Compare Cheap Hotels in Cheshire
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Cheap Cheshire Hotels
Harbour House Inn
725 North State Road, Cheshire, MA
1.03 mi from city center
With a stay at Harbour House Inn in Cheshire, you'll be in the mountains, within a 15-minute drive of Mass MoCA and Topia Arts Center.
19th c. Renovated Barn in the Berkshires
Cheshire, MA
1.06 mi from city center
Located in Cheshire, this vacation home is in a rural location, a 2-minute drive from Mount Greylock State Reservation and 9 minutes from Topia Arts Center.
Holiday Inn & Suites Pittsfield-Berkshires
One West Street, Pittsfield, MA
Free Cancellation
9.46 mi from city center
With a stay at Holiday Inn & Suites Pittsfield-Berkshires, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and ...
Free WiFi
Parking included
Hampton Inn & Suites Berkshires Lenox
445 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
12.61 mi from city center
Located in Lenox, Hampton Inn & Suites Berkshires Lenox is in a rural location, within a 5-minute drive of Arrowhead Museum and Kennedy Park.
Holiday Inn Club Vacations Oak n' Spruce Resort
190 Meadow Street, South Lee, MA
Free Cancellation
20.87 mi from city center
With a stay at Holiday Inn Club Vacations Oak n' Spruce Resort in South Lee, you'll be near ski lifts, within a 15-minute drive of Tanglewood Music Center and ...
Pool
Free WiFi
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
7.15 mi from city center
Located in Hancock, Jiminy Peak Mountain Resort is in the mountains, within a 15-minute drive of Mount Greylock State Reservation Visitor Center and Waubeeka ...
Pool
Free WiFi
Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
14.2 mi from city center
With a stay at Courtyard by Marriott Lenox Berkshires in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Kennedy Park.
The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
Free Cancellation
Reserve now, pay when you stay
17.53 mi from city center
With a stay at The Black Swan Lee - Lenox, Ascend Hotel Collection in Lee, you'll be on the waterfront, within a 10-minute drive of Tanglewood Music Center and ...
Yankee Inn
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
13.48 mi from city center
With a stay at Yankee Inn in Lenox, you'll be on the Strip, within a 10-minute drive of Tanglewood Music Center and Kennedy Park.
The Williams Inn
101 Spring Street, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
10.49 mi from city center
Located in Williamstown, The Williams Inn is within a 15-minute drive of Williams College and Mass MoCA.
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.
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