Find 2 Star Hotels in Cheshire, MA

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Cheshire 2 Star Hotels

Tonight
22 Nov - 23 Nov
Tomorrow
23 Nov - 24 Nov
Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec

Compare Cheshire 2 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Lobby
Quality Inn

Quality Inn

2.5 star property
Lee
8.4 out of 10, Very Good, (1002)
"Clean room and good breakfast "
United States
Kelly
The price is AED 340
AED 380 total
includes taxes & fees
7 Dec - 8 Dec
Quality Inn
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1006)
"Great stay!"
United States
Ann
The price is AED 273
AED 304 total
includes taxes & fees
14 Dec - 15 Dec
The Yankee, Trademark Collection by Wyndham
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
7.6 out of 10, Good, (825)
"Staff was very friendly and helpful."
United States
Pamela
The price is AED 290
AED 324 total
includes taxes & fees
23 Nov - 24 Nov
Howard Johnson by Wyndham Lenox
Exterior
Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
Williamstown
8.8 out of 10, Excellent, (392)
"our stay was great."
United States
nathaniel
The price is AED 525
AED 587 total
includes taxes & fees
7 Dec - 8 Dec
Fairfield Inn & Suites by Marriott Williamstown
Exterior
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1001)
"Clean, pleasant staff and good breakfast. "
United States
Edward
The price is AED 408
AED 456 total
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn & Suites Berkshires-Lenox
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1001)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is AED 343
AED 384 total
includes taxes & fees
24 Nov - 25 Nov
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (60)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is AED 364
AED 407 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express

FairBridge Inn Express

2.5 star property
Pittsfield
5.4 out of 10, (810)
"Room spotless and staff helpful."
United States
William
The price is AED 275
AED 308 total
includes taxes & fees
23 Nov - 24 Nov
FairBridge Inn Express
Exterior
Cozy Corner Motel

Cozy Corner Motel

2.0 star property
Williamstown
9.2 out of 10, Wonderful, (882)
"Clean, Great Staff, Quiet"
United States
john
The price is AED 274
AED 324 total
includes taxes & fees
2 Dec - 3 Dec
Cozy Corner Motel
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

2.0 star property
Pittsfield
7.8 out of 10, Good, (838)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is AED 279
AED 312 total
includes taxes & fees
26 Nov - 27 Nov
Berkshire Inn
Exterior
Willows Motel Williamstown

Willows Motel Williamstown

2.0 star property
Williamstown
9.0 out of 10, Wonderful, (986)
"Br and rooms were cleaneakfast was excellent"
United States
Joseph
The price is AED 281
AED 314 total
includes taxes & fees
1 Dec - 2 Dec
Willows Motel Williamstown
Exterior detail
Maple Terrace Motel

Maple Terrace Motel

2.5 star property
Williamstown
9.6 out of 10, Exceptional, (585)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is AED 364
AED 406 total
includes taxes & fees
23 Nov - 24 Nov
Maple Terrace Motel
Pool
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

2.0 star property
Williamstown
6.6 out of 10, (899)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is AED 331
AED 369 total
includes taxes & fees
23 Nov - 24 Nov
Howard Johnson by Wyndham Williamstown
Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2.0 star property
Lee
6.4 out of 10, (647)
"Great place. , good staff "
United States
ketul
The price is AED 215
AED 241 total
includes taxes & fees
7 Dec - 8 Dec
Econo Lodge Lee - Great Barrington
Exterior
The Villager Motel

The Villager Motel

2.0 star property
Williamstown
8.8 out of 10, Excellent, (761)
"It's very good for stay over"
United States
Frances
The price is AED 253
AED 283 total
includes taxes & fees
1 Dec - 2 Dec
The Villager Motel
Garden
Shaker Mill Inn

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
The price is AED 429
AED 471 total
includes taxes & fees
2 Dec - 3 Dec
Shaker Mill Inn
Outdoor pool
Berkshire Travel Lodge

Berkshire Travel Lodge

2.5 star property
Austerlitz
5.4 out of 10, (458)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is AED 251
AED 281 total
includes taxes & fees
23 Nov - 24 Nov
Berkshire Travel Lodge
Courtyard
The Springs Motel

The Springs Motel

2.0 star property
New Ashford
9.2 out of 10, Wonderful, (87)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
The price is AED 399
AED 438 total
includes taxes & fees
23 Nov - 24 Nov
The Springs Motel
Exterior
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2.0 star property
West Stockbridge
6.8 out of 10, (1002)
"good average place to stay."
United States
Terry
The price is AED 223
AED 245 total
includes taxes & fees
27 Nov - 28 Nov
Pleasant Valley Motel West Stockbridge
Single Room | 1 bedroom, in-room safe, desk, free WiFi
Blue Vista Motor Lodge

Blue Vista Motor Lodge

2.0 star property
North Adams
9.8 out of 10, Exceptional, (194)
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
The price is AED 656
AED 693 total
includes taxes & fees
24 Nov - 25 Nov
Blue Vista Motor Lodge
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Cheshire

Get away to romantic Cheshire! Enjoy the skiing, hiking, and local cuisine.

See all hotels in Cheshire
An autumn view of Cheshire Lake in the Berkshire Mountains of Western Massachusetts.

Top Cheshire Hotel Reviews

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Clean room and the bed was very comfortable "
Arlan 1-night trip
Posted 6 days ago
Howard Johnson by Wyndham Lenox

Explore a world of travel with Expedia