Pittsfield Resorts

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Resorts in Pittsfield

COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.

Hancock MA

When you stay at this resort in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain Coaster.

Pool

Hot Tub

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 a 1-minute drive from Mountain Coaster.

Pool

Hot Tub

Bentley Brook the perfect home base for exploring nearby Berkshire County

Hancock MA

When you stay at this resort in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain Coaster.

Pool

Hot Tub

Bentley Brook the perfect home base for exploring nearby Berkshire County

Hancock MA

When you stay at this resort in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain Coaster.

Pool

Hot Tub

Bentley Brook the perfect home base for exploring nearby Berkshire County

Hancock MA

When you stay at this resort in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain Coaster.

Pool

Hot Tub

1 Bd - Vacation Village in the Berkshires

Hancock MA

With a stay at this resort in Williamstown, you'll be within a 5-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.

Air conditioning

Gym

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

Hancock MA

With a stay at this resort in Hancock, you'll be steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain Coaster.

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 a 2-minute drive from Mountain Coaster.

Pool

Hot Tub

Vacation Village In The Berkshires 5 Star Resort - Suite B

Hancock MA

With a stay at this resort in Hancock, you'll be in the mountains, just a 5-minute walk from Jiminy Peak Mountain Resort and within a 5-minute drive of Mountain Coaster.

Pool

Hot Tub

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

hancock MA

With a stay at this resort in Hancock, you'll be steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain Coaster.

Pool

Hot Tub

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

Hancock MA

With a stay at this resort in Hancock, you'll be steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain Coaster.

Pool

Hot Tub

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

Hancock MA

With a stay at this resort in Hancock, you'll be steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain Coaster.

Pool

Free WiFi

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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.