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Wilder House Berkshires

2.0 star property
Sheffield
9.8 out of 10, Exceptional, (38)
"Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you! "
United States
Allison
The price is HK$1,052
HK$1,176 total
includes taxes & fees
16 Nov - 17 Nov
Wilder House Berkshires

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (435)
"Nice place, easy check in"
United States
Robert
The price is HK$822
HK$902 total
includes taxes & fees
20 Nov - 21 Nov
Shaker Mill Inn

Blackberry River Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (157)
"The highlight of our 10 day trip through the northeast"
United States
bruce
The price is HK$1,226
HK$1,410 total
includes taxes & fees
17 Nov - 18 Nov
Blackberry River Inn

Manor House Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (138)
"A charming old manor from the Gilded Age, thoughtfully updated and modernized without losing the soul of the original home. Incredibly comfortable rooms, inviting common spaces, excellent breakfast, beautiful grounds, and friendly staff. We especially enjoyed the fireplace in our room. Perfect for a romantic getaway, we look forward to visiting again in the future."
United States
Anonymous traveller
The price is HK$2,140
HK$2,376 total
includes taxes & fees
14 Dec - 15 Dec
Manor House Inn

Lakehouse Inn

4.0 star property
Lee
9.6 out of 10, Exceptional, (288)
"Great Views & Hospitality"
United States
Gerald
The price is HK$1,338
HK$1,569 total
includes taxes & fees
16 Nov - 17 Nov
Lakehouse Inn

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (372)
"We LOVED our mini getaway at the Chambery Inn. The room was gorgeous, spacious, and very comfortable. The fireplace couldn't have been easier to operate. The jetted tubs were divine with plenty of hot water the towel warmer was a nice bonus. The room was fully stocked with glassware and a corkscrew which was appreciated. We look forward to coming back"
United States
Samuel
Chambery Inn

The Inn at Stockbridge

4.0 star property
Lee
9.8 out of 10, Exceptional, (98)
"A first class little inn"
United States
Philip
The price is HK$1,949
HK$2,286 total
includes taxes & fees
18 Nov - 19 Nov
The Inn at Stockbridge

Whistler's Inn Bed & Breakfast

3.5 star property
Lenox
7.8 out of 10, Good, (500)
"We had a wonderful stay. We are so glad we chose this inn. The location is superb…a five-minute walk to the center of Lenox! It is a beautiful inn with a lot of charm, and the staff is warm and friendly. We loved our large room too! Definitely plan on staying here again when we come back to the area! "
United States
Itzhak
The price is HK$1,108
HK$1,237 total
includes taxes & fees
17 Nov - 18 Nov
Whistler's Inn Bed & Breakfast

Granville House

3.0 star property
Housatonic
10.0 out of 10, Exceptional, (87)
"I’m a former travel writer and hotel reviewer at the NY Times Sunday Travel and I’ve been coming to the Berkshires the past decade. This is the hands down the best B&B in the area. The decor, the ambiance, the artistic details, the warm customer service, the made-to-order gourmet breakfast next to a wood-burning fireplace - all make this place so cozy and truly unique. Listen to the jukebox or play billiards in the inn’s great room. Or lounge beneath the heat lamps on its wraparound porch. You...
United States
Lionel
The price is HK$1,741
HK$1,944 total
includes taxes & fees
21 Nov - 22 Nov
Granville House

33 Main

4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is HK$3,685
HK$4,117 total
includes taxes & fees
30 Nov - 1 Dec
33 Main

Devonfield Inn B&B

4.0 star property
Lee
10.0 out of 10, Exceptional, (133)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B

Locust Tree Bed and Breakfast LLC

3.0 star property
East Canaan
9.0 out of 10, Wonderful, (410)
"Peaceful area and great staff; Thank you for the service and experience "
United States
Andre
The price is HK$816
HK$938 total
includes taxes & fees
17 Nov - 18 Nov
Locust Tree Bed and Breakfast LLC

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Lenox
The price is HK$1,624
HK$2,378 total
includes taxes & fees
16 Nov - 17 Nov
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1002)
"Very friendly staff. "
United States
Pamela
The price is HK$1,001
HK$1,422 total
includes taxes & fees
17 Nov - 18 Nov
The Cornell Inn, Lenox & The Berkshires

