Stockbridge Villas from CA $78

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Recommended hotels in Stockbridge

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

1. The Red Lion Inn

Stockbridge

Mallory

CA $315 total

includes taxes & fees

Nov 12 - Nov 13

2. The Inn at Stockbridge

Stockbridge

Kimberly

CA $438 total

includes taxes & fees

Nov 15 - Nov 16

A two-story house with a brick entrance and a white facade.

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

Stockbridge

Philippe

CA $615 total

includes taxes & fees

Dec 6 - Dec 7

A two-story house with a front porch, surrounded by a garden with various plants and rocks.

4. Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Stockbridge

Anonymous traveller

CA $1,152 total

includes taxes & fees

Dec 1 - Dec 2

5. Garden Gables

Lenox

Eyee

CA $305 total

includes taxes & fees

Nov 15 - Nov 16

Two Adirondack chairs facing a river with a forested hill in the background.

6. The Yankee Inn

Lenox

Basil

CA $170 total

includes taxes & fees

Dec 6 - Dec 7

A lodge with a large building and a dock by a lake, surrounded by forest.

7. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Gustavo

CA $170 total

includes taxes & fees

Dec 3 - Dec 4

A multi-story building with a symmetrical facade, multiple balconies, and a central tower.

8. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

Michael

CA $210 total

includes taxes & fees

Nov 8 - Nov 9

A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

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

Great Barrington

Cynthia

CA $130 total

includes taxes & fees

Dec 3 - Dec 4

A Super 8 motel with a two-story building, a parking lot, and a picnic table.

10. Quality Inn Lee - Lenox South

Lee

James

CA $133 total

includes taxes & fees

Dec 1 - Dec 2

A two-story building with a gabled roof and a chimney.

11. The Little Lion

Great Barrington

David

CA $129 total

includes taxes & fees

Nov 9 - Nov 10

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

12. Monument Mountain Motel

Great Barrington

Andrea

CA $93 total

includes taxes & fees

Nov 8 - Nov 9

A red building with a sign reading "Shaker Mill Inn."

13. Shaker Mill Inn

West Stockbridge

Mahadeva

CA $222 total

includes taxes & fees

Nov 12 - Nov 13

A grassy area with a lake, trees, and red chairs arranged around a fire pit.

14. Berkshire Lake Lodge

Lee

mike

CA $170 total

includes taxes & fees

Nov 6 - Nov 7

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

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

Great Barrington

Md

CA $251 total

includes taxes & fees

Nov 10 - Nov 11

A large, modern two-story house with a prominent gable roof, large windows, and a covered porch area.

16. Berkshires Untold

Lenox

Brian

CA $191 total

includes taxes & fees

Nov 29 - Nov 30

A two-story building with a sign reading "Chambéry Inn".

17. Chambery Inn

Lee

Alexandra

CA $273 total

includes taxes & fees

Nov 8 - Nov 9

A large, two-story white building with a symmetrical facade, columns, and a central entrance.

18. Granville House

Housatonic

Cynthia

CA $398 total

includes taxes & fees

Nov 19 - Nov 20

A wooden deck with a table and chairs, overlooking a road with a mountain in the distance.

19. Econo Lodge Lee - Great Barrington

Lee

Fernando

CA $88 total

includes taxes & fees

Nov 25 - Nov 26

A Quality Inn sign, a brick building, and a parking lot with cars.

20. Quality Inn Great Barrington

Downtown Great Barrington

Lynne

CA $118 total

includes taxes & fees

Nov 29 - Nov 30

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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 stone staircase leading up to a blue arched entrance, surrounded by lush greenery and birch trees.

Top reviews in Stockbridge

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

Stockbridge

10/10 Excellent

Anonymous traveller

A large, two-story house with a well-maintained lawn and a fence.

Devonfield Inn B&B

Lee

10/10 Excellent

We stayed at the Devonfield Inn in mid-October during peak foliage season. The hotel is a wonderful historic home built in 1800 with much of its historic character preserved. Our hosts were so welcoming and made us feel at home. The room was very comfortable and breakfast was fantastic. In the morning, we got a special surprise to see a bear on the patio drinking from the fountain and robbing the bird feeder. Overall we highly recommend the Devonfield. We will definitely go back.

Lise