[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx. Lakefront resort with a sauna and a hot tub ![Lobby](https://images.trvl-media.com/lodging/108000000/107090000/107080200/107080197/96f0e35c.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Outdoor spa tub](https://images.trvl-media.com/lodging/108000000/107090000/107080200/107080197/13c36127.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Game room](https://images.trvl-media.com/lodging/108000000/107090000/107080200/107080197/b9ce32d0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Pool](https://images.trvl-media.com/lodging/108000000/107090000/107080200/107080197/02bfefec.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/108000000/107090000/107080200/107080197/6b35157e.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Families love Wyndham at Bentley Brook's location at the base of Jiminy Peak Ski Mountain. Rooms feature kitchenettes, flat-screen TVs, and air conditioning for a comfy stay. The property includes an arcade/game room, sauna, spa tub, and in-room WiFi for a complete experience. 10 Exceptional ## Popular amenities - Hot tub - Kitchen - Laundry - Pool - Air conditioning ## Room options ### Check availability for these dates Tonight [Oct. 4 - Oct. 5](https://www.expedia.ca/Hotel-Search?startDate=2025-10-04&endDate=2025-10-05&selected=107080197&PinnedHotelID=107080197&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-04&endDate=2025-10-05&selected=107080197&PinnedHotelID=107080197&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Oct. 5 - Oct. 6](https://www.expedia.ca/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06&selected=107080197&PinnedHotelID=107080197&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06&selected=107080197&PinnedHotelID=107080197&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Oct. 10 - Oct. 12](https://www.expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-12&selected=107080197&PinnedHotelID=107080197&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-12&selected=107080197&PinnedHotelID=107080197&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Oct. 17 - Oct. 19](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=107080197&PinnedHotelID=107080197&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=107080197&PinnedHotelID=107080197&HadPinnedHotel=true®ionId=-1&adults=2) ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHancock-Hotels-All-Season-Adventures.h107080197.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FHancock-Hotels-All-Season-Adventures.h107080197.Hotel-Information) ## About the area Located in Hancock, this resort is in the mountains and on a river. Mount Lebanon Shaker Village and Colonial Theater are local landmarks, and the area's natural beauty can be seen at Mount Greylock State Reservation and Mount Greylock State Reservation Visitor Center. Mountain Coaster and Alpine Super Slide are also worth visiting. Discover the area's water adventures with motor boating nearby, or enjoy the great outdoors with hiking/biking trails, mountain biking, and horse riding. [Visit our Hancock travel guide](https://www.expedia.ca/Hancock.dx112303) [View more Resorts in Hancock](https://www.expedia.ca/Hancock-Resort-Hotels.d112303-aaResortHotels.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C42.55714%2C-73.28930&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=_pBKRdglkHSc8ARlU-q_L2p7LsE=) Lanesborough, MA ### What's nearby - Jiminy Peak Mountain Resort - 1 min walk - 0.0 km - Mountain Coaster - 5 min walk - 0.5 km - Alpine Super Slide - 14 min walk - 1.2 km - Mount Greylock State Reservation Visitor Center - 15 min drive - 12.5 km - Mount Greylock - 45 min drive - 27.3 km ### Getting around - Pittsfield Intermodal Transportation Center - 21 min drive - Pittsfield, MA (PSF-Pittsfield Municipal) - 27 min drive ### Restaurants - ‪Old Man Jeff’s Barbecue Company - ‬20 min drive - ‪Bob's Country Kitchen - ‬12 min drive - ‪Proprietor’s Lodge - ‬18 min drive - ‪Cumberland Farms - ‬8 min drive - ‪Dunkin' - ‬15 min drive ## About this property ### All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx. Resort near Jiminy Peak Mountain Resort Consider a stay at All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx. and take advantage of a firepit, an arcade/game room, and laundry facilities. For some rest and relaxation, visit the sauna or hot tub, and indulge in a massage. Guests can connect to in-room WiFi. You'll also enjoy perks such as: - Swimming pool - Games, barbecue grills, and smoke-free premises Room features All guestrooms at