Find a Bed and Breakfast in Cummington from CA $154

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Browse Select Cummington B&B

The Ellery

3.5 star property
9.0 out of 10, Wonderful, (644)
"We had a fantastic stay at the Ellery! From the moment we arrived, we were warmly welcomed, and the check-in process was seamless. Our room was spotless, spacious, and beautifully modern, with all the amenities we needed for a comfortable stay. The highlight was definitely the breakfast—so generous and thoughtfully curated! We loved the fresh avocado toast, the variety of gluten-free options, and the organic coffee and teas. Every detail felt intentional and well-executed. And the fire in the...
The price is CA $206
CA $230 total
includes taxes & fees
Apr 6 - Apr 7
The Ellery

The Cornell Inn, Lenox & The Berkshires

3.0 star property
9.0 out of 10, Wonderful, (1003)
"What a beautiful, well-appointed room we stayed in at the Cornell! We had "Jennifer's Room" and loved the decor and comfort of the space, including fireplace!! The breakfast was delicious and the staff was super friendly. We'll definitely be back!! "
The price is CA $154
CA $227 total
includes taxes & fees
Apr 4 - Apr 5
The Cornell Inn, Lenox & The Berkshires

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (53)
"The owner Gail was absolutely amazing and so hospitable. She made our stay an absolute pleasure. The room is decorated beautifully, and the breakfast was to die for!"
The price is CA $282
CA $315 total
includes taxes & fees
Apr 7 - Apr 8
Black Walnut Inn

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (254)
"We had a great stay at The Lakehouse Inn. Upon arrival we were greeted with a beverage and brownies. Our room was lovely, the new gas fireplace was a bonus. And the breakfast was out of this world! Service was fantastic from everyone involved, especially our breakfast server Kathleen. We would definitely recommend a stay here."
Lakehouse Inn

Old Mill Inn

3.0 star property
9.4 out of 10, Exceptional, (476)
"The hotel is a beautiful, renovated property in Hatfield, Massachusetts, ten minutes north of Northampton. The rooms are lovely and extremely clean. It was self check-in and self check-out, so there wasn't a lot of interaction with staff. A substantial and delicious Continental breakfast was offered to guests with amazing baked goods and breakfast sandwiches. I really liked this hotel and will happily stay here again."
The price is CA $273
CA $305 total
includes taxes & fees
Apr 7 - Apr 8
Old Mill Inn

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (363)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is CA $342
CA $382 total
includes taxes & fees
Apr 4 - Apr 5
Chambery Inn

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (128)
"The Trail in Adams offered me exactly what I needed: a quiet and convenient place prepare for a day in the woods the next day. Very convenient walking to nearby restaurants, right in the middle of Adams. There was a snowstorm that night, and the walks were shoveled several times that evening and the next morning. "
The price is CA $248
CA $277 total
includes taxes & fees
Apr 4 - Apr 5
The Trail in Adams - Berkshires’ Art Hotel

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 $560
CA $625 total
includes taxes & fees
Apr 6 - Apr 7
33 Main

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (151)
"Loves that they had en EV charger for me to charge while we were “home”. Beautiful location and house. Welcoming hospitality that was very refreshing. Thank you. "
The price is CA $303
CA $338 total
includes taxes & fees
Apr 10 - Apr 11
Brook Farm Inn

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (122)
"Beautiful property, great service "
The price is CA $355
CA $397 total
includes taxes & fees
Apr 4 - Apr 5
Devonfield Inn B&B

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (471)
"I liked that it is an older style bed and breakfast place. You could say "classy" or "vintage". It reminded me of places where I would visit with family when I was a child. I received a personal welcome and orientation to the property. Breakfast was nice and cooked options were available for me to choose. Another guest in the dining room at breakfast was also enjoying the visit and it was natural to strike up a conversation and get to know each other. It was a more personal kind of stay than...
The price is CA $233
CA $288 total
includes taxes & fees
May 1 - May 2
Whistler's Inn Bed & Breakfast

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 CA $385
CA $431 total
includes taxes & fees
Apr 7 - Apr 8
Daniel Stebbins House

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"We we were in the Out of Africa room, set apart in a complex of 4 suites in a unit apart from the Inn itself. The room was uniquely created to feel like an escape to Africa, and heated by a lovely gas fireplace. The breakfast both mornings, delicious. A perfect getaway!"
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 CA $384
CA $406 total
includes taxes & fees
Apr 15 - Apr 16
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

The Red Door B&B

3.0 star property
10.0 out of 10, Exceptional, (5)
"We loved staying at this b&b. The owners were very accommodating, kind and helpful. Because of the pandemic, they only took us for the weekend. The breakfasts were above and beyond our expectations, simply fantastic. We highly recommend this beautiful place and we will be back for sure. "
The Red Door B&B

UU Rowe Camp and Conference Center

2.0 star property
UU Rowe Camp and Conference Center

Chesapeake Inn of Lenox

3.0 star property
7.4 out of 10, Good, (8)
"Very convenient location to arts / outdoors events in Lenox area. Available for one night stay, last minute booking. Host very responsive"
Chesapeake Inn of Lenox

Unique people and pet welcoming haven

Unique people and pet welcoming haven
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

The Clearing - Quiet - Close To Nature

10.0 out of 10, Exceptional, (187)
"Thank you for sharing your wonderful home! It had everything we needed including a quiet, peaceful, private, beautiful location, comfortable bed, great books!!, and a well equipped kitchen. We are very grateful you had availability for our Thanksgiving visit with family. Thank you!!"
The Clearing - Quiet - Close To Nature

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1794)
"The location to jimney peak was great."
The price is CA $170
CA $202 total
includes taxes & fees
Apr 8 - Apr 9
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (925)
"Staff was exceptionally helpful and friendly."
The price is CA $191
CA $210 total
includes taxes & fees
Apr 4 - Apr 5
Jiminy Peak Mountain Resort
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 an accommodation with a small number of rooms and a more personalized environment, a bed and breakfast might be the perfect option for your trip 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 a good option for your stay?
With attentive service, opportunities to meet other guests, and top-rated breakfasts, B&Bs offer a 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 heart of downtown. Enjoy the deli and unique décor.
What's the best time of year to book my B&B in Cummington?
When you’re dreaming of a trip to Cummington, 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 27°F. The snowiest months in Cummington are January, February, November, and March, with each month seeing an average of 6 inches 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?
You can plan your excursions in and around Cummington ahead of time with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 20.5 mi (33.1 km) away from the heart of the city. Otherwise, look for flights into 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.