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Check prices for these dates

Tonight
13 Apr - 14 Apr
Tomorrow
14 Apr - 15 Apr
This weekend
17 Apr - 19 Apr
Next weekend
24 Apr - 26 Apr

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Our top choices for West Stockbridge hotels

Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (447 reviews)
"Had everything we needed. Very thoughtful touches. "
United States
Mark
The price is ฿3,684
฿4,042 total
includes taxes & fees
14 Apr - 15 Apr
Shaker Mill Inn
Desk, laptop workspace, blackout curtains, iron/ironing board

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is ฿2,278
฿2,499 total
includes taxes & fees
14 Apr - 15 Apr
Pleasant Valley Motel West Stockbridge
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (895 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
The price is ฿2,514
฿2,808 total
includes taxes & fees
16 Apr - 17 Apr
Berkshires Untold
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

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, (1,003 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is ฿3,546
฿3,961 total
includes taxes & fees
20 Apr - 21 Apr
Best Western Plus Berkshire Hills Inn & Suites
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (416 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is ฿3,364
฿3,868 total
includes taxes & fees
20 Apr - 21 Apr
Locust Tree Bed and Breakfast LLC
Lobby lounge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is ฿4,709
฿5,260 total
includes taxes & fees
19 Apr - 20 Apr
Element Lenox Berkshires
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (840 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
The price is ฿1,917
฿2,142 total
includes taxes & fees
20 Apr - 21 Apr
Monument Mountain Motel
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (44 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is ฿5,155
฿5,759 total
includes taxes & fees
14 Apr - 15 Apr
Wilder House Berkshires
Double Room | Individually decorated, iron/ironing board, free WiFi

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.6 out of 10, Exceptional, (5 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is ฿6,407
฿7,157 total
includes taxes & fees
14 Apr - 15 Apr
The Berkshire Mountain Inn
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1,005 reviews)
"Great location, friendly staff"
United States
James
The price is ฿2,424
฿2,707 total
includes taxes & fees
7 May - 8 May
Quality Inn Great Barrington
Premium bedding, memory-foam beds, individually decorated

Nautical Nest

Nautical Nest
2.5 star property
Hudson
9.4 out of 10, Exceptional, (133 reviews)
"Great location!"
United States
Carla
The price is ฿3,806
฿4,415 total
includes taxes & fees
20 Apr - 21 Apr
Nautical Nest
Room, 1 Queen Bed, Mobility Accessible | Desk, laptop workspace, iron/ironing board, free cots/infant beds

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (555 reviews)
"Clean … check in , good location for us .. we’ll be back in Maynn"
United States
Kathleen
The price is ฿3,524
฿3,936 total
includes taxes & fees
15 Apr - 16 Apr
The Little Lion
Lake

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, (1,002 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is ฿3,439
฿3,842 total
includes taxes & fees
26 Apr - 27 Apr
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, individually decorated, individually furnished, desk

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (116 reviews)
"We had a great stay! Close to Hudson and all the great spots there. Spacious and lovely room. We'll definitely stay here again!"
United States
Jeremy
The price is ฿5,606
฿6,279 total
includes taxes & fees
14 Apr - 15 Apr
Changing Times Boutique Country Lodging
Indoor pool

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, (88 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is ฿3,780
฿4,223 total
includes taxes & fees
16 Apr - 17 Apr
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (95 reviews)
"Great quaint place. Great staff and very clean. "
United States
Janelle
The price is ฿3,604
฿3,954 total
includes taxes & fees
14 Apr - 15 Apr
The Springs Motel
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (905 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
The price is ฿2,775
฿3,816 total
includes taxes & fees
13 May - 14 May
Berkshire Mountain Lodge
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (173 reviews)
"Best host (Lucas) makes all the difference! Great views and delicious breakfasts. "
United States
diane
The price is ฿4,988
฿5,736 total
includes taxes & fees
16 Apr - 17 Apr
Blackberry River Inn
Exterior

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
The price is ฿4,198
฿4,689 total
includes taxes & fees
15 Apr - 16 Apr
Hideaway Inn Lenox
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,003 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is ฿3,241
฿3,620 total
includes taxes & fees
30 Apr - 1 May
Quality Inn Lee - Lenox South
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

Charles H. Baldwin & Sons

This historic shop has crafted pure vanilla extract using traditional methods since 1888. Visit the charming shopfront to discover artisanal extracts and baking ingredients.
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Hotchkiss Mobile Studio

4.8/5 (4 reviews)
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 first-hand.
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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

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

8/10 Good
"A beautiful hotel, with a great restaurant and bar in the hotel as well as a bathhouse. The room was well appointed, with a projector instead of a TV which I liked. The shower (and water pressure - or lack there of!) was disappointing and didn’t seem to match how well appointed the rest of the room was. I also noted a kettle in the room which is a great addition - but sadly no mugs or tea/coffee supplied. Staff were pleasant and accomodating throughout the stay. "
Tahlia 2-night trip
Posted 2 hours ago
Pocketbook Hotel and Bath

More cheap stays in West Stockbridge

Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
The price is ฿2,424 per night from 7 May to 8 May
฿2,424
฿2,707 total
7 May - 8 May
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)

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.
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: Offers a children's pool, an indoor pool and free self parking. Berkshire Mountain Lodge and Holiday Inn Club Vacations Oak n' Spruce Resort in the 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 34 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 Ebenezer II Gifts and Antiques, Charles H. Baldwin & Sons and Hotchkiss Mobile Studio 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.