Login
List your B&B
B&B Chester
97 Bed and Breakfasts in and around Chester
City
(
Massachusetts
,
United States
)
Filter
Sort
Our top selection
Price: Low → High
Price: High → Low
Best rated
Map
Room type
Holiday home
Guest room
Apartment
Review score
General amenities
Free Wifi
Electric vehicle charging station
Garden
Pets allowed
Free parking
More
Room Amenities
Private bathroom
Private entrance
Air conditioning
Bath
Private terrace
Private kitchen
More
Accessibility
Wheelchair accessible
Entire unit located on ground floor
Adults only
Accommodations just outside your destination
Near Chester
Heart of the Berkshires Motel
Pittsfield
7.3
(31.9 km from Chester)
Granville House
Great Barrington
9.8
(32.2 km from Chester)
Hadley Hideaway Cottage
Hadley
9.8
(32.2 km from Chester)
8 Mi to Tanglewood and Butternut Ski Spacious Home!
Housatonic
8
(32.3 km from Chester)
Berkshire Vacation Rentals: Great Barrington Cabin Sleeps 14 Walk To Town
Great Barrington
7
(33.1 km from Chester)
Downtown Great Barrington Enjoy Mountain Views
Great Barrington
10
(33.1 km from Chester)
Daniel Stebbins B and B
South Hadley
9.2
(33.5 km from Chester)
Cozy First Floor Apartment
Chicopee
9.3
(33.6 km from Chester)
Summer and Fall in Sheffield with Monthly Special Pricing Available
Sheffield
10
(33.7 km from Chester)
Great Barrington Lakeside Getaway with Kayak and Grill
Great Barrington
9.5
(33.9 km from Chester)
Lakefront Berkshires Retreat with Deck, Dock and Boat!
Great Barrington
7.5
(33.9 km from Chester)
The Inn at Richmond
Richmond
9.7
(34.2 km from Chester)
1 Mi to Vineyard Serene Berkshires Country Escape
Richmond
10
(34.4 km from Chester)
Lake Congamond Suffield House
Granby
9
(35.1 km from Chester)
2 Mi to Downtown Springfield Apt with Balcony!
Springfield
9
(35.3 km from Chester)
Family Ski Getaway 6 Mi to Berkshire East!
Hawley
9
(35.4 km from Chester)
Naomi's Inn Bed & Breakfast
Springfield
8.8
(35.4 km from Chester)
Hawley Home with Deck and Mtn Views Swim, Ski and More!
Hawley
10
(35.5 km from Chester)
Hawley Home with Deck 4 Mi to Berkshire East Resort
Hawley
10
(35.8 km from Chester)
Charming Chicopee Getaway
Chicopee
7
(35.8 km from Chester)
Secluded Family Getaway with On-Site Creek in Hawley
Hawley
9
(35.8 km from Chester)
Harbour House Inn B&B
Cheshire
10
(36.1 km from Chester)
Lakefront Granby Escape with Private Dock and Kayaks!
Granby
8
(36.1 km from Chester)
Lily's Lodge
West Springfield
8.8
(36.1 km from Chester)
Load next page
1
2
3
4
5
