West Stockbridge Hotels

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Our top choices for West Stockbridge hotels

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (445 reviews)
  • cleanliness
    Enjoy a relaxing Berkshires retreat with free breakfast and parking amenities.
"Had everything we needed. Very thoughtful touches. "
United States
Mark
The price is P6,820
P7,482 total
includes taxes & fees
Feb 22 - Feb 23
Shaker Mill Inn

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
  • cleanliness
    Cozy Berkshires retreat minutes from Tanglewood with free parking and WiFi.
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is P3,410
P3,741 total
includes taxes & fees
Feb 26 - Feb 27
Pleasant Valley Motel West Stockbridge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (839 reviews)
  • cleanliness
    Experience the beauty of the Berkshires at a cozy lodge with golf access and pool.
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is P6,644
P8,724 total
includes taxes & fees
Feb 16 - Feb 17
Berkshire Mountain Lodge

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (82 reviews)
  • cleanliness
    Relax in the heart of the Berkshires with an indoor pool and hot tub after a day out.
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
The price is P7,697
P8,598 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (667 reviews)
  • cleanliness
    Perfect setting for a Berkshires visit with an indoor pool and Asian dining.
" Nice staff - beautiful hotel!"
United States
MARY
The price is P7,941
P8,870 total
includes taxes & fees
Mar 15 - Mar 16
Hilton Garden Inn Lenox Pittsfield

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (823 reviews)
  • cleanliness
    Explore downtown Pittsfield from a stylish hotel with complimentary WiFi and parking.
"Great staff, beautiful hotel. Would definitely recommend "
United States
Shawn
The price is P8,686
P9,702 total
includes taxes & fees
Feb 18 - Feb 19
Hotel On North

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (415 reviews)
  • cleanliness
    Experience the charming Locust Tree B&B in East Canaan with free breakfast.
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is P6,121
P7,039 total
includes taxes & fees
Feb 13 - Feb 14
Locust Tree Bed and Breakfast LLC

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Tranquil Berkshire hideaway near Tanglewood with complimentary amenities.
"Very friendly and good Breakfast."
United States
Jesse
The price is P5,595
P6,250 total
includes taxes & fees
Mar 12 - Mar 13
Best Western Plus Berkshire Hills Inn & Suites

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (355 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is P6,354
P7,097 total
includes taxes & fees
Mar 1 - Mar 2
The Central Downtown Inn & Suites

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very Good, (989 reviews)
  • cleanliness
    Ski-in/ski-out Jiminy Peak condos with restaurant and pool for alpine enthusiasts.
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is P11,017
P12,306 total
includes taxes & fees
Mar 11 - Mar 12
Jiminy Peak Mountain Resort

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (855 reviews)
  • cleanliness
    Experience Berkshires charm with onsite American dining and attentive service.
"So charming, clean, thoughtful touches and a really special place!"
United States
Juliana
The price is P5,167
P5,772 total
includes taxes & fees
Mar 8 - Mar 9
Berkshires Untold

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Convenient Lenox hotel with indoor pool near Tanglewood Music Center.
"The room and amenities were amazing. "
United States
Kathleen
The price is P6,976
P7,793 total
includes taxes & fees
Mar 1 - Mar 2
Hampton Inn & Suites Berkshires-Lenox

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,014 reviews)
  • cleanliness
    Enjoy views of the Berkshires at this comfortable retreat with seasonal outdoor pool.
"Very friendly staff comfy beds!"
United States
Giselle
The price is P5,422
P6,057 total
includes taxes & fees
Feb 22 - Feb 23
The Yankee, Trademark Collection by Wyndham

The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (146 reviews)
  • cleanliness
    Experience historic charm in this Salisbury hotel with a charming café and lounge.
"Such a cozy, authentic New England hotel, with all its charm. "
United States
Maulik
The price is P15,868
P18,248 total
includes taxes & fees
Feb 26 - Feb 27
The White Hart

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
  • cleanliness
    Serene lakeside B&B near charming Adams Theater with complimentary full breakfast.
"Nice place for a weekend away."
United States
Gregory
The price is P12,533
P13,247 total
includes taxes & fees
Feb 25 - Feb 26
Harbour House Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (842 reviews)
  • cleanliness
    Enjoy a tranquil stay near Tanglewood Music Center with a refreshing pool.
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is P5,013
P5,599 total
includes taxes & fees
Feb 15 - Feb 16
Berkshire Inn

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (18 reviews)
  • cleanliness
    Relax in the Berkshires with pool access and complimentary breakfast daily.
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is P8,103
P9,051 total
includes taxes & fees
Feb 22 - Feb 23
Element Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (600 reviews)
  • cleanliness
    Enjoy the Berkshires with indoor pool and nearby Tanglewood Music Center.
"Our stay was great! "
United States
Gianna
The price is P7,374
P8,237 total
includes taxes & fees
Mar 15 - Mar 16
Courtyard by Marriott Lenox Berkshires

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (101 reviews)
  • cleanliness
    Serene countryside B&B near Queechy Lake offers free breakfast and parking.
"Great property, very comfortable, incredible staff, easy access to skiing in the area!"
United States
Dominick
The price is P8,103
P9,075 total
includes taxes & fees
Mar 4 - Mar 5
Inn at Silver Maple Farm

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Serene retreat in Pittsfield with indoor pool and tranquil rooms near Tanglewood.
"Staff was very courteous and rooms clean."
United States
Steven
The price is P5,946
P6,641 total
includes taxes & fees
Mar 7 - Mar 8
Holiday Inn & Suites Pittsfield-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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Stay near popular West Stockbridge attractions

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.

Olivias Overlook - West Stockbridge, Massachusetts

Top West Stockbridge Hotel Reviews

More cheap stays in West Stockbridge

Frequently asked questions

What's the best place to stay in West Stockbridge?
Shaker Mill Inn is ranked highly by Expedia customers. This B&B offers free breakfast and free parking. Another favorite option for your visit based on reviews is Pleasant Valley Motel West Stockbridge. 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 most hotel reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in West Stockbridge.
What is the top LGBTQ-friendly accommodation in West Stockbridge?
Shaker Mill Inn is a top LGBTQ-friendly B&B that features free breakfast and free parking. 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: Condo, 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, Trademark Collection by Wyndham are a couple of other choices that offer an onsite pool. View all hotels with pools in West Stockbridge.
What is staying in West Stockbridge like?
Budget-minded travelers will find good deals in West Stockbridge, and many visitors are sure to appreciate the gardens and restaurants. Tourists can also enjoy so much more including its lake views. In West Stockbridge, there are 34 hotels and other accommodations to choose from. Find out more about West Stockbridge.
What is there to see in West Stockbridge?
Attractions like Charles H. Baldwin & Sons, Hotchkiss Mobile Studio, and Ebenezer II Gifts and Antiques are fun for kids of all ages. A couple of additional sights to add to your agenda are Stockbridge Bowl and Hoffman's Pottery. Check out what more 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 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.

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