Book Resort Hotels in Berkshire County, MA
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Top cities with Resorts to explore in Berkshire County
Lenox
Resorts
Top Resorts in Berkshire County
COZY CABIN IN BERKSHIRES RESORT.
Hancock MA
Ski-in/ski-out access and an outdoor pool are featured at this smoke-free resort. A gym, a hot tub, and a garden are also on offer.
Pool
Hot Tub
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Hancock MA
Ski-in/ski-out access and an outdoor pool are featured at this smoke-free resort. Enjoy the gym and conveniences like a garden and laundry facilities.
Pool
Hot Tub
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Hancock MA
This resort features an outdoor pool and an indoor pool. A gym, a hot tub, and laundry facilities are also on offer.
Pool
Hot Tub
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
Hancock MA
This resort features an outdoor pool and an indoor pool. Families will appreciate the arcade/game room and onsite laundry facilities. A gym and a hot tub are also provided.
Pool
Hot Tub
Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
Hancock MA
This resort features a gym and a hot tub. Laundry facilities are provided for your convenience.
Pool
Hot Tub
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
hancock MA
This resort features an outdoor pool and an indoor pool. A gym, a hot tub, and laundry facilities are also on offer.
Pool
Hot Tub
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Hancock MA
Ski-in/ski-out access and an outdoor pool are featured at this smoke-free resort. Families will appreciate the arcade/game room and onsite laundry facilities. An indoor pool, a gym, and a hot tub are also on offer.
Pool
Hot Tub
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Hancock MA
This resort features an outdoor pool and an indoor pool. Families will appreciate the arcade/game room and onsite laundry facilities. A gym is also provided.
Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
Lee MA
A gym is featured at this resort, along with laundry facilities.
Air conditioning
Gym
Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
Lee MA
A gym is featured at this resort, along with laundry facilities.
Air conditioning
Gym
Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
Lee MA
A gym is featured at this resort, along with laundry facilities.
Don't see what you're looking for?
See all available properties in Berkshire County
View all propertiesLowest 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.
Top Resorts in Berkshire County
COZY CABIN IN BERKSHIRES RESORT.
Hancock MA
Ski-in/ski-out access and an outdoor pool are featured at this smoke-free resort. A gym, a hot tub, and a garden are also on offer.
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Hancock MA
Ski-in/ski-out access and an outdoor pool are featured at this smoke-free resort. Enjoy the gym and conveniences like a garden and laundry facilities.
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Hancock MA
This resort features an outdoor pool and an indoor pool. A gym, a hot tub, and laundry facilities are also on offer.
Pool
Hot Tub
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
Hancock MA
This resort features an outdoor pool and an indoor pool. Families will appreciate the arcade/game room and onsite laundry facilities. A gym and a hot tub are also provided.
Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
Hancock MA
This resort features a gym and a hot tub. Laundry facilities are provided for your convenience.
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
hancock MA
This resort features an outdoor pool and an indoor pool. A gym, a hot tub, and laundry facilities are also on offer.
Pool
Hot Tub
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Hancock MA
Ski-in/ski-out access and an outdoor pool are featured at this smoke-free resort. Families will appreciate the arcade/game room and onsite laundry facilities. An indoor pool, a gym, and a hot tub are also on offer.
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Hancock MA
This resort features an outdoor pool and an indoor pool. Families will appreciate the arcade/game room and onsite laundry facilities. A gym is also provided.
Pool
Free WiFi
Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
Lee MA
A gym is featured at this resort, along with laundry facilities.
Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
Lee MA
A gym is featured at this resort, along with laundry facilities.
Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
Lee MA
A gym is featured at this resort, along with laundry facilities.
Don't see what you're looking for?
See all available properties in Berkshire County
View all propertiesLowest 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.
Top hotels in Berkshire County
The Yankee Inn
461 Pittsfield Rd Lenox MA
$158 nightly
The price is $176 total per night from Aug 2 to Aug 3
$176 total
Aug 2 - Aug 3
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
Berkshire County Resorts essential information
Accommodation | 28 Resorts |
|---|---|
Lowest Price | $132 |
Highest Price | $179 |
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 , 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 Alpine Haven: Premier Ski-In/Ski-Out , 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 |
Berkshire County Resorts essential information
Accommodation | 28 Resorts |
|---|---|
Lowest Price | $132 |
Highest Price | $179 |
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 , 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 Alpine Haven: Premier Ski-In/Ski-Out , 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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