Pittsfield Resorts

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Resorts in Pittsfield

COZY CABIN IN BERKSHIRES RESORT.

COZY CABIN IN BERKSHIRES RESORT.

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
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
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

2 out of 5
190 Meadow Street South Lee MA
With a stay at Holiday Inn Club Vacations Oak 'n Spruce Resort in South Lee, you'll be within a 10-minute drive of National Shrine of the Divine Mercy and Norman Rockwell Museum.
Gym
Business services
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
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.
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.
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.
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 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
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.
Pool
Hot Tub
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.
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
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Pittsfield Resorts essential information

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30 Resorts
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Popular accommodation
COZY CABIN IN BERKSHIRES RESORT., In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants, Holiday Inn Club Vacations Oak 'n Spruce Resort, Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!, 1 Bd - Vacation Village in the Berkshires, Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base, Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort , Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury , Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out , Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss , Bentley Brook: Ultimate Ski-In Ski-Out -Crazy, Jiminy Premier Ski-In/Ski-Out Resort Bentley B

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