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Find hotels in Chester, MA from AED70
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Compare 765 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
9.0 out of 10, Wonderful, (1001)
The price is AED 403
AED 450 total
includes taxes & fees
30 May - 31 May
The Red Lion Inn
The Red Lion Inn
8.8 out of 10, Excellent, (886)
The price is AED 657
AED 816 total
includes taxes & fees
6 Jun - 7 Jun
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, (469)
The price is AED 511
AED 607 total
includes taxes & fees
28 May - 29 May
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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 AED 496
AED 576 total
includes taxes & fees
27 May - 28 May
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
9.4 out of 10, Exceptional, (648)
The price is AED 558
AED 624 total
includes taxes & fees
27 May - 28 May
The Cornell Inn, Lenox
The Cornell Inn, Lenox
8.6 out of 10, Excellent, (1000)
The price is AED 455
AED 530 total
includes taxes & fees
10 Jun - 11 Jun
Monument Mountain Motel
Monument Mountain Motel
9.0 out of 10, Wonderful, (596)
The price is AED 257
AED 287 total
includes taxes & fees
27 May - 28 May
Apple Tree Inn
Apple Tree Inn
8.2 out of 10, Very Good, (213)
The price is AED 454
AED 569 total
includes taxes & fees
29 May - 30 May
Quality Inn
Quality Inn
8.0 out of 10, Very Good, (1000)
The price is AED 311
AED 347 total
includes taxes & fees
30 May - 31 May
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, (498)
The price is AED 496
AED 554 total
includes taxes & fees
4 Jun - 5 Jun
Chambery Inn
Chambery Inn
9.6 out of 10, Exceptional, (356)
The price is AED 915
AED 1,022 total
includes taxes & fees
27 May - 28 May
Blackberry River Inn
Blackberry River Inn
9.4 out of 10, Exceptional, (27)
The price is AED 667
AED 749 total
includes taxes & fees
26 May - 27 May
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
7.6 out of 10, Good, (456)
The price is AED 253
AED 283 total
includes taxes & fees
27 May - 28 May
The Briarcliff Motel
The Briarcliff Motel
8.8 out of 10, Excellent, (385)
The price is AED 459
AED 513 total
includes taxes & fees
27 May - 28 May
The Ponds at Foxhollow by Capital Vacations
The Ponds at Foxhollow by Capital Vacations
8.6 out of 10, Excellent, (110)
Shaker Mill Inn
Shaker Mill Inn
9.6 out of 10, Exceptional, (383)
The price is AED 533
AED 584 total
includes taxes & fees
28 May - 29 May
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
6.4 out of 10, (505)
The price is AED 231
AED 258 total
includes taxes & fees
27 May - 28 May
Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLC
9.0 out of 10, Wonderful, (322)
The price is AED 386
AED 444 total
includes taxes & fees
26 May - 27 May
The Lenox Collection
The Lenox Collection
8.8 out of 10, Excellent, (207)
The price is AED 298
AED 333 total
includes taxes & fees
4 Jun - 5 Jun
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
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is AED88 per night from May 27 to May 28
AED88
per night
May 27 - May 28
7.6/10 Good! (609 reviews)
Stay 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.
Frequently asked questions
Recent reviews of Chester hotelsExpedia verified reviews
5/5 Excellent
"A very nice quiet, quaint little piece of heaven"
A verified traveler from Klamath Falls stayed at D. Hotel Suites & Spa
Posted 2 days ago
Stay near popular Chester attractions
- Chester Town Hall
- Tanglewood Music Center
- Big E
- Mount Holyoke College
- National Shrine of the Divine Mercy
- Eastern States Exposition
- Smith College
- Norman Rockwell Museum
- Lee Premium Outlets
- Jacob's Pillow
- Holyoke Mall
- Ski Butternut
- Connecticut River
- The Mount
- Bousquet Ski Area
- Shakespeare and Company
- Ventfort Hall Mansion and Gilded Age Museum
- Academy of Music Theater
- Historic Northampton
- Colonial Theater
Hotels near Chester Airports
Chester Hotels by Brand
Other Hotels near Chester, Massachusetts
- Springfield Hotels
- Lenox 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
- Deerfield Hotels
- Western Massachusetts Hotels
- West Stockbridge Hotels
- Otis Hotels
- South Hadley Hotels
Explore more hotels
- Quality Inn
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
- Tru by Hilton Chicopee Springfield
- Comfort Inn & Suites
- Red Roof Inn PLUS+ West Springfield
- Homewood Suites by Hilton Hadley Amherst
- Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
- Fairfield Inn & Suites Springfield Northampton/Amherst
- Hampton Inn West Springfield
- Courtyard by Marriott West Springfield
- Hotel Northampton
- Fairfield Inn & Suites Springfield Holyoke