Chatham Resorts

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Resorts in Chatham

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 Mountain Coaster.
Pool
Hot Tub
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 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, a short 5-minute walk from Jiminy Peak Mountain Resort and within 3 minutes by car from Mountain Coaster.
1 Bd - Vacation Village in the Berkshires

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
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!

Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!

Pittsfield MA
Located in Pittsfield, this resort is in a rural location, within a 5-minute drive of Guido's Marketplace and Bousquet Ski Area.
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.
Pool
Hot Tub
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out

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

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

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.
Jiminy Premier Ski-In/Ski-Out Resort Bentley B

Jiminy Premier Ski-In/Ski-Out Resort Bentley 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
Pres Week- Bentley Brook Resort - Your Peak Winter Escape

Pres Week- Bentley Brook Resort - Your Peak Winter Escape

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

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

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

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

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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Chatham Resorts essential information

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33 Resorts
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In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants, COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY., Vacation Village In The Berkshires 5 Star Resort - Suite B, 1 Bd - Vacation Village in the Berkshires, Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!, Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury , Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out , Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base, Jiminy Premier Ski-In/Ski-Out Resort Bentley B, Pres Week- Bentley Brook Resort - Your Peak Winter Escape, Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort , Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss

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