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Compare Resorts in Lanesborough with updated reviews, rates, and availability.

Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
Exterior
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
10.0 out of 10, Exceptional, (2)
"This property is great for skiing, especially with kids. There is a nice pool and little movie theater thats prefect for after a day on the slopes."
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
Luxury one bedroom and one bathroom unit with full amenities
Exterior
Luxury one bedroom and one bathroom unit with full amenities
Luxury one bedroom and one bathroom unit with full amenities
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
Exterior
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
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Luxury one bedroom and one bathroom unit with full amenities
Exterior
Luxury one bedroom and one bathroom unit with full amenities
Luxury one bedroom and one bathroom unit with full amenities
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Interior
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
8.4 out of 10, Very Good, (5)
"Great time at jiminy! This unit was super clean and super convenient to everything at jiminy including the lodge and lifts! Thank you for the speedy communication! Appreciate it! We’ll be back next year! Thanks!"
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Cozy Cabin on resort property in Cultural Berkshires. Pets are welcome!
Outdoor Pool by our cabin. Open from Memorial Day weekend through end of August.
Cozy Cabin on resort property in Cultural Berkshires. Pets are welcome!
9.8 out of 10, Exceptional, (13)
"Very nice stay"
Cozy Cabin on resort property in Cultural Berkshires. Pets are welcome!
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
Exterior
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
10.0 out of 10, Exceptional, (1)
"Great property! Great location. Smooth check-in."
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
Exterior
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
10.0 out of 10, Exceptional, (2)
"The property manager was great and very communicative. The hotel is the perfect place to stay if skiing at Jiminy peak. Ski school right outside, pool and arcade room for the children."
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Exterior
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Vacation Village In The Berkshires 5 Star Resort - Suite B
Exterior
Vacation Village In The Berkshires 5 Star Resort - Suite B
Vacation Village In The Berkshires 5 Star Resort - Suite B
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
Exterior
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
10.0 out of 10, Exceptional, (1)
"Great location and overall wonderful stay at Jiminy Peak!"
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
10.0 out of 10, Exceptional, (1)
"Great spot. We had a ton of fun."
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Bentley Brook: Elevate Your Winter Thrills with Premier Ski-In/Ski-Out Luxury
Room
Bentley Brook: Elevate Your Winter Thrills with Premier Ski-In/Ski-Out Luxury
10.0 out of 10, Exceptional, (1)
"Great place to get my 6 year old on the mountain. What a great time !"
Bentley Brook: Elevate Your Winter Thrills with Premier Ski-In/Ski-Out Luxury
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
Exterior
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
10.0 out of 10, Exceptional, (1)
"Large property with ski-in/ski-out proximity to Jiminy Peak. Units are standard but large, clean, and with helpful amenities for a family vacation (kitchenette in unit, plus nice pool for kids' apres-ski, kids' movies, etc.) We'll be back."
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
Exterior
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
Bentley Brook at Jiminy Peak ^ Studio
Exterior
Bentley Brook at Jiminy Peak ^ Studio
Bentley Brook at Jiminy Peak ^ Studio
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
Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
Slope-Side Ski-in Ski-Out: Bentley Brook Resort
Wyndham Bentley Brook Resort
Slope-Side Ski-in Ski-Out: Bentley Brook Resort
Slope-Side Ski-in Ski-Out: Bentley Brook Resort
Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
Exterior
Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
Mountain Lodge Apt!
Dining
Mountain Lodge Apt!
Mountain Lodge Apt!
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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.

Other property types in Lanesborough

Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (206)
"We loved our long weekend here—so comfortable and clean and private. Just perfect for two!"
Berkshire Village Carriage House - Super Private!!
Charming historic cottage on scenic road to Mt. Greylock
Summer
Charming historic cottage on scenic road to Mt. Greylock
10.0 out of 10, Exceptional, (95)
"A great place in a great location with super-responsive and helpful owners! My partner is a teacher and she was entranced with the schoolroom, the history, and the old textbooks!"
Charming historic cottage on scenic road to Mt. Greylock
Hearts Desire is a furnished whole house in a small, colorful garden center.
Exterior
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, (69)
"Top notch!! Will definitely be back. Thanks!!"
Hearts Desire is a furnished whole house in a small, colorful garden center.
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.

Frequently asked questions

What is Lanesborough like for a resort vacation?
You deserve a getaway, and a resort is just the place to find all the amenities and services you need for a relaxing trip to Lanesborough. One of the comfortable resorts in the area might be just what you’re looking for, whether you’re hoping for a luxurious suite, shopping possibilities, or nightly entertainment options.
What can I do in Lanesborough?
Mount Greylock State Reservation Visitor Center and Mount Greylock State Reservation are a few of the interesting sights to visit. Additional attractions in the area include Jiminy Peak Mountain Resort and Barrington Stage Company.
What's the weather like in Lanesborough?
The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Lanesborough are January, April, March, and February, with each month seeing an average of 8 inches of snowfall.
What's the best way to get to and around Lanesborough?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 7.1 mi (11.5 km) from the city center. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 29.1 mi (46.9 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.

Recent reviews of Lanesborough hotels
Expedia verified reviews

The Cornell Inn, Lenox

The Cornell Inn, Lenox

5/5 Excellent
Great hospitality!
"Wonderful hospitality at the Cornell Inn. Baked goods to greet you everyday and very nice outdoor decks for relaxing. Our superior queen room had its own deck and fireplace! "
A verified traveler stayed at The Cornell Inn, Lenox
Posted 17 hours ago
The Cornell Inn, Lenox