20 Best B&B in Sheffield, MA - Bed and Breakfast from NT$3,843

Q: 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. The Cornell Inn, Lenox & The Berkshires : 18.1 mi (29.1 km) from the downtown core. Enjoy the free full breakfast and unique décor. Blackberry River Inn : 14 rooms. Situated 9.2 mi (14.9 km) from the heart of Sheffield. Enjoy the free cooked breakfast and outdoor pool. Locust Tree Bed and Breakfast LLC : 7 rooms. 6.8 mi (11 km) from the heart of downtown.

A covered wooden structure with a sloped roof, surrounded by greenery and trees.

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Our top choices for Sheffield bed & breakfast

1. Wilder House Berkshires

Sheffield

Mark

NT$6,853 total

includes taxes & fees

Sep 27 - Sep 28

2. Locust Tree Bed and Breakfast LLC

East Canaan

Nicholas

NT$3,843 total

includes taxes & fees

Sep 22 - Sep 23

3. Blackberry River Inn

Norfolk

Rachel

NT$5,490 total

includes taxes & fees

Sep 22 - Sep 23

4. Manor House Inn

Norfolk

Kevin

NT$11,622 total

includes taxes & fees

Sep 22 - Sep 23

Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

5. Granville House

Housatonic

Nicole

NT$7,963 total

includes taxes & fees

Sep 27 - Sep 28

6. The Inn at Stockbridge

Stockbridge

Jodi

NT$15,892 total

includes taxes & fees

Sep 22 - Sep 23

7. Chambery Inn

Lee

Alexandra

NT$9,597 total

includes taxes & fees

Oct 20 - Oct 21

8. Whistler's Inn Bed & Breakfast

Lenox

Mary Anna

NT$5,247 total

includes taxes & fees

Sep 22 - Sep 23

9. Devonfield Inn B&B

Lee

Sebastien

NT$15,605 total

includes taxes & fees

Sep 22 - Sep 23

Suite, Private Bathroom (RedBird Suite) | View from room

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

Stockbridge

Philippe

NT$19,883 total

includes taxes & fees

Oct 12 - Oct 13

11. Shaker Mill Inn

West Stockbridge

Mervin

NT$6,005 total

includes taxes & fees

Sep 22 - Sep 23

12. Inn at Silver Maple Farm

East Chatham

"We had a very pleasant stay at this. Eautiful country property. Check in was smooth and instructions were easy to follow. Our room, in the main building was well appointed. The bed was super comfortable and the amenities were fine. Breakfast was great! Common areas were lovely and inviting, and the s’mores kits in the lobby were just the thing for an evening around the outdoor fire pit. Highly recommend for anyone seeking a serene country setting."

Jody

NT$7,271 total

includes taxes & fees

Sep 22 - Sep 23

13. The Cornell Inn, Lenox & The Berkshires

Lenox

Rosann

NT$6,004 total

includes taxes & fees

Sep 22 - Sep 23

14. Inn at Pine Plains

Pine Plains

Mary

NT$9,900 total

includes taxes & fees

Sep 22 - Sep 23

Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, desk, laptop workspace, blackout drapes

15. Changing Times Boutique Country Lodging

Craryville

Thomas

NT$7,129 total

includes taxes & fees

Sep 22 - Sep 23

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Top Sheffield Hotel Reviews

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

8/10 Good

"There is a gym and an indoor pool, but we didn't visit them. My only issue was that customers had to pay for 🍷 ng water. It should be free."

Berkshires Untold

10/10 Excellent

"I was initially disappointed when I realized the property is a refurbished motel with room access via doors directly to the outside. However, the comfortable and welcoming lobby/bar/lounge area and pristine room with a comfy king size bed more than made up for it. The room also had complimentary, refillable water bottles with glasses (not plastic), and beautiful bathroom with full size shampoo, conditioner, body wash, and body lotion. And finally, there was a wardrobe with shelves to store clothes and shoes and a cushioned chair in the corner with a reading light. This was the most comfortable and well appointed hotel room I've been in. Staff at breakfast and at the bar after dinner were friendly and helpful. Highly recommend, though I prefer the rooms on the 2nd floor."

the Alander

8/10 Good

"Lots of good to great here but there still are some things that need attention. This is an old school motel being updated that has a lovely restaurant. The rooms that have been renovated are charming and comfortable but property still has more rooms being renovated. Lots of attention to detail to make your stay comfortable from thoughtful local map, homemade granola from their restaurant with local yogurt to enjoy for breakfast with french press coffee or tea. Nicely stocked items in the room's minibar. Comfortable bed, good sized closet. Also had dinner here with a family member who lives nearby. Lovely meadow at the property. Nice sized fire pits. Charming - but, I feel that a lot of details were overlooked. The bathroom in my room needs attention. The tile is older tile that has been painted and I get that this is a cost saving measure but combined with newer dark fixtures and dark toilet seat that had a worn finishes and a good number of hairs and dirt in the bath and shower I think the cleaning staff needs to be taught to have better eyes for details. A door that I thought might hold additional closet space or perhaps a desk but instead it had a pile of old air conditioners and the door and doorway were scraped up. Seems like this should have been locked. The room was good sized but could use a desk so there was a place to work. Couldn't use the fire pits as there wasn't any wood. Staff was responsive via text and helpful. I would consider coming back."

Find out more about Sheffield

Sheffield B&B information

Number of reviews	2,588
Accommodation	30 B&B
Lowest Price	NT$3,843
Highest Price	NT$19,883

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. The Cornell Inn, Lenox & The Berkshires: 18.1 mi (29.1 km) from the downtown core. Enjoy the free full breakfast and unique décor. Blackberry River Inn: 14 rooms. Situated 9.2 mi (14.9 km) from the heart of Sheffield. Enjoy the free cooked breakfast and outdoor pool. 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 Suter Farm and Ashley House 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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