Resorts in Berkshire County
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Top Cities in Berkshire County
Pittsfield
Stockbridge
Our top choices for Berkshire County resorts
1. COZY CABIN IN BERKSHIRES RESORT.
COZY CABIN IN BERKSHIRES RESORT.Hancock
9.8 out of 10, Exceptional, (21 reviews)
"Great location on the mountain. Perfect for families. We look forward to staying here again whenever we ski at Jiminy."
Jason C.
2. In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurantsHancock
9.4 out of 10, Exceptional, (18 reviews)
"great spot and host!"
Jason G.
3. Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out ResortHancock
4. Hot SKI-in SKI-out Rentals Bentley Brook Resort!
Hot SKI-in SKI-out Rentals Bentley Brook Resort!Hancock
10.0 out of 10, Exceptional, (1 review)
"Great property! Great location. Smooth check-in."
erica l.
5. Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out BlissHancock
10.0 out of 10, Exceptional, (1 review)
"Walked out of the building, straight into my kids skiing lessons, very convenient."
Edson S.
6. Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxuryhancock
10.0 out of 10, Exceptional, (2 reviews)
"This condo was perfect for our family. We had lots of space and we were right on the base of Jiminy peak. I would definitely stay again."
Leanne W.
7. Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Bentley Brook: Ultimate Ski-In Ski-Out -CrazyHancock
9.6 out of 10, Exceptional, (4 reviews)
"Very easy access to the slope and perfect for family with kids"
Jung Y.
8. Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Bentley Brook Alpine Haven: Premier Ski-In/Ski-OutHancock
10.0 out of 10, Exceptional, (6 reviews)
"Easy booking, great ski weekend. Very positive experience!"
Faith V.
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 Berkshire County Hotel Reviews
Vacation Village in the Berkshires
10/10 Excellent
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