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.

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Hot Tub

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.

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Hot Tub

Cozy Cabin on resort property in Cultural Berkshires. 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.

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Pet friendly

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.

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Hot Tub

Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury

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.

Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort

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.

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Hot Tub

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.

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Hot Tub

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.

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Hot Tub

Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out

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: Elevate Your Winter Thrills with Premier Ski-In/Ski-Out Luxury

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.

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Hot Tub

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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.