List your B&B
Manage your B&B
B&B Cheshire
98 Bed and Breakfasts
in and around
Cheshire
City
(
Massachusetts
,
United States
)
Filter
Sort
Our top selection
Price: Low → High
Price: High → Low
Best rated
Map
Accommodation type
Holiday home
Apartment
Bed & breakfast
Small-scale hotel
Inn
Small scaled holiday estate
More
Review score
General amenities
Free Wifi
Electric vehicle charging station
Garden
Pets allowed
Free parking
Sauna
More
Room Amenities
Private bathroom
Family room
Private entrance
Air conditioning
Bath
Private terrace
More
Accessibility
Wheelchair accessible
Entire unit located on ground floor
Adults only
Accommodations just outside your destination
Near Cheshire
Luxury Vacation Rental in the Berkshires!
Williamstown
10
Direct reservation
(14.8 km from Cheshire)
Spacious Historic Home in the Berkshires!
Pittsfield
9
Direct reservation
(15.1 km from Cheshire)
Elegant Pittsfield Home Near Downtown & Skiing!
Pittsfield
10
Direct reservation
(15.1 km from Cheshire)
The Allen House
North Adams
8.3
Direct reservation
(15.7 km from Cheshire)
Clover Hill Farm & Country Inn
Williamstown
9.7
Direct reservation
(16.2 km from Cheshire)
Maple Terrace
Williamstown
9.2
Direct reservation
(16.4 km from Cheshire)
Water Street Apartments
Williamstown
9
Direct reservation
(16.5 km from Cheshire)
Mt Williams Retreat
Williamstown
9
Direct reservation
(17.1 km from Cheshire)
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Hancock
10
Direct reservation
(17.4 km from Cheshire)
2 Bed Berkshire Getaway at Stephentown Hotel
Stephentown
9.6
Direct reservation
(17.4 km from Cheshire)
5 Bed 3 bath Apt Near Jiminy Peak Berkshires
Stephentown
10
Direct reservation
(17.4 km from Cheshire)
Berkshires Apartment at the Stephentown Hotel
Hancock
10
Direct reservation
(17.4 km from Cheshire)
The entire Stephentown Hotel 28 person occupancy
Hancock
10
Direct reservation
(17.4 km from Cheshire)
The Brookman Renovated 6000 SF Estate On 40 Acres
Williamstown
10
Direct reservation
(17.5 km from Cheshire)
Berkshire Mountain Lodge
Pittsfield
8.8
Direct reservation
(18.8 km from Cheshire)
Two Berkshire Homes Sleeps 16
New Lebanon
9
Direct reservation
(19.2 km from Cheshire)
Secluded Family Getaway w/ On-Site Creek in Hawley
Hawley
9
Direct reservation
(19.3 km from Cheshire)
4BR Group Getaway on the Chickley River
Charlemont
9.5
Direct reservation
(19.3 km from Cheshire)
Spacious 4BR Berkshire Escape Pet Friendly
New Lebanon
10
Direct reservation
(19.5 km from Cheshire)
Cozy Corner Motel
Williamstown
9
Direct reservation
(19.6 km from Cheshire)
Villager Motel
Williamstown
8.7
Direct reservation
(19.8 km from Cheshire)
Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!
Hawley
10
Direct reservation
(21 km from Cheshire)
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Hawley
10
Direct reservation
(21.1 km from Cheshire)
Historic New Lebanon Hideaway on 33 Private Acres!
New Lebanon
8
Direct reservation
(21.8 km from Cheshire)
Load next page
1
2
3
4
5
