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Compare 22 Resorts in Hancock with updated reviews, rates, and availability.

Exterior
Ski resort, Wydham Bently Brook in Berkshire mountains, MA
Ski resort, Wydham Bently Brook in Berkshire mountains, MA
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
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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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!
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!
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
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
Exterior
Vacation Village In The Berkshires 5 Star Resort - Suite B
Vacation Village In The Berkshires 5 Star Resort - Suite B
Exterior
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
10.0 out of 10, Exceptional, (2)
"Jimney is always a great time"
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
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
10.0 out of 10, Exceptional, (1)
"Great spot. We had a ton of fun."
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
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
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
Exterior
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
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
Wyndham Bentley Brook Resort
Slope-Side Ski-in Ski-Out: Bentley Brook Resort
Slope-Side Ski-in Ski-Out: Bentley Brook Resort
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.
Dining
Mountain Lodge Apt!
Mountain Lodge Apt!
Exterior
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
Don't see what you're looking for?
See all available properties in Hancock
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 Hancock

Property entrance
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (857)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is AED 584
AED 641 total
includes taxes & fees
27 May - 28 May
Jiminy Peak Mountain Resort
Pool
Mountainside Condo Ski In Ski Out
8.8 out of 10, Excellent, (8)
"Great location and nice unit. Had a blast!"
The price is AED 547
AED 685 total
includes taxes & fees
27 May - 28 May
Mountainside Condo Ski In Ski Out
Hancock Vacation Rental | 4BR | 3BA | 2,115 Sq Ft | Stairs Required for Access
Family-Friendly Hancock Home: Walk to Slopes!
9.4 out of 10, Exceptional, (10)
"Came for the Lift Maintenance Seminar. The property was overall great, no major complaints. The two things that were less than ideal was a lot of the dishes were not clean, I'm guessing the previous guest put them away that way. And the hot tub water was low, we tried to fill it but the hose spigot was turned off. Other than that we had a great stay!"
Family-Friendly Hancock Home: Walk to Slopes!
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 Hancock like for a resort vacation?
Dreaming of a relaxing getaway? Treat yourself to the comforts and luxuries of a resort, where you can find everything you want for your vacation from convenient dining options to activities and shopping. Pick from 25 resorts in Hancock and discover the right one for you, whether you picture yourself kicking back in a room with stunning views or heading to the spa for a deep-tissue massage.
How many hotel resorts will I be able to find in Hancock?
Choose among Expedia’s 25 resorts in Hancock where you can enjoy a selection of great restaurants, beautiful guest rooms, and more.
What can I do in Hancock?
Travelers like the mountain scenery in Hancock, and enjoy its skiing and other winter sports. If you’re interested in local sights, Jiminy Peak Mountain Resort, Mount Greylock State Reservation Visitor Center, and Pittsfield State Forest are some places to visit nearby. Other attractions in the area include Brodie Mountain and Barrington Stage Company.
What's the weather like in Hancock?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Hancock are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Hancock?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 8.5 mi (13.6 km) from the city center. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 28.1 mi (45.2 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.

Recent reviews of Hancock hotels
Expedia verified reviews

The Lenox Collection

The Lenox Collection

5/5 Excellent
"😊"
A verified traveler stayed at The Lenox Collection
Posted 2 days ago
The Lenox Collection