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Our top choices for Stockbridge adventure hotels

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, (1,000 reviews)
"Room was clean. Breakfast was fresh and the area was pristine. All staff was pleasant. "
United States
Melinda
The price is AED 373
AED 417 total
includes taxes & fees
7 May - 8 May
Best Western Plus Berkshire Hills Inn & Suites

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 1,382 total
includes taxes & fees
6 May - 7 May
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

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 386
AED 866 total
includes taxes & fees
6 May - 7 May
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (623 reviews)
"Beautiful outdoor space. "
United States
Jairo
The price is AED 621
AED 694 total
includes taxes & fees
11 May - 12 May
Courtyard by Marriott Lenox Berkshires

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Hancock
10.0 out of 10, Exceptional, (5 reviews)
"Condo location is great—very centrally located and convenient to get to everything. Room was clean and well maintained. Host is responsive and accommodating. Would call out space is a little tight for a family of 4 but works well for a quick weekend trip. "
United States
Lauren B.
The price is AED 386
AED 866 total
includes taxes & fees
7 May - 8 May
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

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, (12 reviews)
"Our stay was brief but it met our needs and was a great experience."
United States
Nancy S.
The price is AED 283
AED 737 total
includes taxes & fees
6 May - 7 May
NEW RENO - Historic Loft w/views of the Berkshires

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Pittsfield
7.8 out of 10, Good, (7 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
United States
Liz V.
The price is AED 988
AED 1,814 total
includes taxes & fees
8 May - 9 May
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

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)
"My family loved our stay here at Jiminy! You can’t beat the ski in and ski out feature, in addition to dining and several amenities all within the resort. Howard was an attentive and communicative host, ensuring we had everything our needed to have the best stay possible. We will definitely be returning!"
United States
katie s.
The price is AED 386
AED 866 total
includes taxes & fees
6 May - 7 May
Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby

Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
8.8 out of 10, Excellent, (8 reviews)
"Kind and responsive host."
United States
Javier
The price is AED 591
AED 1,984 total
includes taxes & fees
8 May - 9 May
Comfortable Berkshires retreat on mtn resort, SISO

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.2 out of 10, Wonderful, (14 reviews)
"Great location and nice size house for a family of 5. We had a couple hiccups but the host responded quickly and handled things promptly. "
United States
Jennifer L.
The price is AED 744
AED 1,163 total
includes taxes & fees
6 May - 7 May
Cozy Riverside Berkshires Retreat
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.

Top Stockbridge Hotel Reviews

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