Photo by Ed Gaffny

Cheshire hotels from RM260
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Cheshire
Family friendly
Check prices for these dates
Our top choices for Cheshire hotels

Harbour House Inn
Harbour House InnCheshire
9.4 out of 10, Exceptional, (53 reviews)
The price is RM871
RM921 total
includes taxes & fees
22 Jan - 23 Jan

Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection HotelNorth Adams
8.8 out of 10, Excellent, (1,000 reviews)
The price is RM509
RM568 total
includes taxes & fees
10 Feb - 11 Feb

Blue Vista Motor Lodge
Blue Vista Motor LodgeNorth Adams
9.8 out of 10, Exceptional, (198 reviews)
The price is RM724
RM765 total
includes taxes & fees
26 Jan - 27 Jan

The Porches Inn at Mass MoCA
The Porches Inn at Mass MoCANorth Adams
9.4 out of 10, Exceptional, (452 reviews)
The price is RM616
RM779 total
includes taxes & fees
22 Jan - 23 Jan

The Trail in Adams - Berkshires’ Art Hotel
The Trail in Adams - Berkshires’ Art HotelAdams
9.0 out of 10, Wonderful, (144 reviews)
The price is RM704
RM786 total
includes taxes & fees
22 Jan - 23 Jan

The Revival House
The Revival HouseAdams
9.0 out of 10, Wonderful, (25 reviews)
The price is RM608
RM679 total
includes taxes & fees
25 Jan - 26 Jan

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHGPittsfield
9.4 out of 10, Exceptional, (74 reviews)
The price is RM516
RM577 total
includes taxes & fees
29 Jan - 30 Jan

The Central Downtown Inn & Suites
The Central Downtown Inn & SuitesPittsfield
8.6 out of 10, Excellent, (354 reviews)
The price is RM381
RM426 total
includes taxes & fees
8 Feb - 9 Feb

FairBridge Inn Express
FairBridge Inn ExpressPittsfield
5.4 out of 10, (811 reviews)
The price is RM325
RM363 total
includes taxes & fees
3 Feb - 4 Feb

Gregory House Country Inn
Gregory House Country InnAverill Park
9.0 out of 10, Wonderful, (87 reviews)
The price is RM456
RM506 total
includes taxes & fees
26 Jan - 27 Jan

Berkshire Inn
Berkshire InnPittsfield
7.8 out of 10, Good, (841 reviews)
The price is RM348
RM389 total
includes taxes & fees
22 Jan - 23 Jan

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1,005 reviews)
The price is RM382
RM427 total
includes taxes & fees
25 Jan - 26 Jan

Inn at Kenmore Hall
Inn at Kenmore HallRichmond
10.0 out of 10, Exceptional, (27 reviews)
The price is RM2,330
RM2,556 total
includes taxes & fees
22 Jan - 23 Jan

Blooming Inn
Blooming InnShelburne Falls
9.2 out of 10, Wonderful, (130 reviews)
The price is RM365
RM606 total
includes taxes & fees
29 Jan - 30 Jan

Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
9.2 out of 10, Wonderful, (663 reviews)
The price is RM519
RM579 total
includes taxes & fees
23 Jan - 24 Jan

Starlight Inn
Starlight InnBennington
6.8 out of 10, (223 reviews)
The price is RM401
RM437 total
includes taxes & fees
22 Jan - 23 Jan

Shaker Mill Inn
Shaker Mill InnWest Stockbridge
9.6 out of 10, Exceptional, (443 reviews)
The price is RM442
RM485 total
includes taxes & fees
22 Jan - 23 Jan
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.
Save an average of 15% on thousands of hotels when you're signed in
Stay near popular Cheshire attractions
Learn more about Cheshire
Get away to romantic Cheshire! Enjoy the skiing, hiking and natural setting.

Top Cheshire Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
More cheap stays in Cheshire

Howard Johnson by Wyndham Lenox
462 Pittsfield Rd Lenox MA
The price is RM320 per night from 22 Jan to 23 Jan
RM320
RM358 total
22 Jan - 23 Jan
includes taxes & fees
7.4/10 Good! (828 reviews)












































































