Photo by Ed Gaffny
Find 2 Star Hotels in Cheshire, MA from SAR 239
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on Cheshire 2 Star Hotels
Compare Cheshire 2 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
8.6 out of 10, Excellent, (1001)
The price is SAR 475
SAR 531 total
includes taxes & fees
27 Jul - 28 Jul

FairBridge Inn Express
FairBridge Inn Express
5.4 out of 10, (742)
The price is SAR 267
SAR 298 total
includes taxes & fees
3 Aug - 4 Aug

The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
9.2 out of 10, Wonderful, (1001)
The price is SAR 507
SAR 566 total
includes taxes & fees
30 Jul - 31 Jul

Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
7.6 out of 10, Good, (760)
The price is SAR 371
SAR 415 total
includes taxes & fees
28 Jul - 29 Jul

Quality Inn
Quality Inn
8.2 out of 10, Very Good, (1000)
The price is SAR 507
SAR 566 total
includes taxes & fees
31 Jul - 1 Aug

Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
9.2 out of 10, Wonderful, (1000)
The price is SAR 603
SAR 673 total
includes taxes & fees
30 Jul - 31 Jul

Berkshire Inn
Berkshire Inn
7.8 out of 10, Good, (780)
The price is SAR 345
SAR 385 total
includes taxes & fees
20 Jul - 21 Jul

Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott Williamstown
8.8 out of 10, Excellent, (356)
The price is SAR 784
SAR 876 total
includes taxes & fees
20 Jul - 21 Jul
Save an average of 15% on thousands of hotels when you're signed in
Explore similar 3-star hotels
Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Cheshire.

Hotel Downstreet, Ascend Hotel Collection
40 Main St, North Adams, MA
The price is SAR 603 per night from Aug 17 to Aug 18
SAR 603
SAR 673 total
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (999 reviews)
Still don't see what you're looking for?
See all properties in Cheshire.
You can also use these popular filters to refine your search.
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.
Learn more about Cheshire
Get away to romantic Cheshire! Enjoy the skiing, hiking, and wildlife.

Photo by Ed Gaffny
Open Photo by Ed Gaffny
Top Cheshire Hotel Reviews

Howard Johnson by Wyndham Lenox
10/10 Excellent
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Cheshire Hotels by Star Rating
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 Green Mountain National Forest
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Mount Greylock
- Hotels near The Clark Art Institute
- Hotels near Berkshire East Ski Resort
- Hotels near Norman Rockwell Museum
- Hotels near The Mount
- Hotels near Jacob's Pillow
- Hotels near Lee Premium Outlets
- Hotels near Bousquet Ski Area
- Hotels near Hancock Shaker Village
- Hotels near Mount Greylock State Reservation Visitor Center
- Hotels near Ventfort Hall Mansion and Gilded Age Museum
- Hotels near Williamstown Theatre Festival
- Hotels near Naumkeag Museum
More Hotel Options in Cheshire
More Accommodation Types in Cheshire
- Vacation Homes in Cheshire
- Apartments in Cheshire
- Cottages in Cheshire
- Condo Rentals in Cheshire
- Resorts in Cheshire
- Cabin Rentals in Cheshire
- Motels in Cheshire
- B&B in Cheshire
- Farmstay in Cheshire
- Guest Houses in Cheshire
- Chalets in Cheshire
- Inns in Cheshire
- Aparthotels in Cheshire
- Condo Resorts in Cheshire
- Lodges in Cheshire
- Villas in Cheshire
Explore more hotels
- The Constance by the Lenox Collection
- Berkshire Mountain Lodge
- Hampton Inn & Suites Berkshires-Lenox
- Howard Johnson by Wyndham Lenox
- Courtyard by Marriott Lenox Berkshires
- The Black Swan Lee - Lenox, Ascend Hotel Collection
- Quality Inn
- Hotel On North
- Jiminy Peak Mountain Resort
- The Whitlock
- Berkshire Inn
- Fairfield Inn & Suites by Marriott Williamstown
- Cozy Corner Motel
- The Villager Motel
- The Cornell Inn, Lenox & The Berkshires
- The Porches Inn at Mass MoCA
- Gregory House Country Inn
- Williamstown Motel
- Econo Lodge Lee - Great Barrington
- Wagon Wheel Inn