Find Adventure Hotels in Stockbridge, MA

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Check availability on Stockbridge Adventure Hotels

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

Our top choices for Stockbridge adventure hotels

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, (1,001 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is AED 404
AED 451 total
includes taxes & fees
16 Jun - 17 Jun
Best Western Plus Berkshire Hills Inn & Suites
Interior

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (5 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is AED 536
AED 1,365 total
includes taxes & fees
3 Jun - 4 Jun
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Property amenity

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (627 reviews)
"This hotel seemed brand new although built I believe in 2017. It was very clean and well maintained. We enjoyed the outdoor firepit."
United States
Phyllis
The price is AED 691
AED 772 total
includes taxes & fees
4 Jun - 5 Jun
Courtyard by Marriott Lenox Berkshires
TV

NEW RENO - Historic Loft w/views of the Berkshires

NEW RENO - Historic Loft w/views of the Berkshires
New Lebanon
9.8 out of 10, Exceptional, (13 reviews)
"Place was nice, decent value, comfy and cozy. Would stay again."
United States
John
The price is AED 286
AED 781 total
includes taxes & fees
3 Jun - 4 Jun
NEW RENO - Historic Loft w/views of the Berkshires
Interior

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.2 out of 10, Wonderful, (14 reviews)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is AED 744
AED 1,163 total
includes taxes & fees
3 Jun - 4 Jun
Cozy Riverside Berkshires Retreat
A heated pool

Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby

Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby
Hancock
9.6 out of 10, Exceptional, (5 reviews)
"Great location on mountain and great communication by unit owner."
United States
Marc F.
The price is AED 377
AED 852 total
includes taxes & fees
3 Jun - 4 Jun
Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby
Indoor pool, a heated pool

1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
Hancock
9.4 out of 10, Exceptional, (6 reviews)
"Convenience to slopes and restaurants really great….,had a nice stay"
United States
Thomas S.
The price is AED 360
AED 833 total
includes taxes & fees
3 Jun - 4 Jun
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
Private kitchen

NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet

NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet
New Lebanon
8.0 out of 10, Very Good, (1 review)
"This location is great as an overnight trip. It’s centralized between ski resorts, restaurants near Pittsfield, MA and local NY. "
United States
Luz A.
The price is AED 635
AED 1,542 total
includes taxes & fees
8 Jun - 9 Jun
NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet
Exterior

1789 Shaker Farmhouse in Berkshires/Hudson Valley

1789 Shaker Farmhouse in Berkshires/Hudson Valley
Canaan
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful stay. The house was spacious and the owner was readily available for all questions. It’s a really nice location. "
United States
Christine C.
The price is AED 863
AED 1,869 total
includes taxes & fees
3 Jun - 4 Jun
1789 Shaker Farmhouse in Berkshires/Hudson Valley
A heated pool

Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
8.4 out of 10, Very Good, (10 reviews)
"Kind and responsive host."
United States
Javier
The price is AED 591
AED 2,005 total
includes taxes & fees
3 Jun - 4 Jun
Comfortable Berkshires retreat on mtn resort, SISO
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.
View all properties

Top Stockbridge Hotel Reviews

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"The staff at the front desk and the breakfast staff were very accommodating and cheerful."
Sherilyn 2-night trip
Posted 16 hours ago
The Cornell Inn, Lenox & The Berkshires

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