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Our top choices for West Stockbridge cottages

Great Barrington Lakeside Getaway w/ Kayak & Grill

Great Barrington Lakeside Getaway w/ Kayak & Grill
3.0 star property
Great Barrington
Great Barrington Lakeside Getaway w/ Kayak & Grill

Pet-Friendly Hudson Escape w/ Hot Tub

Pet-Friendly Hudson Escape w/ Hot Tub
Stottville
The price is AU$448
includes taxes & fees
29 Mar - 30 Mar
Pet-Friendly Hudson Escape w/ Hot Tub

Berkshires farm, 30+ guests, 50 acres

Berkshires farm, 30+ guests, 50 acres
New Lebanon
10.0 out of 10, Exceptional, (1 review)
The price is AU$2,639
includes taxes & fees
6 Apr - 7 Apr
Berkshires farm, 30+ guests, 50 acres

Sleeps 40 Heated Pool Hot Tub Fire Pit Game Room Brookside Mountain Retreat by Avantstay

Sleeps 40 Heated Pool Hot Tub Fire Pit Game Room Brookside Mountain Retreat by Avantstay
3.0 star property
Stephentown
Sleeps 40 Heated Pool Hot Tub Fire Pit Game Room Brookside Mountain Retreat by Avantstay

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
3.0 star property
Sandisfield
10.0 out of 10, Exceptional, (1 review)
"We had an amazing experience! Such a beautiful home and amazing host! We loved it! Definitely staying here again. Highly recommend! Thank you! "
United States
Diego
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is AU$797
includes taxes & fees
1 Apr - 2 Apr
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Lakefront Escape w/ Dock! Hudson Valley Home

Lakefront Escape w/ Dock! Hudson Valley Home
3.0 star property
Hillsdale
Lakefront Escape w/ Dock! Hudson Valley Home

Ashley Falls Home w/ Fire Pit: Hike & Ski!

Ashley Falls Home w/ Fire Pit: Hike & Ski!
3.0 star property
Ashley Falls
9.6 out of 10, Exceptional, (4 reviews)
"Nice location. Spacious with ample bedrooms. Would have been nice if there was a second bathroom on the second floor. It might be time to freshen the furniture in the sitting area."
United States
JAY
Ashley Falls Home w/ Fire Pit: Hike & Ski!

Dog-friendly Copake Home w/ Sauna!

Dog-friendly Copake Home w/ Sauna!
3.0 star property
Copake
Dog-friendly Copake Home w/ Sauna!

4 Mi to Great Barrington: Berkshires Retreat!

4 Mi to Great Barrington: Berkshires Retreat!
3.0 star property
Great Barrington
4 Mi to Great Barrington: Berkshires Retreat!

Berkshires Cabin 2 Mi to Appalachian Trail!

Berkshires Cabin 2 Mi to Appalachian Trail!
3.0 star property
Otis
Berkshires Cabin 2 Mi to Appalachian Trail!

Water-view Home in the Berkshires

Water-view Home in the Berkshires
3.0 star property
Sheffield
Water-view Home in the 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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Top West Stockbridge Hotel Reviews

Find out more about West Stockbridge

West Stockbridge Cottages information

Number of reviews
1
Accommodation
118 Cottages
Lowest Price
AU$797
Highest Price
AU$2,639

Frequently asked questions

How much do cottages in West Stockbridge cost?
Cottages in West Stockbridge range between AU$797 and AU$2,639 per night. These properties offer a chance to touch base with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in West Stockbridge near my cottage?
West Stockbridge has enough experiences to keep you busy for weeks, starting with Norman Rockwell Museum. Bousquet Ski Area, Shakespeare and Company and Furnace Brook Winery at Hilltop Orchards are other impressive attractions. If you have more time, Berkshire Theatre Festival and Arrowhead Museum will put the finishing touches on your itinerary.