Tanglewood Suites

2.5 star property
Stockbridge
6.4 out of 10, (22)
"Portion of hosts home, separate and available for rent. Heating system not efficient and took some work to sort out how to keep all areas of the unit comfortably heated. Beds clean and comfortable. Overall cleanliness was good. Bath facilities are an addition to existing structure and sufficient, but could use some TLC. Host is eager to please and pleasant to interact with. Listing indicates free breakfast for all guests. However, upon arrival, we were advised there is no winter offering of...
United States
Amanda
The price is HK$1,702
HK$1,702 total
includes taxes & fees
6 Dec - 7 Dec
Tanglewood Suites

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!"
United States
Carol Anne
The price is HK$2,968
HK$3,590 total
includes taxes & fees
27 Nov - 28 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Inn at Silver Maple Farm

3.0 star property
East Chatham
9.8 out of 10, Exceptional, (97)
"This was the perfect spot for a Tanglewood night..beautiful, charming, great staff and delicious breakfast..."
United States
Jane
The price is HK$1,003
HK$1,123 total
includes taxes & fees
23 Nov - 24 Nov
Inn at Silver Maple Farm

Elegant Carriage House room with a queen bed and private patio.

Lenox
The price is HK$1,749
HK$2,535 total
includes taxes & fees
17 Nov - 18 Nov
Elegant Carriage House room with a queen bed and private patio.

Experience Timeless Elegance in The Edith Wharton Room!

Lenox
The price is HK$1,624
HK$2,379 total
includes taxes & fees
16 Nov - 17 Nov
Experience Timeless Elegance in The Edith Wharton Room!

Cozy Carriage House room with a double bed and private balcony

Lenox
The price is HK$1,873
HK$2,700 total
includes taxes & fees
17 Nov - 18 Nov
Cozy Carriage House room with a double bed and private balcony
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.
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Top Sheffield Hotel Reviews

Find out more about Sheffield

Sheffield B&B information

Number of reviews
3,311
Accommodation
41 B&B
Lowest Price
HK$902
Highest Price
HK$4,117

Frequently asked questions

Searching for B&Bs in Sheffield?
If you're looking for something a little quirkier than your standard hotel, a stay at a bed and breakfast could be the perfect alternative for your holiday. If your ideal holiday to Sheffield includes spending lots of time outside, Thom Reed UFO Monument Park and Bartholomews Cobble are good spots to enjoy the scenery.
How do you know if a B&B is the best choice for you?
B&Bs all have a unique charm — whether it's a cosy reading space or a beautiful dining room, the little details are what make bed and breakfasts the perfect escape.
What are the top B&Bs in Sheffield?
Below are some B&Bs in the area: Wilder House Berkshires: 5 rooms. 0.3 mi (0.5 km) from the heart of Sheffield. Enjoy the free cooked breakfast and unique decor. Blackberry River Inn: 14 rooms. 9.2 mi (14.9 km) from the city centre. Enjoy the free cooked breakfast and outdoor pool. The Cornell Inn, Lenox & The Berkshires: Situated 18.1 mi (29.1 km) from the heart of Sheffield. Enjoy the free full breakfast and unique decor. Shaker Mill Inn: 9 rooms. 15.6 mi (25.1 km) from the city centre. Chambery Inn: 9 rooms. Located 14.7 mi (23.7 km) from the core of Sheffield. Enjoy the private garden and snack bar/deli.
What's the best time of year to book my B&B in Sheffield?
When you're dreaming of a escape to Sheffield, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Sheffield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Sheffield?
When you want to spend some time in the great outdoors, Housatonic River and Thom Reed UFO Monument Park are some notable spots. You should put Magnolia Bluffs Casino and Mount Everett State Reservation on your list if you want to see more of the area.
How can I get to and around Sheffield?
Mapping out your trip in and around Sheffield is easy with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 22 mi (35.4 km) away from the heart of the city. Otherwise, look for flights into Hudson, NY (HCC-Columbia County), which is 22.3 mi (35.9 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.