Bed and Breakfast in Cummington

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Featured B&B in Cummington

The Ellery

3.5 star property
9.2 out of 10, Wonderful, (784)
"Wonderful breakfast and cute and cozy lobby "
The price is NZ$251
includes taxes & fees
19 Aug - 20 Aug
The Ellery

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1004)
"Lovely place. Excellent staff, Wonderful breakfast."
The price is NZ$306
includes taxes & fees
1 Sept - 2 Sept
The Cornell Inn, Lenox & The Berkshires

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (77)
"Was a wonderful inn and breakfast absolutely delicious!"
The price is NZ$427
includes taxes & fees
14 Aug - 15 Aug
Black Walnut Inn

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (480)
"Nice quaint out of the ordinary vacation experience. "
The price is NZ$307
includes taxes & fees
17 Aug - 18 Aug
Whistler's Inn Bed & Breakfast

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (132)
"Stayed only one night Very cosy, quiet place "
The price is NZ$352
includes taxes & fees
13 Aug - 14 Aug
The Trail in Adams - Berkshires’ Art Hotel

Old Mill Inn

3.0 star property
9.4 out of 10, Exceptional, (488)
"The staff were very polite and accomodatin"
Old Mill Inn

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (277)
"Great Views & Hospitality"
Lakehouse Inn

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (156)
"Wonderful cozy and warm feel. Property, location and service are all excellent."
Brook Farm 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! "
33 Main

Daniel Stebbins House

3.0 star property
10.0 out of 10, Exceptional, (46)
"The area is lovely and this building is full of history but they have managed to fit modern air-conditioning into this 226 year old building. "
The price is NZ$507
includes taxes & fees
13 Aug - 14 Aug
Daniel Stebbins House

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (51)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is NZ$424
includes taxes & fees
14 Aug - 15 Aug
Harbour House Inn

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The Inn at Stockbridge

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B

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

The price is NZ$505
includes taxes & fees
1 Sept - 2 Sept
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Eastgate Inn B&B

2.5 star property
9.2 out of 10, Wonderful, (69)
"Dahlia is great. Excellent accommodation. We walked to Tanglewood "
Eastgate Inn B&B

The Red Door B&B

3.0 star property
10.0 out of 10, Exceptional, (5)
"Centrally located. Lovely hosts. Only three bedrooms so we got to know the other guests. The breakfasts were works of art as well as delicious."
The Red Door B&B

UU Rowe Camp and Conference Center

2.0 star property
UU Rowe Camp and Conference Center

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

The price is NZ$938
includes taxes & fees
1 Sept - 2 Sept
Elegant suite with a king bed, fireplace, and kitchenette.

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
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

Frequently asked questions

Searching for B&Bs in Cummington?
If you want to find somewhere to stay with fewer rooms than a hotel and an intimate environment, a bed and breakfast might be just the right fit for your getaway 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 the right choice for your stay?
With attentive service, an atmosphere suited to mingling with other guests and tasty breakfasts, B&Bs all have a truly one-of-a-kind setting.
What are the best bed and breakfasts in Cummington?
Below is a B&B in the surrounding area: The Ellery: 15.7 mi (25.2 km) from the heart of Cummington.
What's the best time of year to book my B&B in Cummington?
When you're dreaming of a stay in Cummington, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Cummington are January, February, November and March, with each month seeing an average of 15 cm 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. Three Sisters Sanctuary and Glendale Falls are also some sites to visit if you want to see more of the area.
How can I get to and around Cummington?
Planning your excursions in and around Cummington is easier with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 20.5 mi (33.1 km) away from the city centre. Otherwise, you can search for flights to 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.