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12 Dec - 14 Dec
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Motels in Stockbridge

Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Monument Mountain Motel

2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (801)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
7.6 out of 10, Good, (827)
"Staff was very friendly and helpful."
United States
Pamela
The price is SAR 296
SAR 331 total
includes taxes & fees
2 Dec - 3 Dec
Howard Johnson by Wyndham Lenox
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
Great Barrington
7.6 out of 10, Good, (560)
"The staff were very friendly and accommodating "
United States
Tom
The price is SAR 281
SAR 314 total
includes taxes & fees
3 Dec - 4 Dec
Travelodge by Wyndham Great Barrington Berkshires
Courtyard
The Springs Motel

The Springs Motel

2.0 star property
New Ashford
9.2 out of 10, Wonderful, (87)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
The price is SAR 453
SAR 497 total
includes taxes & fees
8 Dec - 9 Dec
The Springs Motel
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

3.0 star property
Great Barrington
8.6 out of 10, Excellent, (547)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is SAR 413
SAR 461 total
includes taxes & fees
1 Jan - 2 January 2026
The Little Lion
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

2.0 star property
Pittsfield
7.8 out of 10, Good, (839)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is SAR 294
SAR 328 total
includes taxes & fees
1 Jan - 2 January 2026
Berkshire Inn
Double Room | Egyptian cotton sheets, premium bedding, memory foam beds, desk
The Brooks Motel

The Brooks Motel

2.0 star property
Hillsdale
7.6 out of 10, Good, (117)
"Everything was lovely, thanks. Small note: the toilet seat needs a bolt on one side. Otherwise everything was great! Thx"
United States
Savannah
The Brooks Motel
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Private kitchen | Mini-fridge, microwave, electric kettle
East Rock Inn

East Rock Inn

2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
The price is SAR 462
SAR 516 total
includes taxes & fees
16 Dec - 17 Dec
East Rock Inn
Front of property
Becket Motel

Becket Motel

2.5 star property
Becket
6.8 out of 10, (60)
"Comfortable stay "
United States
Paul
The price is SAR 335
SAR 500 total
includes taxes & fees
9 Dec - 10 Dec
Becket Motel
Seasonal outdoor pool
Sunset Inn

Sunset Inn

2.0 star property
Lee
7.6 out of 10, Good, (410)
"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 SAR 328
SAR 366 total
includes taxes & fees
2 Dec - 3 Dec
Sunset Inn
Exterior
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2.0 star property
West Stockbridge
6.8 out of 10, (1002)
"good average place to stay."
United States
Terry
The price is SAR 199
SAR 219 total
includes taxes & fees
1 Jan - 2 January 2026
Pleasant Valley Motel West Stockbridge
Exterior
Chatham Travel Lodge

Chatham Travel Lodge

2.5 star property
Old Chatham
7.8 out of 10, Good, (211)
" Nice"
United States
Katherine
The price is SAR 435
SAR 487 total
includes taxes & fees
2 Dec - 3 Dec
Chatham Travel Lodge
Property grounds
Wagon Wheel Inn

Wagon Wheel Inn

2.0 star property
Lenox
7.0 out of 10, Good, (641)
"Beautiful area. Close to Mt. Greylock, Octobrr Mountain and Pleasant Valley Audubon."
United States
Benjamin
The price is SAR 259
SAR 289 total
includes taxes & fees
2 Dec - 3 Dec
Wagon Wheel Inn
Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2.0 star property
Lee
6.4 out of 10, (648)
"Great place. , good staff "
United States
ketul
The price is SAR 220
SAR 246 total
includes taxes & fees
15 Dec - 16 Dec
Econo Lodge Lee - Great Barrington
Outdoor pool
Berkshire Travel Lodge

Berkshire Travel Lodge

2.5 star property
Austerlitz
5.4 out of 10, (458)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is SAR 257
SAR 287 total
includes taxes & fees
2 Dec - 3 Dec
Berkshire Travel Lodge
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express

FairBridge Inn Express

2.5 star property
Pittsfield
5.4 out of 10, (810)
"Room spotless and staff helpful."
United States
William
The price is SAR 301
SAR 336 total
includes taxes & fees
15 Dec - 16 Dec
FairBridge Inn Express
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 Stockbridge Hotel Reviews

Quality Inn

Quality Inn

10/10 Excellent
"clean warm room. breakfast was small but good enough to start the day. coffee was delicious. quiet which was nice and also very close to the town center with shops so that was convenient "
Gisselle 2-night trip
Posted 1 day ago
Quality Inn

Frequently asked questions

What can I expect from a motel trip to Stockbridge?
If you're having trouble locating a motel in Stockbridge, expand your search to find motels in the surrounding area or let Expedia help you find something similar from more than 47 hotels and other accommodations. Simply use our search tools to filter by nightly room rate or money-saving amenities such as free breakfast and free airport transportation.
What are motels like?
Motel properties often include free parking, and many also feature an outdoor pool. Often one or two stories tall, motels usually have outdoor access to guestrooms from the parking lot. The first motels popped up in the 1920s as a place to stay for the weary traveler taking a road trip along America's major roadways.
What are the best motels in Stockbridge?
These are some of our customers' favorite motels in the larger area. Howard Johnson by Wyndham Lenox is located 8.4 mi (13.6 km) from the heart of Stockbridge. Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Monument Mountain Motel: Free WiFi, free parking, and a picnic area are available during your stay. Central Stockbridge is 5.7 mi (9.2 km) away. The Springs Motel: Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. Located 21.4 mi (34.5 km) from the heart of Stockbridge. FairBridge Inn Express: Central Stockbridge is 13.9 mi (22.4 km) away. Free WiFi and free parking are available during your stay, along with room amenities like a microwave. The Little Lion: 3.4 mi (5.4 km) from the heart of Stockbridge. Enjoy access to the picnic area, and freebies including WiFi and parking.
What can I do in Stockbridge?
Enjoy the bars in this relaxing, historical area while you're sightseeing. These are some of the parks and outdoorsy places: Naumkeag Museum, Berkshire Botanical Garden, and Housatonic River. You'll find these family-friendly sights in the area: Bousquet Ski Area, Berkshire Museum, and The Bookstore. Some historical places you might want to see include Frelinghuysen Morris House and Studio, Mission House, and Berkshire Theatre Festival. During your trip, here are some other places to visit: National Shrine of the Divine Mercy, Norman Rockwell Museum, and Schantz Galleries.
What's the weather like in Stockbridge?
Weather can make or break a roadtrip, so here's some data about year-round temperatures in Stockbridge to help you plan yours: 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 Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What are my options for getting around Stockbridge when staying in a motel?
We've gathered some information about local transportation options in Stockbridge to help you navigate your stay: Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 9.6 mi (15.5 km) away from the city center. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 20 mi (32.3 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.