A mountainous landscape with a lake and dense forests.

Best Resorts in West Stockbridge

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20
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, (481 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
$122 nightly
The price is $134
Nov 2 - Nov 3
Total with taxes and fees
Shaker Mill Inn
A hotel room with a bed, two chairs, a small table, and a lamp.

2. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 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
$69 nightly
The price is $76
Oct 25 - Oct 26
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
A straw hat, sunglasses, and two drinks on a striped towel by a body of water.

3. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,009 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 4 - Nov 5
Total with taxes and fees
The Red Lion Inn
A lodge with a large building and a dock by a lake, surrounded by forest.

4. 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, (1,006 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
$115 nightly
The price is $128
Nov 15 - Nov 16
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

5. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (679 reviews)
"Great stay!"
United States
Vandhana
$126 nightly
The price is $140
Nov 1 - Nov 2
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

6. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,012 reviews)
"The location was good for our trip."
United States
Basil
$101 nightly
The price is $112
Nov 1 - Nov 2
Total with taxes and fees
The Yankee Inn
Outdoor pool

7. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (524 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
$75 nightly
The price is $84
Oct 25 - Oct 26
Total with taxes and fees
Berkshire Travel Lodge
A snow-covered outdoor area with a patio, seating, and a covered dining area.

8. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
$160 nightly
The price is $179
Oct 27 - Oct 28
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

9. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,046 reviews)
"A very good place to stay"
United States
Madhavi R
$133 nightly
The price is $149
Nov 3 - Nov 4
Total with taxes and fees
Berkshires Untold
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

10. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (47 reviews)
"Clean, spacious room Accommodating staff especially Shawn and Jennifer at the front desk. Very nice pool and gym Definitely coming back"
United States
Francis
$135 nightly
The price is $151
Nov 8 - Nov 9
Total with taxes and fees
Element by Marriott Lenox Berkshires
A large house with a covered patio area featuring outdoor seating and a fire pit.

11. The Whitlock

The Whitlock
2.0 star property
Lenox
8.4 out of 10, Very good, (403 reviews)
"This property was the perfect location to enjoy downtown Lennox and very close to our friends’ son’s wedding at Tanglewood. I’d stay again!"
United States
Michelle
$137 nightly
The price is $153
Nov 22 - Nov 23
Total with taxes and fees
The Whitlock
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

12. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,004 reviews)
"Had a comfortable stay."
United States
Lucinda
$83 nightly
The price is $93
Nov 17 - Nov 18
Total with taxes and fees
Quality Inn Lee - Lenox South
A large house with a balcony and a grassy yard.

13. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (632 reviews)
"A fine place for a quick overnight trip to the Berkshires."
United States
David
$115 nightly
The price is $128
Oct 25 - Oct 26
Total with taxes and fees
The Little Lion
A spacious hotel lobby with multiple seating areas, large windows, and a television.

14. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,002 reviews)
"Breakfast was great"
United States
Thomas
$110 nightly
The price is $122
Oct 30 - Oct 31
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
A modern hotel lobby with seating areas, tables, and a reception desk.

15. 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, (841 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
$90 nightly
The price is $101
Nov 12 - Nov 13
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A building with a porch and multiple windows, surrounded by purple flowers.

16. 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, (1,001 reviews)
"Nice place to stay"
United States
Michael
$135 nightly
The price is $150
Oct 26 - Oct 27
Total with taxes and fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
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, (929 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
$79 nightly
The price is $88
Oct 25 - Oct 26
Total with taxes and fees
Howard Johnson by Wyndham Lenox
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

18. 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, (1,007 reviews)
"Room was spacious and clean"
United States
James
$98 nightly
The price is $109
Nov 15 - Nov 16
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

19. Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very good, (64 reviews)
"Although the property was vintage, the rooms were clean and staff were very helpful and fun to be around. Parking and breakfast were included and the location was excellent."
United States
Barbara
$133 nightly
The price is $148
Nov 17 - Nov 18
Total with taxes and fees
Hideaway Inn Lenox
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

20. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,222 reviews)
"Beautiful location. Easy access to local restaurants and hiking trails."
United States
Joel
$112 nightly
The price is $125
Nov 22 - Nov 23
Total with taxes and fees
Berkshire Mountain Lodge
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 West Stockbridge Hotel Reviews

The Yankee Inn

The Yankee Inn

8/10 Good
"Efficient & comfortable. Very good value."
brian 1-night trip
Posted 14 hours ago
The Yankee Inn

Find out more about West Stockbridge

West Stockbridge Resorts information

Number of reviews
5,054
Accommodation
9 Resorts
Lowest Price
$76
Highest Price
$218

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: 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. Has ski-in/ski-out access, a fitness center, and a garden. COZY CABIN IN BERKSHIRES RESORT. - Ski resort right by Jiminy Peak Mountain Resort. 15.9 mi (25.5 km) from West Stockbridge. Enjoy the ski-in/ski-out access, fitness center, and beach sun loungers. Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out - Ski resort, 5-minute walk from Jiminy Peak Mountain Resort. 15.9 mi (25.7 km) from West Stockbridge. Access to ski-in/ski-out access, a fitness center, and an indoor 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.

Explore a world of travel with Expedia