Find a Bed and Breakfast in Sheffield from CA $146

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
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Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Sheffield B&B

Our top choices for Sheffield bed & breakfast

Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (400)
"A positively delightful B&B in a beautiful town. "
The price is CA $146
CA $168 total
includes taxes & fees
Aug 24 - Aug 25
Locust Tree Bed and Breakfast LLC
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (127)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is CA $228
CA $262 total
includes taxes & fees
Sep 2 - Sep 3
Blackberry River Inn
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is CA $177
CA $252 total
includes taxes & fees
Sep 1 - Sep 2
The Cornell Inn, Lenox & The Berkshires
Wilder House Berkshires
Wilder House Berkshires Room 3

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (29)
"Brads and Lara both served a fabulous breakfast. So friendly and welcoming! The bed was very comfortable. Only complaint was that the cabinet, closet door needs to be greased with WD 40 please on the hinges! A terrible & loud screeching noise!"
The price is CA $233
CA $261 total
includes taxes & fees
Sep 9 - Sep 10
Wilder House Berkshires
Manor House Inn
Interior detail

Manor House Inn

3.0 star property
9.2 out of 10, Wonderful, (136)
"Excellent bed and breakfast, room was clean and comfortable."
The price is CA $402
CA $447 total
includes taxes & fees
Aug 24 - Aug 25
Manor House Inn
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
The price is CA $312
CA $349 total
includes taxes & fees
Aug 24 - Aug 25
Chambery Inn
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (422)
"Very casual and easy check in and out; lovely and substantial breakfast"
The price is CA $257
CA $282 total
includes taxes & fees
Sep 4 - Sep 5
Shaker Mill Inn
Granville House
Individually decorated, individually furnished, desk, laptop workspace

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"
The price is CA $345
CA $386 total
includes taxes & fees
Aug 25 - Aug 26
Granville House
Devonfield Inn B&B
Front of property - evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
The price is CA $423
CA $473 total
includes taxes & fees
Sep 3 - Sep 4
Devonfield Inn B&B
Brook Farm Inn
Loft, Private Bathroom (Skylight Loft)

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (158)
"Inn was gorgeous and staff exceptional!"
The price is CA $328
CA $367 total
includes taxes & fees
Sep 1 - Sep 2
Brook Farm Inn
Tanglewood Suites
2 Bedrooms 1 Bath

Tanglewood Suites

2.5 star property
7.2 out of 10, Good, (19)
"The owner did not honor our confirmed Expedia reservation, so we had to find a hotel at the last minute. She made up various excuses and was very rude."
The price is CA $373
CA $373 total
includes taxes & fees
Aug 22 - Aug 23
Tanglewood Suites
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (481)
"Staff very friendly. Breakfast good. Very antiquey. "
The price is CA $227
CA $254 total
includes taxes & fees
Aug 25 - Aug 26
Whistler's Inn Bed & Breakfast
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business centre

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

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is CA $429
CA $519 total
includes taxes & fees
Sep 8 - Sep 9
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
33 Main
Luxury Room, 1 King Bed, Bathtub

33 Main

4.0 star property
10.0 out of 10, Exceptional, (70)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
The price is CA $842
CA $941 total
includes taxes & fees
Aug 25 - Aug 26
33 Main
Inn at Silver Maple Farm
Aerial view

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (91)
"What a wonderful one-night stay on the July 4th weekend. It’s a beautiful, comfortable inn with lovely hosts. Also in a great location, set back from a fairly busy country road with several good food options nearby, and charming villages and towns to tour. Highly recommend. "
The price is CA $290
CA $325 total
includes taxes & fees
Sep 2 - Sep 3
Inn at Silver Maple Farm
Elegant Carriage House room with a queen bed and private patio.
1 bedroom, WiFi, bed sheets

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

The price is CA $310
CA $445 total
includes taxes & fees
Sep 3 - Sep 4
Elegant Carriage House room with a queen bed and private patio.
Inn at Pine Plains
Free daily continental breakfast

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (290)
"Beautiful place. Accomadating staff. A lovely place to stay"
The price is CA $318
CA $360 total
includes taxes & fees
Aug 24 - Aug 25
Inn at Pine Plains
Changing Times Boutique Country Lodging
Porch

Changing Times Boutique Country Lodging

3.5 star property
10.0 out of 10, Exceptional, (103)
"The b and b is charming and comfortable. Loretta was extremely welcoming and accommodating."
The price is CA $243
CA $272 total
includes taxes & fees
Aug 24 - Aug 25
Changing Times Boutique Country Lodging
Jenny's Country Manor
Exterior

Jenny's Country Manor

2.0 star property
7.6 out of 10, Good, (130)
"The paint job could be redone and the stair are a bit hazardous. The bath facilities could be improved."
The price is CA $194
CA $220 total
includes taxes & fees
Aug 24 - Aug 25
Jenny's Country Manor
Experience Timeless Elegance in The Edith Wharton Room!
1 bedroom, bed sheets, wheelchair access

Experience Timeless Elegance in The Edith Wharton Room!

The price is CA $288
CA $417 total
includes taxes & fees
Sep 1 - Sep 2
Experience Timeless Elegance in The Edith Wharton Room!
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"as good as the last time we stayed there."
Sharon 1-night trip
Posted 6 hours ago
Berkshire Mountain Lodge