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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Cummington bed & breakfast

Deluxe Studio Suite | Hypo-allergenic bedding, individually decorated, individually furnished
Black Walnut Inn

Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
10.0 out of 10, Exceptional, (99)
"Most comfortable stay in Amherst, indeed: a home away from home."
United States
Doree
Black Walnut Inn
Room, River View (The Williamsburg Suite) | Private kitchen | Coffee/tea maker, cleaning supplies, paper towels
Old Mill Inn

Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (500)
"Loved our stay! "
United States
Jay
Old Mill Inn
Front of property
UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center
2.0 star property
Rowe
The price is AED 547
AED 578 total
includes taxes & fees
17 Dec - 18 Dec
UU Rowe Camp and Conference Center
Terrace/patio
The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (142)
"Staff was great, very clean, Breakfast was terrific"
United States
michael
The price is AED 638
AED 713 total
includes taxes & fees
17 Dec - 18 Dec
The Trail in Adams - Berkshires’ Art Hotel
Porch
Lakehouse Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is AED 684
AED 802 total
includes taxes & fees
13 Dec - 14 Dec
Lakehouse Inn
Exterior
The Inn at Stockbridge

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
The price is AED 921
AED 1,080 total
includes taxes & fees
1 Jan - 2 January 2026
The Inn at Stockbridge
Front of property
Chambery Inn

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi
33 Main

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is AED 1,431
AED 1,599 total
includes taxes & fees
11 Jan - 12 January 2026
33 Main
Front of property - evening/night
Devonfield Inn B&B

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
3 bedrooms, bed sheets
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is AED 1,022
AED 1,316 total
includes taxes & fees
6 Jan - 7 January 2026
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
1 bedroom, WiFi, bed sheets, wheelchair access
Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is AED 995
AED 1,301 total
includes taxes & fees
14 Dec - 15 Dec
Experience Timeless Elegance in The Edith Wharton Room!
Exterior
Harbour House Inn

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
"Nice place for a weekend away."
United States
Gregory
The price is AED 790
AED 835 total
includes taxes & fees
7 Jan - 8 January 2026
Harbour House Inn
1 bedroom, WiFi, bed sheets
Elegant Carriage House room with a queen bed and private patio.

Elegant Carriage House room with a queen bed and private patio.

Elegant Carriage House room with a queen bed and private patio.
Lenox
The price is AED 1,055
AED 1,366 total
includes taxes & fees
14 Dec - 15 Dec
Elegant Carriage House room with a queen bed and private patio.
1 bedroom, bed sheets
Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony
Lenox
The price is AED 1,116
AED 1,436 total
includes taxes & fees
14 Dec - 15 Dec
Cozy Carriage House room with a double bed and private balcony
Terrace/patio
Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is AED 1,209
AED 1,555 total
includes taxes & fees
6 Jan - 7 January 2026
Historic Susan B. Anthony Room - Cozy & Charming Stay
1 bedroom, bed sheets
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Lenox
The price is AED 1,570
AED 1,976 total
includes taxes & fees
15 Dec - 16 Dec
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Fireplace
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Lenox
The price is AED 1,449
AED 1,880 total
includes taxes & fees
14 Dec - 15 Dec
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Living area
Elegant suite with a king bed, fireplace, and kitchenette.

Elegant suite with a king bed, fireplace, and kitchenette.

Elegant suite with a king bed, fireplace, and kitchenette.
Lenox
The price is AED 1,803
AED 2,330 total
includes taxes & fees
11 Jan - 12 January 2026
Elegant suite with a king bed, fireplace, and kitchenette.
Fireplace
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Lenox
The price is AED 1,803
AED 2,330 total
includes taxes & fees
11 Jan - 12 January 2026
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is AED 614
AED 706 total
includes taxes & fees
17 Dec - 18 Dec
The Cornell Inn, Lenox & 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.
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Top Cummington Hotel Reviews

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"Front desk ladies were very pleasant and professional and helpful. We were very satisfied spending night there"
Nuzhat 1-night trip
Posted 2 days ago
Comfort Inn & Suites

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?
Below is a B&B in the area: 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, Westfield River and Swift River are some notable spots. Chesterfield Gorge and Ashfield Lake 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.