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Our top choices for Sheffield bed & breakfast
1. Wilder House Berkshires
Wilder House BerkshiresSheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
Liliana
The price is HK$1,361
HK$1,520 total
includes taxes & fees
15 Nov - 16 Nov
2. Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLCEast Canaan
8.8 out of 10, Excellent, (456 reviews)
"Wonderful stay, and wonderful breakfast."
Daniel
The price is HK$824
HK$947 total
includes taxes & fees
15 Nov - 16 Nov
3. Granville House
Granville HouseHousatonic
10.0 out of 10, Exceptional, (110 reviews)
"We loved everything about Granville House, especially the innkeepers! Wonderful atmosphere and excellent food!
It was definitely the highlight of our trip to New England."
Cynthia
The price is HK$1,797
HK$2,007 total
includes taxes & fees
20 Nov - 21 Nov
4. Blackberry River Inn
Blackberry River InnNorfolk
9.4 out of 10, Exceptional, (256 reviews)
"Great Breakfast Bed was okay Room very quaint hotel was very nice inside"
Melanie
The price is HK$1,490
HK$1,714 total
includes taxes & fees
15 Nov - 16 Nov
5. The Inn at Stockbridge
The Inn at StockbridgeStockbridge
9.6 out of 10, Exceptional, (110 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
Kimberly
The price is HK$1,713
HK$2,009 total
includes taxes & fees
15 Nov - 16 Nov
6. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and ChesterwoodStockbridge
9.4 out of 10, Exceptional, (121 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
Philippe
The price is HK$2,996
HK$3,624 total
includes taxes & fees
6 Dec - 7 Dec
7. Inn at Silver Maple Farm
Inn at Silver Maple FarmEast Chatham
9.8 out of 10, Exceptional, (118 reviews)
"Perfect location for hiking, hanging out and Tanglewood Comfortable and charming common space and cozy nicely decorated rooms Generous breakfast and snacks throughout the day We’ll be back"
Linda
The price is HK$1,208
HK$1,353 total
includes taxes & fees
6 Dec - 7 Dec
8. Chambery Inn
Chambery InnLee
9.6 out of 10, Exceptional, (390 reviews)
"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."
Alexandra
The price is HK$1,652
HK$1,845 total
includes taxes & fees
15 Nov - 16 Nov
9. The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The BerkshiresLenox
9.4 out of 10, Exceptional, (1,000 reviews)
"Lovely room, comfortable bed and a nice breakfast."
judith
The price is HK$1,334
HK$1,530 total
includes taxes & fees
16 Nov - 17 Nov
10. Inn at Pine Plains
Inn at Pine PlainsPine Plains
9.8 out of 10, Exceptional, (319 reviews)
"good location/ walkable to down town !"
teresina
The price is HK$2,157
HK$2,440 total
includes taxes & fees
15 Nov - 16 Nov
11. Changing Times Boutique Country Lodging
Changing Times Boutique Country LodgingCraryville
10.0 out of 10, Exceptional, (128 reviews)
"A great place to stay!"
Thomas
The price is HK$1,569
HK$1,757 total
includes taxes & fees
16 Nov - 17 Nov
12. Shaker Mill Inn
Shaker Mill InnWest Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
"Loved the location, fireplace and vibe"
Mahadeva
The price is HK$1,137
HK$1,248 total
includes taxes & fees
15 Nov - 16 Nov
13. Devonfield Inn B&B
Devonfield Inn B&BLee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
Sebastien
The price is HK$2,895
HK$3,233 total
includes taxes & fees
23 Nov - 24 Nov
14. Experience Timeless Elegance in The Edith Wharton Room!
Experience Timeless Elegance in The Edith Wharton Room!Lenox
The price is HK$2,129
HK$2,652 total
includes taxes & fees
15 Nov - 16 Nov
15. Elegant Carriage House room with a queen bed and private patio.
Elegant Carriage House room with a queen bed and private patio.Lenox
The price is HK$2,255
HK$2,805 total
includes taxes & fees
29 Nov - 30 Nov
16. Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic QueenLenox
The price is HK$2,129
HK$2,652 total
includes taxes & fees
15 Nov - 16 Nov
17. Cozy Carriage House room with a double bed and private balcony
Cozy Carriage House room with a double bed and private balconyLenox
The price is HK$2,380
HK$2,958 total
includes taxes & fees
29 Nov - 30 Nov
18. Historic Susan B. Anthony Room - Cozy & Charming Stay
Historic Susan B. Anthony Room - Cozy & Charming StayLenox
The price is HK$2,506
HK$3,119 total
includes taxes & fees
15 Nov - 16 Nov
19. Brook Farm Inn
Brook Farm InnLenox
9.6 out of 10, Exceptional, (178 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
Carrie
The price is HK$1,295
HK$1,509 total
includes taxes & fees
15 Nov - 16 Nov
20. Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Experience Timeless Elegance in The Niles Johnson Room at The Cornell InnLenox
The price is HK$3,070
HK$3,820 total
includes taxes & fees
17 Nov - 18 Nov
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.
Learn more about Sheffield
Tucked in the Berkshires, this charming town offers scenic hikes at Bartholomew's Cobble and local art at the Sheffield Historical Society. Catch live performances at the Berkshire Theatre Festival in nearby Stockbridge or sample farm-fresh produce at the weekend farmers' market on the town green.
