Find hotels in Cummington, MA from ฿2,654

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24 Dec - 25 Dec
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26 Dec - 28 Dec
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Our top choices for Cummington hotels

Porch
Lakehouse Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
Located in Lee, this inviting B&B offers kayaking adventures and a terrace with lakefront views. Wake up to a full breakfast each morning before exploring nearby attractions like The Mount and Wyndhurst Golf & Club. Helpful staff ensure a memorable stay.
"A charming inn in the center of the Berkshires."
United States
Danny
The price is ฿5,724
฿6,713 total
includes taxes & fees
15 Jan - 16 Jan 2026
Lakehouse Inn
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, (143)
Immerse yourself in this artistic B&B offering hiking trails right from the property. Close to Adams Theatre and the Berkshire Scenic Railway Museum, this boutique hotel provides free WiFi, parking, and daily housekeeping.
"Staff was great, very clean, Breakfast was terrific"
United States
michael
The price is ฿5,405
฿6,037 total
includes taxes & fees
25 Dec - 26 Dec
The Trail in Adams - Berkshires’ Art Hotel
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)
Devonfield Inn B&B offers massages, free breakfast, and complimentary WiFi near Greenock Country Club. The charming property features a lovely terrace and garden, with free parking for easy exploration of nearby attractions.
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Exterior
The Whitlock

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (281)
Surrounded by natural beauty, this Lenox hotel offers easy access to Tanglewood Music Centre. Explore nearby hiking and biking trails, then unwind on the terrace or garden. Free WiFi and parking enhance your Berkshires adventure.
"great location"
United States
Brian
The price is ฿4,544
฿5,076 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Whitlock
Seasonal outdoor pool
Sunset Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (410)
Discover this charming motel in Lee with free WiFi and parking. The helpful staff ensures a welcoming stay while the seasonal outdoor pool provides refreshment. Nearby attractions include Lee Library and Tanglewood Music Centre, with hiking trails waiting for exploration.
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is ฿2,800
฿3,127 total
includes taxes & fees
25 Dec - 26 Dec
Sunset Inn
Front of property
Chambery Inn

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
Experience tranquility at this peaceful B&B in Lee, where deep-tissue massages and aromatherapy await. Just a 10-minute drive from Tanglewood Music Centre, guests enjoy access to a hot tub, terrace, and snack bar while exploring nearby Berkshire attractions.
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Single Room | In-room safe, desk, free WiFi, bed sheets
Blue Vista Motor Lodge

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (197)
This motel offers a peaceful retreat with 2 hot tubs and a rejuvenating sauna. Located near Florida Free Public Library, guests praise the helpful staff and clean rooms. Enjoy free WiFi and parking during your North Adams adventure.
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
The price is ฿5,555
฿5,872 total
includes taxes & fees
28 Dec - 29 Dec
Blue Vista Motor Lodge
Loft, Private Bathroom (Skylight Loft) | Premium bedding, iron/ironing board, rollaway beds, free WiFi
Brook Farm Inn

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164)
Relax in this Lenox retreat featuring poolside drinks and a garden oasis. Just minutes from Shakespeare and Company, this B&B offers free breakfast, WiFi and parking. Guests consistently praise the attentive staff for an exceptional stay.
"Everything was perfect - location and accommodation."
United States
Christopher
Brook Farm Inn
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
This centrally located motel has an inviting outdoor pool where you can cool off after exploring nearby attractions. Free WiFi and self parking add extra value while the helpful staff ensures a pleasant stay in clean, comfortable rooms.
"Staff was very friendly and helpful."
United States
Pamela
The price is ฿2,457
฿2,745 total
includes taxes & fees
25 Dec - 26 Dec
Howard Johnson by Wyndham Lenox
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, (98)
Charming inn offering free full breakfast, WiFi, and parking, just 5 minutes from UMass Amherst. Adventure awaits on nearby hiking and biking trails, while Puffers Pond South Beach provides scenic relaxation after a day of exploration.
"Was a wonderful inn and breakfast absolutely delicious!"
United States
Valerie
Black Walnut 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)
Set in Lee, this B&B offers serene escapes with an outdoor pool and rejuvenating massages. Explore nearby National Shrine of Divine Mercy while enjoying free breakfast, WiFi, and parking. The 24-hour fitness centre and garden create a peaceful country getaway.
"Well-run and elegant property. "
United States
Steven
The price is ฿7,801
฿9,150 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Inn at Stockbridge
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)
This charming bed and breakfast in Lenox offers a complimentary full breakfast daily. Enjoy free WiFi and parking while staying minutes from Lenox Library and The Bookshop. Pittsfield Municipal Airport is just an 11-minute drive away.
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is ฿12,450
฿13,907 total
includes taxes & fees
18 Jan - 19 Jan 2026
33 Main
Courtyard
The Springs Motel

