A mountainous landscape with a lake and dense forests.

Best Resorts in West Stockbridge

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1
No exact matches found, but these alternatives could be just right

Recommended hotels in West Stockbridge

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

1. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (471 reviews)
"Wonderful place to stay!"
United States
Mervin
$146 nightly
The price is $160
Sep 8 - Sep 9
Total with taxes and fees
Shaker Mill Inn
A group of people performing yoga in an outdoor setting with grass and trees.

2. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
"The best aspect of this motel is the price. It is very close to the Tanglewood concert space and in West Stockbridge, a quaint town with galleries, a good bookstore, the excellent Turnpark Outdoor Sculpture Garden and "Amici" a nice Italian restaurant, etc."
United States
James
$75 nightly
The price is $82
Sep 29 - Sep 30
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

3. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (171 reviews)
"Clean, quiet and relaxing stay."
United States
Andrea
$133 nightly
The price is $150
Sep 7 - Sep 8
Total with taxes and fees
Micosta Leisure Inn
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

4. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,014 reviews)
"Very nice and convenient hotel."
United States
Karen
$116 nightly
The price is $130
Sep 22 - Sep 23
Total with taxes and fees
The Yankee Inn
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

5. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very Good, (1,010 reviews)
"It was clean and amenities were above average."
United States
Prasanna
$90 nightly
The price is $100
Sep 9 - Sep 10
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,004 reviews)
"enjoyable stay"
United States
James
$128 nightly
The price is $142
Sep 27 - Sep 28
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

7. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,012 reviews)
"this grand old hotel is warm and welcoming — a real hub of Bershires life and history"
United States
James
$209 nightly
The price is $233
Sep 30 - Oct 1
Total with taxes and fees
The Red Lion Inn
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

8. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,013 reviews)
"Very nice stay"
United States
Christine
$101 nightly
The price is $113
Sep 27 - Sep 28
Total with taxes and fees
Quality Inn Lee - Lenox South
A large house with a covered patio area featuring outdoor seating and a fire pit.

9. The Whitlock

The Whitlock
2.0 star property
Lenox
8.4 out of 10, Very Good, (368 reviews)
"Lovely room, nice amenities."
United States
Constance
$144 nightly
The price is $160
Sep 7 - Sep 8
Total with taxes and fees
The Whitlock
A modern hotel lobby with seating areas, tables, and a reception desk.

10. 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, (817 reviews)
"The room was very clean and the staff were really nice."
United States
BJORN
$132 nightly
The price is $147
Sep 15 - Sep 16
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A spacious hotel lobby with multiple seating areas, large windows, and a television.

11. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,002 reviews)
"Great comfortable beds Good breakfast"
United States
Nancy
$112 nightly
The price is $125
Sep 30 - Oct 1
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

12. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (653 reviews)
"Nice hotel."
United States
Tracy
$195 nightly
The price is $217
Sep 13 - Sep 14
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires

13. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (507 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
$67 nightly
The price is $76
Sep 15 - Sep 16
Total with taxes and fees
Berkshire Travel Lodge
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

14. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,019 reviews)
"Standard roadside motel converted into a boutique hotel with great food and services. Will stay again if in the area."
United States
David
$145 nightly
The price is $162
Sep 28 - Sep 29
Total with taxes and fees
Berkshires Untold
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

15. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,131 reviews)
"Clean & comfortable stay"
United States
Robert
$113 nightly
The price is $126
Oct 1 - Oct 2
Total with taxes and fees
Berkshire Mountain Lodge
A building with a porch and multiple windows, surrounded by purple flowers.

16. 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, (983 reviews)
"Perfect stay"
United States
Linda
$120 nightly
The price is $134
Sep 14 - Sep 15
Total with taxes and fees
Holiday Inn Club Vacations Oak 'n Spruce Resort
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

17. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (909 reviews)
"Stay again"
United States
irene
$78 nightly
The price is $87
Sep 17 - Sep 18
Total with taxes and fees
Howard Johnson by Wyndham Lenox
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

18. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (613 reviews)
"Adequate but tired hotel. Not exceptionally clean."
United States
Nancy
$85 nightly
The price is $95
Sep 7 - Sep 8
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
A snow-covered outdoor area with a patio, seating, and a covered dining area.

19. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"The entire staff was amazing and the inn was beautiful, we will definitely be back"
United States
Edward
$172 nightly
The price is $191
Sep 7 - Sep 8
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires
An indoor swimming pool with clear water, tiled floors, and a blue wall.

20. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (194 reviews)
"Clean & easy to stay there"
United States
Steve
$127 nightly
The price is $142
Sep 10 - Sep 11
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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 West Stockbridge Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Comfy, clean and central to many Berkshires gems"
Deborah 1-night trip
Posted 4 hours ago
Berkshire Mountain Lodge

Find out more about West Stockbridge

West Stockbridge Resorts information

Number of reviews
9,095
Accommodation
13 Resorts
Lowest Price
$76
Highest Price
$233

Frequently asked questions

What is West Stockbridge like for a resort vacation?
Longing for a relaxing escape? You deserve the comforts of a resort, where you can find everything you want for your vacation from convenient dining options to activities and entertainment. Browse the resorts in the area and discover the best one for you, whether you envision yourself kicking back in a suite with stunning views or hitting the golf course for an afternoon game.
What's the best resort in West Stockbridge?
Here are our top-rated resorts around West Stockbridge: COZY CABIN IN BERKSHIRES RESORT. - Ski resort right by Jiminy Peak Mountain Resort. 15.9 mi (25.5 km) from West Stockbridge. Has ski-in/ski-out access, a fitness center, and beach sun loungers. In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants - Ski resort right by Jiminy Peak Mountain Resort. 15.8 mi (25.5 km) from West Stockbridge. Enjoy the ski-in/ski-out access, fitness center, and garden. Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort - Situated just a 5-minute walk from Jiminy Peak Mountain Resort. 15.9 mi (25.7 km) from West Stockbridge. Access to a fitness center, an indoor pool, and an outdoor pool.
What can I do in West Stockbridge?
Travelers enjoy exploring the gardens, and also have good things to say about the dining options here. If you brought the kids, you can head to Charles H. Baldwin & Sons or Ebenezer II Gifts and Antiques for some family fun. For more to see in the area, you can spend time at Stockbridge Bowl or Hoffman's Pottery.
What's the weather like in West Stockbridge?
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 West Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around West Stockbridge?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 7.4 mi (11.9 km) away from the city center. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 17.8 mi (28.7 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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