Find a Bed and Breakfast in Cummington

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Browse Select Cummington B&B

The Ellery

3.5 star property
9.0 out of 10, Wonderful, (615)
"We had a lovely stay. The staff was very friendly, the light continental breakfast was excellent and the location can’t be beat. The hotel has been renovated and our room was on the second floor. The rooms are not very well sound proofed and we’re able to hear noises and conversations in the hallway. With ear plugs, this wasn’t a problem for sleeping and the other guests were conscientious of quiet hours. Would recommend!"
The price is CA $199
CA $223 total
includes taxes & fees
Mar 2 - Mar 3
The Ellery

The Cornell Inn, Lenox

3.0 star property
9.0 out of 10, Wonderful, (1003)
"The weather played a part - our room was accessed by a set of outside stairs, and the weather was cold enough to make them a bit perilous. The staff did its best to attend to it."
The price is CA $135
CA $207 total
includes taxes & fees
Mar 3 - Mar 4
The Cornell Inn, Lenox

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (247)
"We loved the history of the hotel and how well they preserved many features of the property. Loved the suite and view of the lake. Everyone that works there was very kind and attentive."
The price is CA $181
CA $212 total
includes taxes & fees
Mar 7 - Mar 8
Lakehouse Inn

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (51)
"Gail and team run a fine facility. Room was very clean, well kept, recently renovated but charming. Bed was comfortable and the breakfast was fantastic. The omelet was delicious and the bacon was perfectly cooked. Crispy to perfection. "
The price is CA $258
CA $288 total
includes taxes & fees
Mar 3 - Mar 4
Black Walnut Inn

Old Mill Inn

3.0 star property
9.4 out of 10, Exceptional, (472)
"Fantastic stay! Peaceful, lovely, great condition. A considerate spirit enhances the whole stay - check in bag with chocolates, reading lamps, gas fire in the cafe and homemade baked goods. "
The price is CA $231
CA $258 total
includes taxes & fees
Mar 9 - Mar 10
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 $272
CA $304 total
includes taxes & fees
Mar 2 - Mar 3
Chambery Inn

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 $544
CA $608 total
includes taxes & fees
Mar 6 - Mar 7
33 Main

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (122)
"Beautiful property, great service "
The price is CA $357
CA $399 total
includes taxes & fees
Mar 4 - Mar 5
Devonfield Inn B&B

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (150)
"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 $274
CA $307 total
includes taxes & fees
Mar 3 - Mar 4
Brook Farm 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 $249
CA $278 total
includes taxes & fees
Mar 1 - Mar 2
The Trail in Adams - Berkshires’ Art Hotel

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (97)
"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 $390
CA $413 total
includes taxes & fees
Mar 3 - Mar 4
Harbour House 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 CA $346
CA $366 total
includes taxes & fees
Mar 16 - Mar 17
Daniel Stebbins House

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...
Whistler's Inn Bed & Breakfast

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

Chambery Inn / 7,000 Sqft Luxury Historic Berkshire landmark on Main Street

Chambery Inn / 7,000 Sqft Luxury Historic Berkshire landmark on Main Street

Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm

10.0 out of 10, Exceptional, (1)
"The piano, large spaces, and fireplace were all much appreciated."
The price is CA $215
CA $247 total
includes taxes & fees
Mar 1 - Mar 2
Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm

Cozy Farmhouse Retreat - Ram Dass Room

The price is CA $129
CA $159 total
includes taxes & fees
Mar 1 - Mar 2
Cozy Farmhouse Retreat - Ram Dass Room

Cozy Retreat in historic Farmhouse - Tranquility Room

The price is CA $215
CA $247 total
includes taxes & fees
Mar 1 - Mar 2
Cozy Retreat in historic Farmhouse - Tranquility 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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Other property types in Cummington

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

9.6 out of 10, Exceptional, (32)
"The house was nicer than we expected we had a wonderful time and will recommend to friends."
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

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, (1772)
"Great stay as always! Highly recommend."
The price is CA $141
CA $169 total
includes taxes & fees
Mar 2 - Mar 3
Vacation Village in the Berkshires
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, Westfield River and Swift 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. Located 15.6 mi (25.1 km) from the core of Cummington. 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, Westfield River and Swift 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.