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B&B Cheshire
98 Bed and Breakfasts in and around Cheshire
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Room type
Holiday home
Guest room
Apartment
Review score
General amenities
Free Wifi
Electric vehicle charging station
Garden
Pets allowed
Free parking
Sauna
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Room Amenities
Private bathroom
Private entrance
Air conditioning
Bath
Private terrace
Private kitchen
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Accessibility
Wheelchair accessible
Entire unit located on ground floor
Adults only
Accommodations just outside your destination
Near Cheshire
Berkshire Valley Inn
Williamstown
9.3
(11.4 km from Cheshire)
Berkshire Retreat Grand Home with Hot Tub and Large Yard, 5 mins from Jiminy Peak
Hancock
9.4
(13 km from Cheshire)
Hot Tub, Lake Views! All-Season Hinsdale Haven
Hinsdale
10
(13.4 km from Cheshire)
Vacation Rental Home in the Berkshires!
Williamstown
9.7
(14.8 km from Cheshire)
Luxury Vacation Rental in the Berkshires!
Williamstown
10
(14.8 km from Cheshire)
Elegant Pittsfield Home Near Downtown and Skiing!
Pittsfield
9.7
(15.1 km from Cheshire)
Spacious Historic Home in the Berkshires!
Pittsfield
9
(15.1 km from Cheshire)
The Allen House
North Adams
8.5
(15.7 km from Cheshire)
Clover Hill Farm & Country Inn
Williamstown
9.6
(16.2 km from Cheshire)
Maple Terrace Motel
Williamstown
9
(16.4 km from Cheshire)
Water Street Apartments
Williamstown
9.2
(16.5 km from Cheshire)
Berkshire Vacation Rentals: Chic Pittsfield Home With A View
Pittsfield
7.5
(17.2 km from Cheshire)
2 Bed Berkshire Getaway minutes to Jiminy Peak Ski
Hancock
10
(17.4 km from Cheshire)
2 Bed Berkshire Getaway @ Stephentown Hotel
Stephentown
9.6
(17.4 km from Cheshire)
5 Bed / 3 bath Apt Near Jiminy Peak Berkshires
Stephentown
10
(17.4 km from Cheshire)
The entire Stephentown Hotel. 28 person occupancy
Hancock
10
(17.4 km from Cheshire)
Berkshire Vacation Rentals: The Brookman: Renovated 6000 SF Estate On 40 Acres
Williamstown
10
(17.5 km from Cheshire)
Heart of the Berkshires Motel
Pittsfield
7.3
(17.6 km from Cheshire)
Florida Mountain Log Cabin
Florida
10
(18.1 km from Cheshire)
Berkshire Mountain Lodge
Pittsfield
8.5
(18.8 km from Cheshire)
Stay Near Ski Berkshires, Mid-Week & Promo Deals!
New Lebanon
10
(19.2 km from Cheshire)
NEW 6-Bedroom Retreat Book Your Summer Getaway
Lebanon Springs
8
(19.3 km from Cheshire)
Family Ski Getaway 6 Mi to Berkshire East!
Hawley
9
(19.3 km from Cheshire)
Secluded Family Getaway with On-Site Creek in Hawley
Hawley
9
(19.3 km from Cheshire)
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