The Berkshires Resorts

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Resorts in The Berkshires

Ski resort, Wydham Bently Brook in Berkshire mountains, MA

With a stay at this resort in Hancock, you'll be a 1-minute drive from Jiminy Peak Mountain Resort and 9 minutes from Mount Greylock State Reservation.

Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base

With a stay at this resort in Hancock, you'll be a 1-minute drive from Jiminy Peak Mountain Resort and 9 minutes from Mount Greylock State Reservation.

Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out

With a stay at this resort in Hancock, you'll be in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State Reservation.

Cozy Cabin on resort property in Cultural Berkshire. Pets are welcome!

With a stay at this resort in Hancock, you'll be in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State Reservation.

Hot SKI-in SKI-out Rentals Bentley Brook Resort!

With a stay at this resort in Hancock, you'll be a 1-minute drive from Jiminy Peak Mountain Resort and 8 minutes from Mount Greylock State Reservation.

Vacation Village In The Berkshires 5 Star Resort - Suite B

With a stay at this resort in Hancock, you'll be in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State Reservation.

Bentley Brook: Ultimate Ski-In Ski-Out -Crazy

With a stay at this resort in Hancock, you'll be a 1-minute drive from Jiminy Peak Mountain Resort and 9 minutes from Mount Greylock State Reservation.

Pres Week- Bentley Brook Resort - Your Peak Winter Escape

With a stay at this resort in Hancock, you'll be a 1-minute drive from Jiminy Peak Mountain Resort and 9 minutes from Mount Greylock State Reservation.

Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A

With a stay at this resort in Hancock, you'll be a 1-minute drive from Jiminy Peak Mountain Resort and 9 minutes from Mount Greylock State Reservation.

Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss

With a stay at this resort in Hancock, you'll be a 1-minute drive from Jiminy Peak Mountain Resort and 9 minutes from Mount Greylock State Reservation.

Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.

With a stay at this resort in Hancock, you'll be a 1-minute drive from Jiminy Peak Mountain Resort and 9 minutes from Mount Greylock State Reservation.

Mountain Lodge Apt!

With a stay at this resort in Pittsfield, you'll be within a 15-minute drive of Tanglewood Music Center and Guido's Marketplace.

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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.