Find hotels in West Stockbridge, MA from ¥8,918

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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, (439)
Tucked in West Stockbridge, this charming B&B offers complimentary morning meals and convenient self parking. Outdoor enthusiasts can explore nearby hiking trails, kayaking spots, and mountain biking routes. Ebenezer II Gifts and Hotchkiss Mobile Studio await just minutes away.

"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
United States
Carin
The price is ¥17,700
¥19,417 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Shaker Mill Inn

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1003)
Surrounded by the beauty of West Stockbridge, this welcoming motel offers clean, comfortable rooms with complimentary WiFi and parking. Just 15 minutes from Tanglewood Music Center and near local attractions like Hoffman's Pottery.

"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is ¥8,129
¥8,918 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Pleasant Valley Motel West Stockbridge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (797)
Set in Pittsfield near Guido's Marketplace and Herman Melville's Arrowhead, this lodge offers an indoor pool and hot tub for relaxation. Enjoy free WiFi and parking while staying in clean rooms. The helpful staff ensures a pleasant mountain getaway.

"Spacious room and loved pool and hot tub!"
United States
Deanna
The price is ¥15,451
¥20,757 total
includes taxes & fees
Jan 11 - Jan 12, 2026
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, (70)
Located 10 minutes from Tanglewood Music Center, this hotel provides complimentary breakfast, WiFi, and parking. After exploring nearby attractions, unwind in the indoor pool or soothing hot tub for a peaceful end to your Pittsfield adventure.

"This is a brand new hotel. Everything was perfect, from check-in to check-out. We especially enjoyed the hot tub and pool. "
United States
Joan
The price is ¥19,188
¥21,434 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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, (659)
Explore Berkshire County from this Pittsfield hotel featuring an indoor pool and fitness center. Enjoy meals at Jae's Asian Fusion restaurant and bar, plus in-room refrigerators and microwaves. Nearby attractions include Herman Melville's Arrowhead and Guido's Marketplace.

"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is ¥20,022
¥22,364 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hilton Garden Inn Lenox Pittsfield

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (809)
Minutes from Barrington Stage Company and Berkshire Athenaeum, this hotel offers comfortable rooms and attentive service. Just a 2-minute walk from Pittsfield Intermodal Transportation Center, enjoy room service and the convenient downtown location.

"Clean room and staff was super friendly"
United States
Yuen
The price is ¥23,329
¥26,058 total
includes taxes & fees
Dec 30 - Dec 31
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, (413)
Set in serene East Canaan, this welcoming B&B offers complimentary full breakfast daily and free self parking. Nearby Land of Nod Vineyard and Beckley Furnace Industrial Park provide local exploration opportunities. Guests consistently praise the helpful staff.

"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is ¥16,440
¥18,906 total
includes taxes & fees
Dec 30 - Dec 31
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, (1001)
Located near Pittsfield train station, this hotel offers free breakfast, WiFi, and parking. Stay active in the fitness center or enjoy nearby skiing options. Tanglewood Music Center and Tracy Brook Wildlife Sanctuary await just minutes away, with clean rooms and helpful staff to welcome you.

"Very friendly and good Breakfast."
United States
Jesse
The price is ¥11,958
¥13,356 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Plus Berkshire Hills Inn & Suites

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (821)
This Lenox lodge combines comfort with convenience, just a short drive from Tanglewood Music Center. The Club Room serves delicious American cuisine, while a welcoming bar and outdoor terrace enhance your stay. Kennedy Park and Pleasant Valley Wilderness Sanctuary await nearby.

"Easiest check in and out. Great food in dining room. "
United States
William
The price is ¥19,830
¥22,150 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Berkshires Untold

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (348)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is ¥14,718
¥16,440 total
includes taxes & fees
Dec 30 - Dec 31
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, (987)
Experience mountain magic at this ski-in/ski-out resort featuring 2 restaurants, 2 bars, and an outdoor pool. Condos include microwaves and DVD players, while the property offers ski storage, rentals, and lessons just steps from Mountain Coaster.

"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ¥33,260
¥37,152 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Jiminy Peak Mountain Resort

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1004)
Explore the Berkshires from this welcoming hotel with free breakfast and parking. Just a 10-minute drive to Tanglewood Music Center, the indoor pool offers year-round relaxation. Nearby attractions include Guido's Marketplace and Bousquet Ski Area.

