West Stockbridge Hotels

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Nov 20 - Nov 21
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Top 10 trending West Stockbridge hotels

Garden
Shaker Mill Inn

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
The price is P7,728
P8,478 total
includes taxes & fees
Dec 10 - Dec 11
Shaker Mill Inn
Exterior
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2.0 star property
West Stockbridge
6.8 out of 10, (1002)
"good average place to stay."
United States
Terry
The price is P3,578
P3,925 total
includes taxes & fees
Dec 3 - Dec 4
Pleasant Valley Motel West Stockbridge
Exterior
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, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is P6,261
P6,994 total
includes taxes & fees
Dec 11 - Dec 12
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (800)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is P5,460
P6,098 total
includes taxes & fees
Nov 23 - Nov 24
Berkshires Untold
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1005)
"Great stay!"
United States
Ann
The price is P5,360
P5,987 total
includes taxes & fees
Dec 14 - Dec 15
The Yankee, Trademark Collection by Wyndham
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1001)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is P7,599
P10,794 total
includes taxes & fees
Nov 21 - Nov 22
The Cornell Inn, Lenox & The Berkshires
Restaurant
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, (962)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is P5,198
P5,806 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
South Lee
9.0 out of 10, Wonderful, (786)
"Place was great!"
United States
Benjamin
The price is P7,469
P9,166 total
includes taxes & fees
Dec 3 - Dec 4
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2138)
"Great place!"
United States
Nicole
The price is P4,364
P5,521 total
includes taxes & fees
Nov 23 - Nov 24
Vacation Village in the Berkshires
Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is P8,780
P12,441 total
includes taxes & fees
Dec 15 - Dec 16
The Red Lion Inn
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (761)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
Berkshire Mountain Lodge
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (60)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is P6,218
P6,946 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Front of property
Chambery Inn

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (372)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Front of property - evening/night
Hotel On North

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (798)
"Clean room and staff was super friendly"
United States
Yuen
The price is P7,861
P8,781 total
includes taxes & fees
Dec 7 - Dec 8
Hotel On North
Exterior
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, (695)
"Everything was wonderful....super clean rooms, check-in was fast and smooth, staff was on top of everything. We definitely will be back at Holiday Inn. "
United States
Tabitha
The price is P6,600
P7,372 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Lobby
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (754)
"Clean room, very courteous staff "
United States
Thomas
The price is P8,436
P9,423 total
includes taxes & fees
Nov 25 - Nov 26
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Property amenity
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
Lenox
9.2 out of 10, Wonderful, (586)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is P6,725
P7,512 total
includes taxes & fees
Dec 21 - Dec 22
Courtyard by Marriott Lenox Berkshires
Premium bedding, memory foam beds, individually decorated
Nautical Nest

Nautical Nest

2.5 star property
Hudson
9.6 out of 10, Exceptional, (123)
"We had an amazing stay! What a lovely and comfortable room, conveniently situated to shopping & so many great dining options. The shared kitchen area was well-appreciated. We would definitely return again in the future. "
United States
Robin
The price is P7,708
P8,941 total
includes taxes & fees
Dec 16 - Dec 17
Nautical Nest
Egyptian cotton sheets, premium bedding, down comforters, minibar
Prospect Berkshires

Prospect Berkshires

3.0 star property
Egremont
9.6 out of 10, Exceptional, (14)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is P15,322
P19,089 total
includes taxes & fees
Dec 3 - Dec 4
Prospect Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
Great Barrington
7.6 out of 10, Good, (559)
"The staff were very friendly and accommodating "
United States
Tom
The price is P4,420
P4,937 total
includes taxes & fees
Dec 3 - Dec 4
Travelodge by Wyndham Great Barrington 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.
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Stay near popular West Stockbridge attractions

Hotchkiss Mobile Studio

Witness the artistry of balance at Hotchkiss Mobiles, where handcrafted contemporary designs come to life in an open studio. Browse unique American crafts while watching mobile-making firsthand.
See properties

Hoffman's Pottery

Discover vibrant, hand-built ceramic art at Hoffman Pottery, where Elaine's colorful creations exude energy and movement. Browse bowls, vases, and garden sculptures while chatting with the artist about her process.
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
Olivias Overlook - West Stockbridge, Massachusetts

Top West Stockbridge Hotel Reviews

St. Charles Hotel

St. Charles Hotel

10/10 Excellent
"It was great! We were comfortable, it was a unique place, and met expectations! The manager was great, too! Very helpful when we had questions. "
Ileana 1-night trip
Posted 4 days ago
St. Charles Hotel

More cheap stays in West Stockbridge

Quality Inn

Quality Inn

170 Housatonic Street Lee MA
The price is P5,460 per night from Dec 7 to Dec 8
P5,460
P6,099 total
Dec 7 - Dec 8
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)

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 traveler data. This B&B offers free breakfast and free parking. Pleasant Valley Motel West Stockbridge is another good choice for your visit. 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. Provides a children's pool, an indoor pool, and free self parking. Berkshire Mountain Lodge and Holiday Inn & Suites Pittsfield-Berkshires by IHG 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 33 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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