A nighttime view of a residential area with houses adorned with holiday lights.

Find hotels in Stockbridge, MA from 1.822.930 ₫

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Check prices for these dates

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

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Our top choices for Stockbridge hotels

Breakfast included
Property grounds

1. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
"Fantastic pool to top off the great location and fun historic hotel!"
United States
Antoinette G.
The price is 4.706.748 ₫
6.563.027 ₫ total
includes taxes & fees
23 Aug - 24 Aug
The Red Lion Inn
Front of property

2. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (99 reviews)
"Beautifully decorated inside and gorgeous gardens and landscaping outside. A lovely serene spot away from the crowds that are only minutes away in downtown Stockbridge. The breakfasts were plentiful, artfully presented and delicious. Staff were friendly and very competent."
United States
Barbara
The price is 10.690.704 ₫
12.538.714 ₫ total
includes taxes & fees
23 Aug - 24 Aug
The Inn at Stockbridge
Suite, Private Bathroom (RedBird Suite) | View from room

3. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (114 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is 8.676.868 ₫
10.496.493 ₫ total
includes taxes & fees
24 Aug - 25 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub

4. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"First class staff and wonderful breakfast."
United States
Larry
The price is 4.152.240 ₫
4.638.157 ₫ total
includes taxes & fees
2 Aug - 3 Aug
The Yankee Inn
Property amenity

5. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
3.5 star property
South Lee
9.2 out of 10, Wonderful, (946 reviews)
"Wonderful stay for families."
United States
Kimberly
The price is 3.524.148 ₫
4.450.247 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort
Lobby

6. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,001 reviews)
"great location very clean friendly staff"
United States
Jeanne
The price is 3.525.199 ₫
3.937.795 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Quality Inn Lee - Lenox South
Exterior

7. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (796 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is 4.078.222 ₫
4.555.458 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior

8. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (799 reviews)
"Extremely friendly and helpful staff upon arrival. Provide great insights on local restaurant opportunities, and included a five star breakfast. Highly recommend!"
United States
Lisa
The price is 5.115.402 ₫
5.713.904 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby

9. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,034 reviews)
"Clean room, friendly staff, nice property"
United States
Joseph
The price is 2.629.406 ₫
3.524.142 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Berkshire Mountain Lodge
Exterior

10. The Whitlock

The Whitlock
2.0 star property
Lenox
8.4 out of 10, Very good, (340 reviews)
"Can’t beat the location. Hotel has a lot of character and great outdoor space."
United States
Marni
The price is 4.072.874 ₫
4.549.400 ₫ total
includes taxes & fees
31 Aug - 1 Sept
The Whitlock
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

11. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (889 reviews)
The price is 2.921.022 ₫
3.262.925 ₫ total
includes taxes & fees
4 Aug - 5 Aug
Monument Mountain Motel
Exterior

12. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (595 reviews)
"This place was a gem. It’s small and surrounded by nature but close to restaurants, shopping, wildlife viewing areas, and historical sites. I loved that pets are free. The grounds were nice with a picnic bench and a large fire pit. If I’m in the area again, I would definitely stay here."
United States
Linda
The price is 3.311.280 ₫
3.698.700 ₫ total
includes taxes & fees
4 Aug - 5 Aug
The Little Lion
Garden

13. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (465 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is 5.650.200 ₫
6.198.269 ₫ total
includes taxes & fees
5 Aug - 6 Aug
Shaker Mill Inn
Free daily buffet breakfast

14. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Great comfortable beds Good breakfast"
United States
Nancy
The price is 4.288.370 ₫
4.790.109 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Hampton Inn & Suites Berkshires-Lenox
Lobby

15. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Comfortable rooms within walking distance to Great Barrington."
United States
Lynn
The price is 3.470.274 ₫
3.876.300 ₫ total
includes taxes & fees
4 Aug - 5 Aug
Quality Inn Great Barrington
Property amenity

16. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (643 reviews)
"Helpful staff, clean room and great facilities."
United Kingdom
Laura
The price is 5.571.263 ₫
6.223.101 ₫ total
includes taxes & fees
19 Aug - 20 Aug
Courtyard by Marriott Lenox Berkshires
Seasonal outdoor pool

17. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (428 reviews)
"It was a great stay, close to many amenities. The room was clean, with a comfortable bed."
Canada
Kevin
The price is 2.724.431 ₫
3.043.190 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Sunset Inn
Property entrance

18. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (881 reviews)
"Beautiful room with an amazing lobby."
United States
Dragana
The price is 5.229.720 ₫
5.841.597 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Hotel On North
Lobby

19. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,487 reviews)
"Great and tranquil location, good sleeps, friendly and helpful staff, would do it again."
United States
Melanie
The price is 2.867.365 ₫
3.491.139 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Vacation Village in the Berkshires
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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Stay near popular Stockbridge attractions

Norman Rockwell Museum

9.4/10 (347 reviews)
This gallery houses the world's largest collection of Norman Rockwell's iconic American illustrations. Explore his relocated studio on the scenic Berkshire estate for insight into his creative process.
See properties

Learn more about Stockbridge

Norman Rockwell's Museum showcases the artist's iconic paintings of small-town American life in his former studio. Stroll down Main Street's historic district before hiking Monument Mountain for views that inspired Nathaniel Hawthorne's literary works.

See all hotels in Stockbridge
A calm lake reflecting a forest with autumn foliage.

Top Stockbridge Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"While not a top-notch place to stay, for the price it is a good value particularly given that you have more space for less cost than just a good motel room and can do some cooking and meal prep on your own. The check-in is always smooth and the accommodations reasonably comfortable. Setting is very nice, particularly if you get a room/suite that isn't looking onto the parking lot/driveway area. We continue to stay here, even though every stay finds something that wasn't caught in the room clean-up but not really a housekeepers problem - this time it was a failing toaster and a micro-wave that wanted to make a noise all the time."
Nathaniel 1-night trip
Posted 9 hours ago
Vacation Village in the Berkshires

More cheap stays in Stockbridge

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
The price is 1.631.988 ₫ per night from 16 Aug to 17 Aug
1.631.988 ₫
1.822.930 ₫ total
16 Aug - 17 Aug
includes taxes & fees
5.4/10 (861 reviews)

Hotels in Stockbridge with star rating

Frequently asked questions

What's the weather like in Stockbridge?
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 Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.