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Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Compare 32 B&B in Cummington with updated reviews, rates, and availability.

The Ellery
Lobby

The Ellery

3.5 star property
9.0 out of 10, Wonderful, (623)
"Very welcoming staff since making reservation. Communication was easy and friendly. Breakfast room very nice with fireplace. Food and beverages were of good quality and fresh. Check in and out were very easy. "
The price is AED 474
AED 529 total
includes taxes & fees
16 Mar - 17 Mar
The Ellery
The Cornell Inn, Lenox
Front of property

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 AED 492
AED 693 total
includes taxes & fees
24 Mar - 25 Mar
The Cornell Inn, Lenox
Black Walnut Inn
Deluxe Studio Suite | Hypo-allergenic bedding, individually decorated, individually furnished

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (52)
"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 AED 660
AED 737 total
includes taxes & fees
10 Mar - 11 Mar
Black Walnut Inn
Lakehouse Inn
Aerial view

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (248)
"Wonderful!!!"
Lakehouse Inn
Old Mill Inn
Room, River View (The Williamsburg Suite) | Private kitchen | Coffee/tea maker, cleaning supplies, paper towels

Old Mill Inn

3.0 star property
9.4 out of 10, Exceptional, (474)
"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 AED 592
AED 661 total
includes taxes & fees
10 Mar - 11 Mar
Old Mill Inn
The Trail in Adams - Berkshires’ Art Hotel
Terrace/patio

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 AED 638
AED 713 total
includes taxes & fees
10 Mar - 11 Mar
The Trail in Adams - Berkshires’ Art Hotel
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, (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 AED 1,410
AED 1,575 total
includes taxes & fees
11 Mar - 12 Mar
33 Main
Chambery Inn
Front of property

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 AED 698
AED 779 total
includes taxes & fees
10 Mar - 11 Mar
Chambery Inn
Brook Farm Inn
Front of property

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 AED 746
AED 833 total
includes taxes & fees
10 Mar - 11 Mar
Brook Farm Inn
Devonfield Inn B&B
Front of property - evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (122)
"Beautiful property, great service "
The price is AED 951
AED 1,063 total
includes taxes & fees
10 Mar - 11 Mar
Devonfield Inn B&B
Whistler's Inn Bed & Breakfast
Property grounds

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
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Lovely space and welcoming host."
The price is AED 1,008
AED 1,066 total
includes taxes & fees
17 Mar - 18 Mar
Harbour House Inn
Daniel Stebbins House
Exterior

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 AED 887
AED 938 total
includes taxes & fees
10 Mar - 11 Mar
Daniel Stebbins House
Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
2 bedrooms, WiFi

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

10.0 out of 10, Exceptional, (2)
"We were not able to make it do to a storm and was refunded the full price when the room was not "insured". Owner communication was good. Would recommend others work with this outfit."
The price is AED 551
AED 629 total
includes taxes & fees
10 Mar - 11 Mar
Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
Cozy Retreat in historic Farmhouse - Tranquility Room
1 bedroom, WiFi

Cozy Retreat in historic Farmhouse - Tranquility Room

The price is AED 551
AED 629 total
includes taxes & fees
11 Mar - 12 Mar
Cozy Retreat in historic Farmhouse - Tranquility Room
The Inn at Stockbridge
Exterior

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
Eastgate Inn B&B
Porch

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
Cozy Retreat in the Berkshires - Apple Room in Orchard Guest House
Living area

Cozy Retreat in the Berkshires - Apple Room in Orchard Guest House

The price is AED 367
AED 445 total
includes taxes & fees
23 Mar - 24 Mar
Cozy Retreat in the Berkshires - Apple Room in Orchard Guest House
The Red Door B&B
Interior

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
9 bedrooms, iron/ironing board, WiFi, bed sheets

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

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

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

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
Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1786)
"It was very nice. Had a kitchen and 2 tvs!"
The price is AED 400
AED 476 total
includes taxes & fees
13 Mar - 14 Mar
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, 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. 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, 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.