"Very comfortable beds! "
United States
Gerald
The price is ¥16,033
¥17,909 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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, (1002)
Immerse yourself in mountain vistas at this Lenox hotel, where peaceful accommodations include refrigerators and microwaves. Unwind in the hot tub, swim in the indoor or seasonal outdoor pool, and enjoy complimentary breakfast before exploring nearby attractions.

"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is ¥15,837
¥17,689 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Yankee, Trademark Collection by Wyndham

The White Hart

The White Hart
4.0 star property
Salisbury
9.6 out of 10, Exceptional, (144)
Set in Salisbury near Mount Frissell, this historic hotel welcomes you with free breakfast and WiFi. After exploring nearby Hanging Rock Park, relax in the garden or enjoy a drink at the bar while savoring the terrace views.

"Great charming place, friendly, helpful staff"
United States
David
The price is ¥44,223
¥50,857 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The White Hart

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
Located minutes from Tanglewood Music Center, this Lenox hotel offers an indoor pool, bar, and free parking. Grab coffee at the café before exploring nearby Kennedy Park. Business travelers will appreciate the free WiFi and convenient amenities.

"Rooms were very clean and spacious."
United States
Morgan
The price is ¥21,137
¥23,610 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Element Lenox Berkshires

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164)
Relax in this Lenox retreat featuring poolside drinks and a garden oasis. Just minutes from Shakespeare and Company, this B&B offers free breakfast, WiFi and parking. Guests consistently praise the attentive staff for an exceptional stay.

"Everything was perfect - location and accommodation."
United States
Christopher
Brook Farm Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
This peaceful motel offers a seasonal outdoor pool and clean rooms just 15 minutes from Tanglewood Music Center. Close to Colonial Theater and Berkshire Museum, with free WiFi and parking. Guests praise the helpful staff and quiet, relaxing atmosphere.

"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 ¥12,791
¥14,287 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Berkshire Inn

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (594)
Set in Lenox with easy access to local attractions, this hotel offers an indoor pool and fitness center. Grab a bite at the café or unwind at the bar after exploring Kennedy Park. Rooms include refrigerators and microwaves for added convenience.

"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is ¥21,763
¥24,310 total
includes taxes & fees
Jan 6 - Jan 7, 2026
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, (98)
Set amid East Chatham's natural beauty, this charming B&B welcomes guests with daily buffet breakfast and complimentary WiFi. Explore nearby Queechy Lake and Hand Hollow State Forest, with Albany Airport just 44 minutes away.

"Great stay, comfortable place"
United States
barry
The price is ¥20,198
¥22,622 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Inn at Silver Maple Farm

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (41)
Escape to Sheffield's serene countryside in this inviting B&B. Enjoy complimentary WiFi, parking, and a delicious cooked-to-order weekend breakfast. Nearby attractions include the unique UFO Monument Park and peaceful Lime Kiln Farm Wildlife Sanctuary.

"The place is lovely, room is cozy, and the bed is comfy"
United States
Mark
The price is ¥25,364
¥28,331 total
includes taxes & fees
Dec 30 - Dec 31
Wilder House 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

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.
What's the top vacation rental that West Stockbridge has to offer?
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This highly rated vacation home rental in West Stockbridge is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all 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.
Where can I learn more about changing or cancelling my trip to West Stockbridge?
For more information about rescheduling or cancelling your trip to West Stockbridge, go to https://www.expedia.com/service/.
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.
Where is the best place to stay close to Chesterwood?
Stockbridge Country Inn is one of the top choices for your stay based on our traveler data, and this 4.5-star B&B offers free breakfast and free parking. It's located just a short 0.4 mi (0.7 km) from Chesterwood. Other good choices within 5 miles include The Red Lion Inn and Tanglewood Suites.
What about the best place to stay close to Berkshire Botanical Garden?
One of the top choices for your stay is The Red Lion Inn, located 1.8 mi (2.9 km) from Berkshire Botanical Garden, and this 3.5-star hotel offers 3 restaurants and an outdoor pool. Tanglewood Suites and Stockbridge Country Inn are two other good choices within 5 miles.
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. The Yankee, Trademark Collection by Wyndham 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 the best accommodation for staying close to Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
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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