#1.
59 Main St., Sheffield, MA 01257
- Our only fault was that we could not stay longer. more on BedAndBreakfast.com
- It is close to Great Barrington with many restaurants. more on TripAdvisor

#2.
400 S Undermountain Road, Sheffield, Massachusetts
- The rooms are spacious, clean , comfortable, and nicely decorated. more on TripAdvisor
- I agree with the others on the quality of food (Nadine loves to cook), the hospitality and the get-away-fro... more on TripAdvisor

#3.
864 South Undermountain Rd Sheffield, Massachusetts, 01257 United States
- This brook-side compound of former haylofts, icehouses, and hoop sheds proudly promotes itself as a chintz-... more on Fodor's
- Overview Description of Surrounding Area :Low keyed, informal retreat, the perfect place to relax in ... more on RealAdvenutres.com

#4.
173 S Main St, Sheffield, MA 01257

#5.
48 S. Main Street, Sheffield, Massachusetts
- Overview Set on 2 acres, this Victorian house provides a warm New England ... more on Fodor's
- Wine & Cheese selection superb and ambiance rejuvenating. more on BedAndBreakfast.com

#6.
771 West Road, Sheffield, Massachusetts
- Overview Gay owned bed and breakfast in Sheffield, Massachusetts - on 12 acres in the Berkshires Hill... more on PurpleRoofs
- Overview Although this inn is 4 mi from Sheffield, it's well worth the trip. The house was built for ... more on Fodor's

#7.
254 S. Undermountain Road Route 41,Sheffield,MA,USA
- Overview This grand 1780 bed and breakfast filled with period antique furnishings, sits on 20 acres a... more on DogFriendly.com
- Overview As far as size, Birch Hill Bed & Breakfast is fairly big--with a count of 11 rooms. Summarizing more than e...

#8.
94 Maple Ave, Sheffield, MA 01257
- Overview A seat in the shade on the wraparound porch of this buttery-white house evokes ... more on Fodor's

#9.
999 Hewins St, Sheffield, Massachusetts
- We were told we had the choice of 3 rooms. One had a sagging bed, the other - with a queen sized bed - had dormer ceilings and exactly 6" of room between the bed and the wall. Head banging. No phone, ... more on TripAdvisor