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (88)
Embrace the natural charm at this New Ashford motel offering a refreshing seasonal outdoor pool. Free WiFi and parking make exploration easy, with Jiminy Peak Mountain Resort and Brodie Mountain just a short drive away. Enjoy the garden and terrace areas.
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
The price is ฿3,757
฿4,121 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Springs Motel
Front of property
Blooming Inn

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (125)
Explore Glacial Potholes from this welcoming guesthouse offering snowshoeing, sledding, and snowmobiling on site. Enjoy daily housekeeping and easy access to local attractions like the Shelburne Falls Bowling Alley, with Greenfield Station just a 16-minute drive away.
"Homey spot filled with extra Christmas cheer for the season. Hosts Ellie and Richard are so nice! "
United States
Allison
The price is ฿2,100
฿3,870 total
includes taxes & fees
5 Jan - 6 Jan 2026
Blooming Inn
Front of property
Becket Motel

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60)
Nestled in the quaint town of Becket, this motel offers complimentary WiFi and parking just moments from the Historic Quarry. Explore nearby hiking trails before returning to comfortable rooms with convenient room service.
"Comfortable stay "
United States
Paul
The price is ฿3,017
฿4,413 total
includes taxes & fees
25 Dec - 26 Dec
Becket Motel
Exterior detail
Maple Terrace Motel

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (591)
Dive into adventure at this Williamstown motel near Linear Park, offering a refreshing seasonal outdoor pool. With free breakfast, WiFi, and parking, plus nearby skiing opportunities, guests consistently praise the helpful staff, clean rooms, and overall value.
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is ฿3,079
฿3,440 total
includes taxes & fees
28 Dec - 29 Dec
Maple Terrace Motel
Suite, 2 Bedrooms | Frette Italian sheets, premium bedding, down duvets, minibar
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (448)
"It is the perfect place to stay!"
United States
Darrell
The price is ฿4,468
฿5,686 total
includes taxes & fees
22 Jan - 23 Jan 2026
The Porches Inn at Mass MoCA
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, (501)
Enjoy free breakfast at this Hatfield B&B featuring a cosy bar/lounge and tranquil garden terrace. Located near Porter Phelps Huntington Museum, Old Mill Inn offers complimentary WiFi and parking, with helpful staff ready to enhance your countryside retreat.
"Loved our stay! "
United States
Jay
Old Mill Inn
Exterior
The Villager Motel

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (767)
Immerse in the tranquility of Williamstown at this cosy retreat with free continental breakfast and WiFi. Located near Mountain Meadow Preserve and Williamstown Trailhead, this motel offers clean rooms and exceptionally helpful staff.
"It's very good for stay over"
United States
Frances
The price is ฿2,146
฿2,397 total
includes taxes & fees
25 Dec - 26 Dec
The Villager Motel
Romantic Room, 1 King Bed (Room 4) | Desk, iron/ironing board, free WiFi
The Revival House

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (25)
Unwind at this charming guesthouse offering free perks including WiFi, parking, and daily breakfast. Located near Adams Theatre and Berkshire Scenic Railway Museum, this cosy retreat provides a perfect base for exploring local attractions.
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
United States
melissa
The price is ฿4,668
฿5,214 total
includes taxes & fees
25 Dec - 26 Dec
The Revival House
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

The Williams Inn

The Williams Inn

10/10 Excellent
"Room was very clean. Didn’t have breakfast. Staff was friendly and check in was quick. "
Stacey 1-night trip
Posted 2 weeks ago
The Williams Inn

More cheap stays in Cummington

Quality Inn

Quality Inn

170 Housatonic Street Lee MA
The price is ฿2,571 per night from 6 Jan to 7 Jan
฿2,571
฿2,872 total
6 Jan - 7 Jan 2026
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)

Frequently asked questions

What's the best place for a stay in Cummington?
Located 21.6 mi (34.8 km) from the heart of Cummington, Vacation Village in the Berkshires is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are D. Hotel Suites & Spa and Hotel Downstreet, an Ascend Collection Hotel. See all available top hotels, or vacation rentals in Cummington.
If I need to cancel my hotel reservation in Cummington, will I receive a refund?
Yes! You'll find that most hotel reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Cummington.
What are some accommodation options with pools in Cummington?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. D. Hotel Suites & Spa and Hotel Downstreet, an Ascend Collection Hotel are a couple of other choices that offer an on-site pool. View all hotels with pools in Cummington.
How is it to stay in Cummington?
Visitors can enjoy all that Cummington has to offer, including the shopping and restaurants. In Cummington, there are 6 hotels and other accommodation options to choose from. Find out more about Cummington.
What should I see while I'm in Cummington?
The picturesque setting of Swift River and Westfield River exemplify the area's natural beauty. You'll also find Chesterfield Gorge and Ashfield Lake in the area. Take a look at what more there is to see and do in Expedia's Cummington guide.
What's the seasonal weather like in Cummington?
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.