Book a Hinsdale Resort

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Resort in Hinsdale

Exterior
Ski resort, Wydham Bently Brook in Berkshire mountains, MA
Ski resort, Wydham Bently Brook in Berkshire mountains, MA
Interior
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
Interior
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Pool
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!
Interior
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!
Interior
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
Interior
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Indoor pool, outdoor pool
Vacation Village In The Berkshires 5 Star Resort - Suite B
Vacation Village In The Berkshires 5 Star Resort - Suite B
Interior
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
Interior
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
Interior
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
Interior
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
Property grounds
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
Interior
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
Interior
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.
Private kitchen
Mountain Lodge Apt!
Mountain Lodge Apt!
Interior
Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
Don't see what you're looking for?
See all available properties in Hinsdale
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 Hinsdale

Lake
Berkshire Lake access
10.0 out of 10, Exceptional, (41)
"Living space is bigger than the pictures, plenty of room for everyone, well stocked kitchen, everything we needed!"
Berkshire Lake access
Exterior
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
10.0 out of 10, Exceptional, (18)
"Our stay at this cottage was wonderful. The property was perfect size for us and we enjoyed golfing at Bas Ridge Golf Course, even though the weather was not the greatest that day. The hot tub was such a great amenity and we enjoyed the nice quiet location!"
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Exterior
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, (858)
"Staff were so attentive, even at the late hour we checked in (10pm) the place had everything you need. Amazing views and amenities. Loved it"
The price is NZ$278
per night
2 Jun - 3 Jun
Jiminy Peak Mountain Resort
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.

Hinsdale Resort information

Number of reviews
24
Accommodation
22 Resort
Lowest Price
Highest Price

Frequently asked questions

What is Hinsdale like for a resort holiday?
You deserve a holiday, and a resort is the perfect place to pamper yourself with the amenities and services you need for a relaxing time in Hinsdale. One of the comfortable resorts in the area might be just what you’re looking for, whether you’re hoping for an amazing pool, shopping possibilities or fun activities to try.
What's the best resort for my stay in Hinsdale?
Our top-rated resort near Hinsdale: Cozy Cabin on resort property in Cultural Berkshire. Pets are welcome! - Ski resort. 11.7 mi (18.9 km) from Hinsdale. Enjoy the ski-in/ski-out access, fitness centre and beach sunloungers.
What can I do in Hinsdale?
Bas Ridge Golf Course, Berkshire Museum and Barrington Stage Company are a few interesting places to visit nearby. Other attractions in the area include Colonial Theater and October Mountain State Forest.
What's the seasonal weather in Hinsdale?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Hinsdale are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What's the best way to get to and around Hinsdale?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 8.5 mi (13.7 km) away from the city centre. Otherwise, look for flights into Westfield, MA (BAF-Barnes Municipal), which is 28 mi (45 km) away. If you’d like to venture out around the area, consider renting a car to explore more sights.

Recent Reviews in Hinsdale
Expedia verified reviews

The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

5/5 Excellent
"Room overlooking the lake was delightful. Best thing is the on site Indian restaurant. Food and drinks memorable"
A verified traveller stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection
Posted 18 hours ago
The Black Swan Lee - Lenox, Ascend Hotel Collection