Chatham Resorts

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Resorts in Chatham

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

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

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.
Bentley Brook the perfect home base for exploring nearby Berkshire County

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

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.
Bentley Brook the perfect home base for exploring nearby Berkshire County

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

1 Bd - Vacation Village in the Berkshires

2 out of 5
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

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

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

Hancock MA
$629 nightly
The price is $703 total per night
$703 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
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

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

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

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

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.
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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.

Chatham Resorts essential information

Accommodation
34 Resorts
Lowest Price
$703
Highest Price
$703
Popular accommodation
COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY., In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants, Bentley Brook the perfect home base for exploring nearby Berkshire County, Bentley Brook the perfect home base for exploring nearby Berkshire County, Bentley Brook the perfect home base for exploring nearby Berkshire County, 1 Bd - Vacation Village in the Berkshires, Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A, Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out , Vacation Village In The Berkshires 5 Star Resort - Suite B, Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury , Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B, Bentley Brook: Ultimate Ski-In Ski-Out -Crazy

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