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Sep 26 - Sep 28
In two weeks
Oct 3 - Oct 5
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Oct 17 - Oct 19
In two months
Nov 14 - Nov 16

B&B in Sheffield

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, (1004)
"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 ₩160,335
₩232,909 total
includes taxes & fees
Sep 22 - Sep 23
The Cornell Inn, Lenox & The Berkshires
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (135)
"Vintage antique home. Close to road, but was quiet at night."
The price is ₩226,228
₩260,162 total
includes taxes & fees
Sep 22 - Sep 23
Blackberry River Inn
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (404)
"Peaceful area and great staff; Thank you for the service and experience "
The price is ₩144,533
₩166,213 total
includes taxes & fees
Sep 21 - Sep 22
Locust Tree Bed and Breakfast LLC
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (492)
"This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires."
The price is ₩212,958
₩237,873 total
includes taxes & fees
Sep 19 - Sep 20
Whistler's Inn Bed & Breakfast
Wilder House Berkshires
Wilder House Berkshires Room 3 | 1 bedroom, premium bedding, individually decorated

Wilder House Berkshires

2.0 star property
9.8 out of 10, Exceptional, (32)
"Beautiful and very comfortable house. Our hosts were always friendly and accessible, breakfast was delicious!"
The price is ₩277,998
₩310,523 total
includes taxes & fees
Sep 23 - Sep 24
Wilder House Berkshires
Inn at Pine Plains
Free daily continental breakfast

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (293)
"Beautiful place. Accomadating staff. A lovely place to stay"
The price is ₩340,684
₩385,399 total
includes taxes & fees
Sep 21 - Sep 22
Inn at Pine Plains
Inn at Silver Maple Farm
Aerial view

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (94)
"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 ₩287,689
₩322,212 total
includes taxes & fees
Sep 21 - Sep 22
Inn at Silver Maple Farm
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (425)
"Very casual and easy check in and out; lovely and substantial breakfast"
The price is ₩242,264
₩265,763 total
includes taxes & fees
Sep 22 - Sep 23
Shaker Mill Inn
Tanglewood Suites
2 Bedrooms 1 Bath | 1 bedroom, premium bedding, iron/ironing board, free WiFi

Tanglewood Suites

2.5 star property
6.4 out of 10, (22)
"NOT A REAL LOCATION. There was nothing there. Neighbors said this was a scam. Expedia ended up helping us find a local hotel room though the location was not as good. DO NOT BOOK THIS LOCATION -- it needs to be taken off the website."
The price is ₩370,279
₩370,279 total
includes taxes & fees
Sep 19 - Sep 20
Tanglewood Suites
Changing Times Boutique Country Lodging
Porch

Changing Times Boutique Country Lodging

3.5 star property
10.0 out of 10, Exceptional, (108)
"Great experience, looking forward to staying again."
The price is ₩240,888
₩269,795 total
includes taxes & fees
Sep 21 - Sep 22
Changing Times Boutique Country Lodging
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (369)
"ease of late check in. Super comfortable room."
The price is ₩309,700
₩345,935 total
includes taxes & fees
Sep 21 - Sep 22
Chambery Inn
Brook Farm Inn
Loft, Private Bathroom (Skylight Loft) | 1 bedroom, premium bedding, iron/ironing board, rollaway beds

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (160)
"Inn was gorgeous and staff exceptional!"
The price is ₩260,227
₩290,675 total
includes taxes & fees
Sep 24 - Sep 25
Brook Farm Inn
Lakehouse Inn
Porch

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (281)
"A great getaway! Everything was excellent!"
Lakehouse Inn
Granville House
Individually decorated, individually furnished, desk, laptop workspace

Granville House

3.0 star property
10.0 out of 10, Exceptional, (85)
"Beautiful place! Terri and Terry are the best!"
The price is ₩342,749
₩382,846 total
includes taxes & fees
Sep 21 - Sep 22
Granville House
Jenny's Country Manor
Exterior

Jenny's Country Manor

2.0 star property
7.6 out of 10, Good, (130)
"Cool place in the Catskills! Under some renovations but well worth the stop. Big rooms. Comfy beds. Close to so much!"
The price is ₩192,710
₩218,010 total
includes taxes & fees
Sep 21 - Sep 22
Jenny's Country Manor
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business center

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 ₩425,985
₩515,333 total
includes taxes & fees
Oct 6 - Oct 7
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Manor House Inn
Interior detail

Manor House Inn

3.0 star property
9.2 out of 10, Wonderful, (137)
"Excellent bed and breakfast, room was clean and comfortable."
The price is ₩407,444
₩452,262 total
includes taxes & fees
Sep 23 - Sep 24
Manor House Inn
Devonfield Inn B&B
Front of property - evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (129)
"The inn has an excellent location and amenities."
The price is ₩494,301
₩552,142 total
includes taxes & fees
Sep 28 - Sep 29
Devonfield Inn B&B
Inn at Kenmore Hall
Lobby

Inn at Kenmore Hall

3.0 star property
10.0 out of 10, Exceptional, (27)
"This is a beautiful property straight out of a magazine. Service was impeccable"
Inn at Kenmore Hall
33 Main
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi

33 Main

4.0 star property
10.0 out of 10, Exceptional, (71)
"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 ₩851,916
₩951,588 total
includes taxes & fees
Oct 8 - Oct 9
33 Main
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

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"I had a great stay at this comfortable, homey, family owned inn. The beds were vrry comfortable and the rooms had everything I needed including a fridge, lots of towels, a hair dryer etc. The property is clean, safe and very quiet. There’s an Indian restaurant on site with delicious food and a bar. The lake is lovely; I enjoyed a relaxing time sitting by the lake with my dog. The breakfast was good and the breakfast room has a gorgeous view of the lake. I will definitely be back for another stay."
Abbie 1-night trip
Posted 3 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Find out more about Sheffield

Find out more about Sheffield

Sheffield B&B information

Number of reviews
3,695
Accommodation
30 B&B
Lowest Price
₩166,213
Highest Price
₩951,588

Frequently asked questions

Searching for B&Bs in Sheffield?
If you're looking for something a little more offbeat than the traditional hotel experience, a stay at a bed and breakfast might be the perfect option for your getaway. If your ideal vacation 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 a good option for you?
Every B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook, the little details are what make bed and breakfasts a fun place to get away.
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 décor. Blackberry River Inn: 14 rooms. 9.2 mi (14.9 km) from the downtown core. 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 décor. Locust Tree Bed and Breakfast LLC: 7 rooms. 6.8 mi (11 km) from the heart of downtown.
When should I 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 temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Sheffield are January, March, February, and November, with each month seeing an average of 7 inches 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 might 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?
Planning your excursions in and around Sheffield is easier 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. You can also search 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 to rent a car for your trip.

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