Find a Bed and Breakfast in Cummington from CA $175

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
Feb 7 - Feb 9
In two weeks
Feb 14 - Feb 16
In one month
Feb 28 - Mar 2
In two months
Mar 28 - Mar 30

Browse Select Cummington B&B

The Ellery
Lobby

The Ellery

3.5 star property
9.0 out of 10, Wonderful, (587)
"This was a nice hotel. Clean and very friendly and helpful staff. Breakfast was ok. Typical continental breakfast. Fireplace on for breakfast only. Nice cozy place. I would stay again for sure. "
The price is CA $199
CA $223 total
includes taxes & fees
Feb 2 - Feb 3
The Ellery
The Cornell Inn, Lenox
Porch

The Cornell Inn, Lenox

3.0 star property
9.0 out of 10, Wonderful, (1001)
"My room was adorable...completely charming and well appointed. I appreciated the phone call with detailed late check-in instructions and when I arrived the property manager walked me to my room. Breakfast was lovely and the staff very friendly. Town a is an easy walk."
The price is CA $175
CA $205 total
includes taxes & fees
Jan 28 - Jan 29
The Cornell Inn, Lenox
Lakehouse Inn
Aerial view

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (239)
"Amazing breakfast!"
The price is CA $181
CA $212 total
includes taxes & fees
Jan 31 - Feb 1
Lakehouse Inn
Old Mill Inn
Room, River View (The Williamsburg Suite) | Private kitchen

Old Mill Inn

3.0 star property
9.4 out of 10, Exceptional, (467)
"A short overnight trip to see family after the holiday. We didn’t want to leave. Justin and Deb were so friendly and helpful. A lovely immaculate and comfortable room. The breakfast buffet was delicious with many choices to please. We will definitely stay there again when visiting. Thank you "
The price is CA $464
CA $518 total
includes taxes & fees
Feb 1 - Feb 2
Old Mill Inn
Black Walnut Inn
Deluxe Studio Suite

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (45)
"The staff was very friendly and helpful. The room was spotless and very comfortable, handicap accessible with convenient free parking. Breakfast was unique in our experience. We registered the night before for breakfast, the time we wanted to eat and chose what we wanted from the menu options. Everything was made fresh from scratch with fresh baked pastries included! Our cook welcomed us and made us feel like we were in our in home eating with family. Overall, I would highly recommend The Black...
The price is CA $218
CA $244 total
includes taxes & fees
Feb 4 - Feb 5
Black Walnut Inn
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 CA $272
CA $304 total
includes taxes & fees
Jan 29 - Jan 30
Chambery Inn
33 Main
Luxury Room, 1 King Bed, Bathtub

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 CA $463
CA $518 total
includes taxes & fees
Feb 3 - Feb 4
33 Main
Devonfield Inn B&B
Front of property - evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (122)
"Great location "
The price is CA $400
CA $447 total
includes taxes & fees
Jan 28 - Jan 29
Devonfield Inn B&B
Brook Farm Inn
Front of property

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (149)
"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 $248
CA $277 total
includes taxes & fees
Jan 28 - Jan 29
Brook Farm 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, (127)
"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 $231
CA $258 total
includes taxes & fees
Jan 28 - Jan 29
The Trail in Adams - Berkshires’ Art Hotel
The Inn at Stockbridge
Exterior

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (97)
"Very enjoyable stat."
The Inn at Stockbridge
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
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Exterior

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 CA $1,434
CA $1,829 total
includes taxes & fees
Jan 29 - Jan 30
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
Exterior

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 CA $1,434
CA $1,829 total
includes taxes & fees
Jan 29 - Jan 30
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
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 CA $369
CA $391 total
includes taxes & fees
Jan 28 - Jan 29
Harbour House Inn
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
1 bedroom, desk, iron/ironing board, WiFi

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 CA $1,434
CA $1,829 total
includes taxes & fees
Jan 29 - Jan 30
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
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
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
1 bedroom, desk, iron/ironing board, WiFi

Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite

10.0 out of 10, Exceptional, (6)
The price is CA $1,434
CA $1,829 total
includes taxes & fees
Jan 28 - Jan 29
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
Exterior

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 CA $1,434
CA $1,829 total
includes taxes & fees
Jan 28 - Jan 29
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
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
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.
Don't see what you're looking for?
See all available properties in Cummington
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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
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, (1757)
"It had a great pool and hot tub. also right near the ski area, jiminey Peak."
The price is CA $193
CA $227 total
includes taxes & fees
Feb 2 - Feb 3
Vacation Village in the Berkshires
The Ponds at Foxhollow by Capital Vacations
Property grounds

The Ponds at Foxhollow by Capital Vacations

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The price is CA $332
CA $370 total
includes taxes & fees
Feb 14 - Feb 15
The Ponds at Foxhollow by Capital Vacations
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. Ashfield Lake 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.