in Chester
More cheap stays in Chester
Quality Inn West Springfield
1150 Riverdale St, West Springfield, MA
The price is CA $117 per night from May 22 to May 23
CA $117
CA $131 total
includes taxes & fees
May 22 - May 23
7.2/10 Good! (1,001 reviews)
Hotels near Popular Chester Attractions
Hotels near Popular Chester Attractions
Chester Town Hall
You can get tickets for a performance at Chester Town Hall during your trip to Chester. Wander the lakeside and forest in this relaxing area.
Recent Reviews in Chester
Recent Reviews in Chester
5/5 Excellent
"Room was very clean. Staff was helpful and available. "
A verified traveller stayed at The Yankee, Trademark Collection by Wyndham
Posted 1 day ago
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Hotels near Chester Airports
Other Hotels near Chester, Massachusetts
- Springfield Hotels
- Lenox Hotels
- New England Hotels
- Northampton Hotels
- The Berkshires Hotels
- Pittsfield Hotels
- Great Barrington Hotels
- Stockbridge Hotels
- Holyoke Hotels
- Lee Hotels
- West Springfield Hotels
- Chicopee Hotels
- Hadley Hotels
- Westfield Hotels
- Agawam Hotels
- Appalachian Mountains Hotels
- Shelburne Falls Hotels
- Deerfield Hotels
- Western Massachusetts Hotels
- West Stockbridge Hotels
Explore more hotels
- The Lenox Collection
- Tru by Hilton Chicopee Springfield
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
- Comfort Inn & Suites
- Homewood Suites by Hilton Hadley Amherst
- Hampton Inn West Springfield
- Hotel Northampton
- Fairfield Inn & Suites Springfield Northampton/Amherst
- Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
- Hampton Inn Hadley-Amherst Area