A mountainous landscape with a lake and dense forests.

West Stockbridge Hotels from ā‚¹7,025

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for West Stockbridge hotels

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, (482 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
The price is ā‚¹10,653
ā‚¹11,687 total
includes taxes & fees
2 Nov - 3 Nov
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, (1,000 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
The price is ā‚¹6,518
ā‚¹7,151 total
includes taxes & fees
29 Oct - 30 Oct
Pleasant Valley Motel West Stockbridge
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

3. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,004 reviews)
"Enjoyed staying in the old hotel and loved the large porch with the bar to relax on."
United States
Mallory
The price is ā‚¹14,262
ā‚¹20,660 total
includes taxes & fees
4 Nov - 5 Nov
The Red Lion Inn
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

4. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (683 reviews)
"Great stay!"
United States
Vandhana
The price is ā‚¹11,948
ā‚¹13,346 total
includes taxes & fees
8 Nov - 9 Nov
Courtyard by Marriott Lenox Berkshires
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

5. 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, (1,000 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best itā€™s pet friendly !"
United States
Gustavo
The price is ā‚¹10,438
ā‚¹11,659 total
includes taxes & fees
22 Nov - 23 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A snow-covered outdoor area with a patio, seating, and a covered dining area.

6. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,000 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is ā‚¹16,172
ā‚¹18,549 total
includes taxes & fees
5 Nov - 6 Nov
The Cornell Inn, Lenox & The Berkshires
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

7. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,055 reviews)
"A very good place to stay"
United States
Madhavi R
The price is ā‚¹12,393
ā‚¹13,843 total
includes taxes & fees
1 Nov - 2 Nov
Berkshires Untold
Two Adirondack chairs facing a river with a forested hill in the background.

8. 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
The price is ā‚¹9,586
ā‚¹10,707 total
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
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, (407 reviews)
"Nice location."
United States
Beverly
The price is ā‚¹12,365
ā‚¹13,812 total
includes taxes & fees
17 Nov - 18 Nov
The Whitlock
A spacious hotel lobby with multiple seating areas, large windows, and a television.

10. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
"Breakfast was great"
United States
Thomas
The price is ā‚¹10,430
ā‚¹11,650 total
includes taxes & fees
4 Nov - 5 Nov
Hampton Inn & Suites Berkshires-Lenox
A two-story house with a brick entrance and a white facade.

11. 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, (120 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is ā‚¹30,515
ā‚¹36,915 total
includes taxes & fees
12 Nov - 13 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

12. 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, (1,000 reviews)
"Nice place to stay"
United States
Michael
The price is ā‚¹11,899
ā‚¹15,151 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
Dining

13. Garden Gables

Garden Gables
4.0 star property
Lenox
10.0 out of 10, Exceptional, (1 review)
"Lovely place!"
United States
Eyee
The price is ā‚¹13,805
ā‚¹22,326 total
includes taxes & fees
10 Nov - 11 Nov
Garden Gables
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

14. 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, (819 reviews)
"Nice view and location for fall color."
United States
Md
The price is ā‚¹13,664
ā‚¹15,262 total
includes taxes & fees
4 Nov - 5 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Exterior

15. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,239 reviews)
"beautiful location, giant suite room for incredible value"
United States
Michael
The price is ā‚¹8,160
ā‚¹11,241 total
includes taxes & fees
22 Nov - 23 Nov
Berkshire Mountain Lodge
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

16. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (178 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is ā‚¹18,502
ā‚¹21,427 total
includes taxes & fees
15 Nov - 16 Nov
Brook Farm Inn
A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

17. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (715 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is ā‚¹11,297
ā‚¹12,619 total
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Lenox Pittsfield
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

18. 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, (846 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
The price is ā‚¹8,567
ā‚¹9,570 total
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

19. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,006 reviews)
"Perfect for a travel stop-over."
United States
James
The price is ā‚¹8,819
ā‚¹9,851 total
includes taxes & fees
17 Nov - 18 Nov
Quality Inn Lee - Lenox South
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

20. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (48 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
The price is ā‚¹12,841
ā‚¹14,343 total
includes taxes & fees
10 Nov - 11 Nov
Element by Marriott Lenox 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular West Stockbridge attractions

Ebenezer II Gifts and Antiques

8.0/10 (1 review)
This charming antique shop showcases curated treasures that evoke timeless nostalgia. Spend an hour browsing the eclectic collection and chat with knowledgeable staff about the stories behind unique pieces.
See properties

Learn more about West Stockbridge

The historic Turn Park Art Space showcases outdoor sculptures along winding paths overlooking the Housatonic River. Grab breakfast at Six Depot Roastery before browsing the charming shops and galleries along Main Street.

See all hotels in West Stockbridge
A lush green valley with a lake and a house in the distance.

Top West Stockbridge Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"We had a wonderful stay over the weekend. Bed VERY comfortable. Quiet, except one early am with kids running in the halls! Parents issue! Breakfast was good. Several items needing to be replenished each am. Had to go and ask the girls a few times. They were in the back room eating, seemingly unaware of restocking needed items. The bar on the weekend was an extra perk! Loved Carl šŸ’•, the bartender , quite a conversationalist. Overall beautiful location , walking path in the back was nice, in the back of the hotel."
Erin 3-night trip
Posted less than an hour ago
The Yankee Inn

More cheap stays in West Stockbridge

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
The price is ā‚¹6,290 per night from 11 Nov to 12 Nov
ā‚¹6,290
ā‚¹7,025 total
11 Nov - 12 Nov
includes taxes & fees

Frequently asked questions

What's the best place to stay in West Stockbridge?
Shaker Mill Inn is one of the top choices for your stay based on our traveller data. This B&B offers free parking and a library. Pleasant Valley Motel West Stockbridge is another good choice for your stay. See all available top hotels, or vacation rentals in West Stockbridge.
If I need to cancel my hotel reservation in West Stockbridge, will I receive a refund?
Yes! You'll find that most hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in West Stockbridge.
What is the top LGBTQ-friendly hotel in West Stockbridge?
Shaker Mill Inn is a top LGBTQ-friendly B&B that features free parking and a library. See all available hotels listed as LGBTQ-friendly in West Stockbridge.
What are some hotels with pools in West Stockbridge?
Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. Berkshire Mountain Lodge and The Yankee Inn are a couple of other choices with an on-site pool. View all hotels with pools in West Stockbridge.
What is staying in West Stockbridge like?
Budget-minded travellers will find good deals in West Stockbridge, and many visitors will definitely appreciate the gardens and restaurants. Tourists can also enjoy so much more including its lake views. In West Stockbridge, there are 33 hotels and other accommodation options to choose from. Find out more about West Stockbridge.
What should I do while I'm visiting West Stockbridge?
Attractions such as Charles H. Baldwin & Sons, Ebenezer II Gifts and Antiques and Hoffman's Pottery are fun for children of all ages. Additionally, you might want to add Stockbridge Bowl to your itinerary. Take a look at what more there is to see and do in Expedia's West Stockbridge guide.
What's the weather like in West Stockbridge?
The hottest months are usually July and August, with an average temperature of 19Ā°C, while the coldest months are January and February, with an average of -3Ā°C. The snowiest months in West Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

Explore a world of travel with Expedia