Berkshire County Resorts

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Resorts in Berkshire County

In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants

Hancock MA

When you stay at this resort in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and Grand Slam Chair.

Pool

Hot Tub

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

Hancock MA

With a stay at this resort in Hancock, you'll be steps from Jiminy Peak Mountain Resort and Cricket Triple.

Pool

Hot Tub

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

Hancock MA

With a stay at this resort in Hancock, you'll be steps from Jiminy Peak Mountain Resort and Cricket Triple.

Pool

Hot Tub

Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA

Lee MA

With a stay at this resort in South Lee, you'll be within a 15-minute drive of Tanglewood Music Center and Housatonic River.

Air conditioning

Gym

Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA

Lee MA

With a stay at this resort in South Lee, you'll be within a 15-minute drive of Tanglewood Music Center and Housatonic River.

Air conditioning

Gym

July 12-19 2026: Resort with 2 bedrooms and AC in the delightful Berkshires

Lee MA

With a stay at this resort in South Lee, you'll be within a 15-minute drive of Tanglewood Music Center and Housatonic River.

Air conditioning

Gym

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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.

Berkshire County Resorts essential information

Accommodation	12 Resorts
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Popular accommodation	In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants, Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out , Hot SKI-in SKI-out Rentals Bentley Brook Resort!, Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA, Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA, July 12-19 2026: Resort with 2 bedrooms and AC in the delightful Berkshires