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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 Stockbridge motels

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)
"Staff was very friendly and helpful."
United States
Pamela
The price is AED 290
AED 324 total
includes taxes & fees
11 Dec - 12 Dec
Howard Johnson by Wyndham Lenox
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (804)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Courtyard
The Springs Motel

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 AED 395
AED 434 total
includes taxes & fees
11 Dec - 12 Dec
The Springs Motel
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
The Little Lion

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 AED 404
AED 451 total
includes taxes & fees
1 Jan - 2 January 2026
The Little Lion
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
"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 AED 297
AED 332 total
includes taxes & fees
21 Dec - 22 Dec
Berkshire Inn
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is AED 275
AED 308 total
includes taxes & fees
11 Dec - 12 Dec
Travelodge by Wyndham Great Barrington Berkshires
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Private kitchen | Mini-fridge, microwave, electric kettle
East Rock Inn

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 AED 492
AED 550 total
includes taxes & fees
4 Jan - 5 January 2026
East Rock Inn
Exterior
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1001)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is AED 193
AED 212 total
includes taxes & fees
1 Jan - 2 January 2026
Pleasant Valley Motel West Stockbridge
Double Room | Egyptian cotton sheets, premium bedding, memory foam beds, desk
The Brooks Motel

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (119)
"Unbearably hard bed, very small room, particle board decor, icy cold cement floor. We checked out within minutes of arriving. "
United States
Carmen
The Brooks Motel
Seasonal outdoor pool
Sunset Inn

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 AED 331
AED 369 total
includes taxes & fees
11 Dec - 12 Dec
Sunset Inn
Exterior
Chatham Travel Lodge

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 AED 426
AED 477 total
includes taxes & fees
11 Dec - 12 Dec
Chatham Travel Lodge
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

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (650)
"The room was clean and the service adequate"
United States
David
The price is AED 231
AED 258 total
includes taxes & fees
24 Dec - 25 Dec
Econo Lodge Lee - Great Barrington
Front of property
Becket Motel

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60)
"Comfortable stay "
United States
Paul
The price is AED 335
AED 497 total
includes taxes & fees
20 Dec - 21 Dec
Becket Motel
Outdoor pool
Berkshire Travel Lodge

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (459)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is AED 251
AED 281 total
includes taxes & fees
11 Dec - 12 Dec
Berkshire Travel Lodge
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express

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 AED 294
AED 329 total
includes taxes & fees
24 Dec - 25 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

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Really quiet, peaceful stay and beautiful spot for the money. Front desk staff so nice. No elevator to second floor so keep in mind if have accessibility issues/wheelchair user. Great view and gluten free menu options. Would stay again if in area. Was just passing through on way to medical appointment. "
Meaghan 1-night trip
Posted 1 day ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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. Monument Mountain Motel is located 5.7 mi (9.2 km) from the heart of Stockbridge. Enjoy access to the picnic area, and freebies including WiFi and parking. Howard Johnson by Wyndham Lenox: Free WiFi, free parking, and a 24-hour front desk are available during your stay. Central Stockbridge is 8.4 mi (13.6 km) away. The Brooks Motel: Enjoy access to the free WiFi and free parking, as well as room amenities like comfy beds. Located 11.9 mi (19.2 km) from the heart of Stockbridge. The Little Lion: Central Stockbridge is 3.4 mi (5.4 km) away. Free WiFi and free parking are available during your stay, along with room amenities like air conditioning. The Springs Motel: 21.4 mi (34.5 km) from the heart of Stockbridge. Enjoy access to the seasonal outdoor pool, 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 Stockbridge Bowl. 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 Housatonic River.
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.