West Stockbridge hotels from HK$443

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Our top choices for West Stockbridge hotels

Garden
Shaker Mill Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (439)
"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 HK$829
HK$910 total
includes taxes & fees
6 Jan - 7 Jan 2026
Shaker Mill Inn
Exterior
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1001)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is HK$404
HK$443 total
includes taxes & fees
6 Jan - 7 Jan 2026
Pleasant Valley Motel West Stockbridge
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

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, (71)
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
United States
Kira
The price is HK$954
HK$1,065 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (800)
"Spacious room and loved pool and hot tub!"
United States
Deanna
The price is HK$768
HK$1,032 total
includes taxes & fees
11 Jan - 12 Jan 2026
Berkshire Mountain Lodge
Terrace/patio
Locust Tree Bed and Breakfast LLC

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)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is HK$816
HK$939 total
includes taxes & fees
11 Jan - 12 Jan 2026
Locust Tree Bed and Breakfast LLC
Front of property – evening/night
Hotel On North

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (809)
"Clean room and staff was super friendly"
United States
Yuen
The price is HK$1,158
HK$1,294 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel On North
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is HK$995
HK$1,111 total
includes taxes & fees
9 Jan - 10 Jan 2026
Hilton Garden Inn Lenox Pittsfield
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

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, (1002)
"Very friendly and good Breakfast."
United States
Jesse
The price is HK$589
HK$658 total
includes taxes & fees
3 Jan - 4 Jan 2026
Best Western Plus Berkshire Hills Inn & Suites
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

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 HK$731
HK$817 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Central Downtown Inn & Suites
Interior
Berkshires Untold

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (823)
"Great hospitality and beautiful design. Our family had a great time!"
United States
Alison
The price is HK$985
HK$1,100 total
includes taxes & fees
4 Jan - 5 Jan 2026
Berkshires Untold
Exterior
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1001)
"Very comfortable beds! "
United States
Gerald
The price is HK$852
HK$952 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Berkshires-Lenox
Exterior
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is HK$1,651
HK$1,845 total
includes taxes & fees
11 Jan - 12 Jan 2026
Jiminy Peak Mountain Resort
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1004)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is HK$787
HK$879 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Yankee, Trademark Collection by Wyndham
Exterior
Harbour House Inn

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
"Nice place for a weekend away."
United States
Gregory
The price is HK$1,671
HK$1,767 total
includes taxes & fees
8 Jan - 9 Jan 2026
Harbour House Inn
Premium bedding, individually decorated, individually furnished
Wilder House Berkshires

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (41)
"The place is lovely, room is cozy, and the bed is comfy"
United States
Mark
The price is HK$1,320
HK$1,475 total
includes taxes & fees
12 Jan - 13 Jan 2026
Wilder House Berkshires
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
"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 HK$636
HK$711 total
includes taxes & fees
15 Jan - 16 Jan 2026
Berkshire Inn
Minibar, desk, iron/ironing board, free WiFi
The White Hart

The White Hart

The White Hart
4.0 star property
Salisbury
9.6 out of 10, Exceptional, (144)
"Amazing stay. Incredible staff, attention to detail. Beyond expectations "
United States
Jeanette
The price is HK$1,976
HK$2,273 total
includes taxes & fees
7 Jan - 8 Jan 2026
The White Hart
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
United States
Morgan
The price is HK$1,050
HK$1,173 total
includes taxes & fees
8 Jan - 9 Jan 2026
Element Lenox Berkshires
Exterior
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (594)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is HK$1,082
HK$1,208 total
includes taxes & fees
6 Jan - 7 Jan 2026
Courtyard by Marriott Lenox Berkshires
Library
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (166)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is HK$1,278
HK$1,469 total
includes taxes & fees
28 Jan - 29 Jan 2026
Blackberry River Inn
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

Enjoy an outing to Hotchkiss Mobile Studio during your stay in West Stockbridge. Wander the lakeside in this quaint area.
See properties

Charles H. Baldwin & Sons

Enjoy an outing to Charles H. Baldwin & Sons during your stay in West Stockbridge. Wander the lakeside in this quaint area.
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Great place to stay!! Very clean and very professional team"
Maricel 3-night trip
Posted 2 days ago
Vacation Village in the Berkshires

More cheap stays in West Stockbridge

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
The price is HK$614 per night from 1 Jan to 2 Jan
HK$614
HK$686 total
1 Jan - 2 Jan 2026
includes taxes & fees
7.4/10 Good! (827 reviews)

Hotels in West Stockbridge with star-rating

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 favourite option for your trip based on reviews is Pleasant Valley Motel West Stockbridge. See all available top hotels, or vacation rentals in West Stockbridge.
What are some of the best holiday rentals that West Stockbridge has to offer?
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This highly rated holiday home rental in West Stockbridge is located near skiing, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday 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 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 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. The Yankee, Trademark Collection by Wyndham and Holiday Inn & Suites Pittsfield-Berkshires by IHG 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, Hotchkiss Mobile Studio and Ebenezer II Gifts and Antiques are fun for children of all ages. A couple of additional sights to add to your itinerary are Stockbridge Bowl and Hoffman's Pottery. 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 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in West Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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