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Find hotels in Cheshire, MA from AED77
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Compare 873 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
9.0 out of 10, Wonderful, (1004)
The price is AED 465
AED 520 total
includes taxes & fees
9 Jun - 10 Jun
Berkshire Mountain Lodge
Berkshire Mountain Lodge
8.8 out of 10, Excellent, (313)
The price is AED 606
AED 750 total
includes taxes & fees
4 Jun - 5 Jun
Life House Berkshires
Life House Berkshires
9.0 out of 10, Wonderful, (252)
The price is AED 437
AED 488 total
includes taxes & fees
16 Jun - 17 Jun
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Hotel On North
Hotel On North
9.6 out of 10, Exceptional, (588)
The price is AED 599
AED 669 total
includes taxes & fees
9 Jun - 10 Jun
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
8.2 out of 10, Very Good, (858)
The price is AED 584
AED 641 total
includes taxes & fees
4 Jun - 5 Jun
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
9.2 out of 10, Wonderful, (510)
The price is AED 731
AED 816 total
includes taxes & fees
24 Jun - 25 Jun
The Williams Inn
The Williams Inn
9.6 out of 10, Exceptional, (295)
The price is AED 977
AED 1,091 total
includes taxes & fees
25 Jun - 26 Jun
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
9.2 out of 10, Wonderful, (1001)
The price is AED 621
AED 694 total
includes taxes & fees
9 Jun - 10 Jun
Hotel Downstreet
Hotel Downstreet
8.6 out of 10, Excellent, (925)
The price is AED 584
AED 652 total
includes taxes & fees
6 Jun - 7 Jun
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
8.4 out of 10, Very Good, (950)
The price is AED 453
AED 506 total
includes taxes & fees
5 Jun - 6 Jun
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
7.8 out of 10, Good, (582)
The price is AED 481
AED 537 total
includes taxes & fees
10 Jun - 11 Jun
Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott Williamstown
8.8 out of 10, Excellent, (271)
The price is AED 591
AED 661 total
includes taxes & fees
9 Jun - 10 Jun
The Trail in Adams - Berkshires’ Art Hotel
The Trail in Adams - Berkshires’ Art Hotel
8.8 out of 10, Excellent, (104)
The price is AED 803
AED 897 total
includes taxes & fees
4 Jun - 5 Jun
Berkshire Inn
Berkshire Inn
7.6 out of 10, Good, (665)
The price is AED 331
AED 369 total
includes taxes & fees
4 Jun - 5 Jun
Berkshire Valley Inn
Berkshire Valley Inn
9.0 out of 10, Wonderful, (504)
The price is AED 566
AED 620 total
includes taxes & fees
6 Jun - 7 Jun
FairBridge Inn Express
FairBridge Inn Express
5.2 out of 10, (557)
The price is AED 290
AED 324 total
includes taxes & fees
4 Jun - 5 Jun
Wagon Wheel Inn
Wagon Wheel Inn
7.2 out of 10, Good, (547)
The price is AED 253
AED 283 total
includes taxes & fees
4 Jun - 5 Jun
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
7.6 out of 10, Good, (614)
The price is AED 290
AED 324 total
includes taxes & fees
4 Jun - 5 Jun
Stay Berkshires
Stay Berkshires
8.4 out of 10, Very Good, (337)
The price is AED 588
AED 657 total
includes taxes & fees
4 Jun - 5 Jun
Willows Motel Williamstown
Willows Motel Williamstown
8.8 out of 10, Excellent, (801)
The price is AED 323
AED 361 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 Cheshire
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is AED88 per night from Jun 4 to Jun 5
AED88
per night
Jun 4 - Jun 5
7.6/10 Good! (610 reviews)
Stay near popular Cheshire attractions
St Mary's of the Assumption Church
5/5(1 review)
Learn about the local history of Cheshire with a stop at St Mary's of the Assumption Church. Discover the area's mountain views, or seek out its ski slopes.
Frequently asked questions
Recent reviews of Cheshire hotelsExpedia verified reviews
5/5 Excellent
Birthday Trip
"Our stay was excellent. I greatly appreciated the refrigerator and microwave in the room.
The proximity to everything in Lee was marvelous."
A verified traveler stayed at Quality Inn
Posted 11 hours ago
Stay near popular Cheshire attractions
- Hotels near St Mary's of the Assumption Church
- Hotels near Tanglewood Music Center
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Williams College
- Hotels near National Shrine of the Divine Mercy
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Norman Rockwell Museum
- Hotels near Lee Premium Outlets
- Hotels near Mount Greylock
- Hotels near Jacob's Pillow
- Hotels near The Clark Art Institute
- Hotels near The Mount
- Hotels near Bousquet Ski Area
- Hotels near Berkshire East Ski Resort
- Hotels near Hancock Shaker Village
- Hotels near Mohawk Trail State Forest
- Hotels near Shakespeare and Company
- Hotels near Mount Greylock State Reservation Visitor Center
- Hotels near Ventfort Hall Mansion and Gilded Age Museum
- Hotels near Naumkeag Museum
More Hotel Options in Cheshire
More Accommodation Types in Cheshire
- Vacation Homes in Cheshire (233)
- Apartments in Cheshire (69)
- Cottages in Cheshire (53)
- Condo Rentals in Cheshire (46)
- B&B in Cheshire (27)
- Cabin Rentals in Cheshire (25)
- Resorts in Cheshire (22)
- Motels in Cheshire (20)
- Farmstay in Cheshire (13)
- Aparthotels in Cheshire (5)
- Guest Houses in Cheshire (5)
- Chalets in Cheshire (4)
- Inns in Cheshire (4)
- Villas in Cheshire (3)
- Condo Resorts in Cheshire (2)
- Lodges in Cheshire (2)
Hotels near Cheshire Airports
Cheshire Hotels by Brand
Other Hotels near Cheshire, Massachusetts
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- Great Barrington Hotels
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- Stockbridge Hotels
- Lee Hotels
- Bennington Hotels
- North Adams Hotels
- Wilmington Hotels
- Appalachian Mountains Hotels
- Hancock Hotels
- Western Massachusetts Hotels
- West Stockbridge Hotels
- Becket Hotels
- Otis Hotels
- Shelburne Falls Hotels
- Nassau Hotels
Explore more hotels
- Best Western Plus Berkshire Hills Inn & Suites
- Berkshire Mountain Lodge
- Berkshire Inn
- Howard Johnson by Wyndham Lenox
- Fairfield Inn & Suites by Marriott Williamstown
- Hampton Inn & Suites Berkshires-Lenox
- Hilton Garden Inn Lenox Pittsfield
- Courtyard by Marriott Lenox Berkshires
- Club Wyndham Bentley Brook
- The Villager Motel
- The Cornell Inn, Lenox
- Berkshire Travel Lodge