A river surrounded by autumn-colored trees and a forested hill.

Stockbridge Condominium Resorts to Rent

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28
No exact matches found, but these alternatives could be just right

Recommended hotels in Stockbridge

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

1. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,005 reviews)
"Enjoyed staying in the old hotel and loved the large porch with the bar to relax on."
United States
Mallory
$195 nightly
The price is $218
Nov 8 - Nov 9
Total with taxes and fees
The Red Lion Inn
Front of property

2. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (108 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
$281 nightly
The price is $313
Nov 8 - Nov 9
Total with taxes and fees
The Inn at Stockbridge
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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.4 out of 10, Exceptional, (120 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
$414 nightly
The price is $462
Nov 26 - Nov 27
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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!

Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Stockbridge
10.0 out of 10, Exceptional, (42 reviews)
"The house was lovely - my sisters and I had a wonderful time. Everything was warm and welcoming - it felt like home! We hope to make it an annual visit :)"
United States
Anonymous traveler
$738 nightly
The price is $824
Nov 23 - Nov 24
Total with taxes and fees
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Dining

5. Garden Gables

Garden Gables
4.0 star property
Lenox
10.0 out of 10, Exceptional, (2 reviews)
"Lovely place!"
United States
Eyee
$210 nightly
The price is $235
Nov 8 - Nov 9
Total with taxes and fees
Garden Gables
Two Adirondack chairs facing a river with a forested hill in the background.

6. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,011 reviews)
"The location was good for our trip."
United States
Basil
$105 nightly
The price is $117
Nov 9 - Nov 10
Total with taxes and fees
The Yankee Inn
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,005 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
$109 nightly
The price is $122
Nov 15 - Nov 16
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

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

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,003 reviews)
"Nice place to stay"
United States
Michael
$128 nightly
The price is $143
Nov 5 - Nov 6
Total with taxes and fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

9. 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, (853 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
$83 nightly
The price is $93
Dec 2 - Dec 3
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

10. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,003 reviews)
"Perfect for a travel stop-over."
United States
James
$85 nightly
The price is $95
Dec 2 - Dec 3
Total with taxes and fees
Quality Inn Lee - Lenox South
A red building with a sign reading "Shaker Mill Inn."

11. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
$145 nightly
The price is $159
Nov 5 - Nov 6
Total with taxes and fees
Shaker Mill Inn
A calm lake at dusk with a wooden dock and two chairs facing the water.

12. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.8 out of 10, Exceptional, (27 reviews)
"excellent lakeside view"
United States
mike
$113 nightly
The price is $126
Nov 5 - Nov 6
Total with taxes and fees
Berkshire Lake Lodge
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

13. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (939 reviews)
"Super clean and cozy and safe"
United States
Andrea
$67 nightly
The price is $74
Nov 5 - Nov 6
Total with taxes and fees
Monument Mountain Motel
A large house with a balcony and a grassy yard.

14. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (637 reviews)
"A fine place for a quick overnight trip to the Berkshires."
United States
David
$86 nightly
The price is $96
Nov 5 - Nov 6
Total with taxes and fees
The Little Lion
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

15. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (684 reviews)
"Great stay!"
United States
Vandhana
$126 nightly
The price is $140
Nov 8 - Nov 9
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

16. 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, (820 reviews)
"Nice view and location for fall color."
United States
Md
$161 nightly
The price is $179
Nov 8 - Nov 9
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

17. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,065 reviews)
"Very nice place beautiful view"
United States
Brian
$132 nightly
The price is $147
Dec 2 - Dec 3
Total with taxes and fees
Berkshires Untold
A building entrance with a large planter with purple flowers and a small tree.

18. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (978 reviews)
"Very nice hotel"
United States
Philip
$119 nightly
The price is $133
Nov 29 - Nov 30
Total with taxes and fees
Hotel On North
A room with a round table and two chairs, a window with a view of trees and a building, and an air conditioning unit.

19. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (713 reviews)
"It was super clean and safe"
United States
Fernando
$56 nightly
The price is $63
Nov 24 - Nov 25
Total with taxes and fees
Econo Lodge Lee - Great Barrington
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

20. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
$76 nightly
The price is $85
Nov 25 - Nov 26
Total with taxes and fees
Quality Inn Great Barrington
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Stockbridge Hotel Reviews

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"It was ok. Breakfast was average."
Ian 1-night trip
Posted 1 hour ago
Quality Inn Lee - Lenox South

Find out more about Stockbridge

Stockbridge Condo Resorts information

Number of reviews
5,952
Accommodation
0 Condo Resorts
Lowest Price
$63
Highest Price
$824

Explore a world of travel with Expedia