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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 NZ$336
includes taxes & fees
29 Dec - 30 Dec
Lakehouse Inn
Front of property
Chambery Inn

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (374)
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 spa pool, 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
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, (144)
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 NZ$333
includes taxes & fees
29 Dec - 30 Dec
The Trail in Adams - Berkshires’ Art Hotel
Single Room
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 spa pools 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 NZ$323
includes taxes & fees
29 Dec - 30 Dec
Blue Vista Motor Lodge
Deluxe Studio Suite
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
Loft, Private Bathroom (Skylight Loft)
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
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 NZ$172
includes taxes & fees
29 Dec - 30 Dec
Sunset Inn
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 NZ$253
includes taxes & fees
5 Jan - 6 Jan 2026
The Whitlock
Front of property
Blooming Inn

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (126)
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 NZ$236
includes taxes & fees
29 Dec - 30 Dec
Blooming Inn
Luxury Room, 1 King Bed, Bathtub
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 NZ$762
includes taxes & fees
11 Jan - 12 Jan 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)
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 detail
Maple Terrace Motel

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (592)
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.
"Cute place"
United States
Lisa
The price is NZ$189
includes taxes & fees
29 Dec - 30 Dec
Maple Terrace Motel
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 NZ$241
includes taxes & fees
29 Dec - 30 Dec
Becket Motel
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 NZ$504
includes taxes & fees
1 Jan - 2 Jan 2026
The Inn at Stockbridge
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1001)
Enjoy panoramic lake vistas at this peaceful Lenox hotel, just 10 minutes from Tanglewood Music Centre. After working out in the 24-hour fitness centre, savour Indian cuisine at Mint restaurant while watching spectacular sunsets over the water.
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is NZ$199
includes taxes & fees
6 Jan - 7 Jan 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Room, River View (The Williamsburg Suite) | Private kitchen
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
Suite, 2 Bedrooms
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, (449)
"It is the perfect place to stay!"
United States
Darrell
The price is NZ$313
includes taxes & fees
26 Jan - 27 Jan 2026
The Porches Inn at Mass MoCA
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 NZ$151
includes taxes & fees
29 Dec - 30 Dec
Howard Johnson by Wyndham Lenox
Balcony
Inn on Boltwood

Inn on Boltwood

Inn on Boltwood
3.0 star property
Amherst
9.4 out of 10, Exceptional, (753)
Savour Colonial sophistication at this Amherst hotel with a rooftop terrace overlooking the historic campus. Just minutes from Emily Dickinson Museum, enjoy American cuisine at 30Boltwood restaurant, relax in the garden, or stroll to nearby cultural attractions.
"Room was clean and the bed was very comfortable. "
United States
Michael
Inn on Boltwood
Exterior
Cozy Corner Motel

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (887)
"Clean, Great Staff, Quiet"
United States
john
The price is NZ$144
includes taxes & fees
19 Jan - 20 Jan 2026
Cozy Corner Motel
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

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

10/10 Excellent
"Clean room, friendly staff"
Dawn 1-night trip
Posted 15 hours ago
Courtyard by Marriott Lenox Berkshires

More cheap accommodation in Cummington

Quality Inn

Quality Inn

170 Housatonic Street Lee MA
The price is NZ$161 per night from 11 Jan to 12 Jan
NZ$161
11 Jan - 12 Jan 2026
includes taxes & fees
8.2/10 Very Good! (1,000 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.
What are some of the best holiday rentals that Cummington has to offer?
Peace and quiet on the lake: This holiday home rental outside of Cummington is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. See all 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.

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