Pittsfield Resorts
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Resorts in Pittsfield
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.
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.
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.
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.
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 a 2-minute drive from Mountain Coaster.
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.
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: 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.
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.
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.
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.
Pittsfield Resorts essential information
Accommodation | 13 Resorts |
|---|---|
Lowest Price | |
Highest Price | |
Popular accommodation | COZY CABIN IN BERKSHIRES RESORT., In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants, Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort , Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out , Hot SKI-in SKI-out Rentals Bentley Brook Resort!, Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss , Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury , Bentley Brook: Ultimate Ski-In Ski-Out -Crazy, 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, 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 |
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