Bed and Breakfast in Cummington

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Featured B&B in Cummington

The Ellery
3.5 star property
9.0 out of 10, Wonderful, (531)
"Only negative I have is couple above our room must’ve lived in a barn I’m a big guy and try to walk cautiously at night not to disturb.these people kept walking as if walking with boots till about 1or 2 am. Not hotel’s fault some people are just unique lol. The bed was very comfortable,hot water in shower,tub combo.i didn’t do breakfast but even after hours tea and few items available if needed."
The price is NZ$264
includes taxes & fees
17 Nov - 18 Nov
The Ellery
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1000)
"Perfect romantic spot for a weekend getaway. Close enough to walk into town but far enough from crowds "
The price is NZ$243
includes taxes & fees
17 Nov - 18 Nov
The Cornell Inn, Lenox
Lakehouse Inn
4.0 star property
9.8 out of 10, Exceptional, (228)
"Excellent place and location in the Berkshires."
The price is NZ$297
includes taxes & fees
16 Nov - 17 Nov
Lakehouse Inn
Black Walnut Inn
2.0 star property
9.8 out of 10, Exceptional, (33)
"Beautiful inn with a delicious breakfast and warm, gracious hosts. Our children loved feeding their chickens!"
The price is NZ$341
includes taxes & fees
17 Nov - 18 Nov
Black Walnut Inn
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (359)
"Lovely, unique property with huge rooms! Such a fun place to stay. "
The price is NZ$361
includes taxes & fees
17 Nov - 18 Nov
Chambery Inn
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (471)
"This bed and breakfast is a true gem, set in a beautifully preserved 1836 mansion. The rooms feature herringbone wood floors, diamond-pane windows, and soaring 11-inch ceilings, creating an atmosphere that feels both magical and timeless. With its charming, historic details and exceptionally friendly owners, staying here is like stepping into an enchanting, old-world retreat."
The price is NZ$295
includes taxes & fees
18 Nov - 19 Nov
Whistler's Inn Bed & Breakfast
The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
8.8 out of 10, Excellent, (121)
"Stayed only one night Very cosy, quiet place "
The price is NZ$306
includes taxes & fees
17 Nov - 18 Nov
The Trail in Adams - Berkshires’ Art Hotel
Old Mill Inn
3.0 star property
9.4 out of 10, Exceptional, (463)
"Would stay again! Phenomenal staff, had a great stay. "
The price is NZ$360
includes taxes & fees
18 Nov - 19 Nov
Old Mill Inn
33 Main
4.0 star property
10.0 out of 10, Exceptional, (69)
"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 NZ$664
includes taxes & fees
25 Nov - 26 Nov
33 Main
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (147)
"Very charming inn. The staff was very friendly and helpful."
The price is NZ$368
includes taxes & fees
25 Nov - 26 Nov
Brook Farm Inn
Daniel Stebbins House
3.0 star property
10.0 out of 10, Exceptional, (45)
"What is not to love about being welcomed into Richard and Ruth’s home. They are wonderful hosts and spent hours talking to us both during our stay. The house is an amazing building and learning about its history was wonderful. We walked into the tiny town and got some dinner, lovely options available. We can not wait to visit again and will be recommending anyone travelling around this area should certainly book a stay."
The price is NZ$486
includes taxes & fees
16 Nov - 17 Nov
Daniel Stebbins House
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (117)
"The Inn is very nice, however the room received was too small and was very limited for comfort. Breakfasts were great and the concert on Saturday was especially special. Would stay again if another room was available . "
The price is NZ$511
includes taxes & fees
17 Nov - 18 Nov
Devonfield Inn B&B
The Inn at Stockbridge
4.0 star property
9.8 out of 10, Exceptional, (96)
"Well-run and elegant property. "
The Inn at Stockbridge
Harbour House Inn
3.5 star property
9.4 out of 10, Exceptional, (49)
"Lovely space and welcoming host."
The price is NZ$471
includes taxes & fees
18 Nov - 19 Nov
Harbour House Inn
Eastgate Inn B&B
2.5 star property
9.2 out of 10, Wonderful, (68)
"Lovely Inn and Innkeeper. The room was clean and cozy. There was hot coffee and breakfast in the morning including homemade breads and fruit. We will be back! "
Eastgate Inn B&B
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
9.8 out of 10, Exceptional, (10)
"We would return to the inn again. Bob was wonderful and very, very accommodating:-)"
The price is NZ$2,168
includes taxes & fees
16 Nov - 17 Nov
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
2.0 out of 10, (1)
"Never even met the inn keepers...no one is in sight...WiFi wouldn’t work...a/c in room would not stay on.....1 item only for breakfast- delivered to room- that has no table or chair- stood in the bathroom to eat!!!! Very expensive for what u get "
The price is NZ$2,168
includes taxes & fees
15 Nov - 16 Nov
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
10.0 out of 10, Exceptional, (4)
"The property was a converted parochial school The rooms were old class rooms. Very spacious and extremely comfortable. Lots to do in the area or like we did just relax . We would recommend the inn for a great summer getaway . Community theater is a big attraction although not open yet Enjoy"
The price is NZ$2,168
includes taxes & fees
19 Nov - 20 Nov
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
10.0 out of 10, Exceptional, (6)
The price is NZ$2,168
includes taxes & fees
15 Nov - 16 Nov
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
8.4 out of 10, Very good, (10)
"Room was not what i reserverd I left inn and need a refund Spent an hour on the phone with Travelocity Outside inn trying to resolve reservation With no resolve I left Inn "
The price is NZ$2,168
includes taxes & fees
15 Nov - 16 Nov
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
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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Other property types in Cummington

Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1746)
"The pool/clubhouse was a bit chaotic but the overall experience of this location was fantastic. It was lovely."
The price is NZ$329
includes taxes & fees
17 Nov - 18 Nov
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, (919)
"Staff was friendly and helpful. The facility is a little run down, but it was clean. A lot was closed (ie. on site bar/restaurants) due to it being between seasons, which was disappointing. We used the hot tub, which was not very hot. We'd stay there again though. "
The price is NZ$276
includes taxes & fees
16 Nov - 17 Nov
Jiminy Peak Mountain Resort
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (13)
"Pristine can mean several different things. My interpretation was to be “like new”. This dwelling did not quite live up to that standard, but was clean, sans the “mud room” and what appeared to be mold on the peak of the ceiling above the living room. The original listing stated firewood was provided by the host. Then, the checkin instructions stated guests provided their own. Not huge, just misstated in the listing (since changed). There was a power outage while we were there, thus no...
Pristine Home In Becket Woods
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.

Frequently asked questions

Searching for B&Bs in Cummington?
If you want to find somewhere to stay with fewer rooms than a hotel and an intimate environment, a bed and breakfast might be just the right fit for your getaway to Cummington. When you want to explore some attractions in town, Swift River and Westfield River are worth a stop.
How do you know if a B&B is the right choice for your stay?
With attentive service, an atmosphere suited to mingling with other guests and tasty breakfasts, B&Bs all have a truly one-of-a-kind setting.
What are the best bed and breakfasts in Cummington?
Here are some B&Bs in the surrounding area: The Ellery: 15.7 mi (25.2 km) from the heart of Cummington. Old Mill Inn: 12 rooms. 15.6 mi (25.1 km) from the city centre. Enjoy the snack bar/deli and unique decor.
What's the best time of year to book my B&B in Cummington?
When you’re dreaming of a stay in Cummington, 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 -3°C. The snowiest months in Cummington are January, February, November and March, with each month seeing an average of 15 cm of snowfall.
What is there to do in Cummington?
When you want to spend some time in the great outdoors, Swift River and Westfield River are some notable spots. Chesterfield Gorge and Berkshire East Ski Resort are also some sites to visit if you want to see more of the area.
How can I get to and around Cummington?
Planning your excursions in and around Cummington is easier with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 20.5 mi (33.1 km) away from the city centre. Otherwise, you can search for flights to Westfield, MA (BAF-Barnes Municipal), which is 22 mi (35.3 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.