All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx. have comforts such as fireplaces and air conditioning, as well as amenities like dining tables and internet access. More amenities include: - 2 bathrooms with jetted tubs and showers - Balconies, kitchens, and refrigerators ## Similar properties ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Vacation Village in the Berkshires Williamstown - Pool - Parking included - Free WiFi - Air conditioning 8.6 Excellent 2,032 reviews CA $128 CA $158 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=1066423&PinnedHotelID=1066423&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/100000000/99670000/99666800/99666744/w1165h775x0y3-da68edb4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Mountainside Condo Ski In Ski Out Hancock - Pool - Hot tub - Kitchen - Washer 9.0 Wonderful 30 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=99666744&PinnedHotelID=99666744&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Jiminy Peak Mountain Resort Hancock - Pool - Hot tub - Parking included - Free WiFi 8.2 Very good 980 reviews CA $202 CA $226 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=911313&PinnedHotelID=911313&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820135/f0f0c14d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bentley Brook the perfect home base for exploring nearby Berkshire County Hancock - Pool - Hot tub - Kitchen - Washer 10 Exceptional 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=113820135&PinnedHotelID=113820135&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820158/dbb7cb70.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bentley Brook the perfect home base for exploring nearby Berkshire County Hancock - Pool - Hot tub - Air conditioning - Gym 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=113820158&PinnedHotelID=113820158&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76713300/76713290/949e9107.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous Hancock - Pool - Hot tub - Kitchen - Washer 9.6 Exceptional 30 reviews CA $219 CA $452 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-06&endDate=2025-10-07&selected=76713290&PinnedHotelID=76713290&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820149/a6ce69c1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bentley Brook the perfect home base for exploring nearby Berkshire County Hancock - Pool - Hot tub - Air conditioning - Gym [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=113820149&PinnedHotelID=113820149&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/90000000/89990000/89988500/89988465/2a7da31c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ski-In/Ski-Out at Jiminy Peak in the Country Inn Hancock - Pool - Hot tub - Kitchen - Free WiFi 9.0 Wonderful 27 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=89988465&PinnedHotelID=89988465&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78360000/78357200/78357134/c6d14d4a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2 Hancock - Pool - Hot tub - Kitchen - Washer 10 Exceptional 35 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=78357134&PinnedHotelID=78357134&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/w1080h783x0y5-9ee375ab.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### UNIQUE - 1BR Country Condo @ Jiminy Peak Hancock - Pool - Kitchen - Washer - Dryer 10 Exceptional 14 reviews CA $180 CA $486 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-06&endDate=2025-10-07&selected=74312811&PinnedHotelID=74312811&HadPinnedHotel=true®ionId=-1&adults=2) ## Property amenities ### Internet - Available in all rooms: WiFi - Available in some public areas: Internet access ### Things to do - Arcade/game room - Communal pool - Games - Hot tub - Sauna - Ski lift privileges ### Conveniences - Laundry facilities ### Outdoors - Barbecue grill - Firepit - In the mountains - On a lake ### Spa - Massage ### More - Smoking not allowed ## Room amenities ### Bedroom - Bedsheets provided - Sofa bed ### Bathroom - 2 bathrooms - Bathtub or shower - Hair dryer - Jetted bathtub - Shower - Towels provided ### Entertainment - TV ### Food and drink - Coffee/tea maker - Cookware, dishware, and utensils - Dining table - Dishwasher - Ice maker - Kitchen - Microwave - Oven - Refrigerator - Stovetop - Toaster ### More - Air conditioning - Dryer - Fireplace - Heating - Iron/ironing board - Phone ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 21 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as KOALAPRO47449\_707\_PRO\_113\_UNIT\_2487\_INSTANT\_RELAXED ## Frequently asked questions ### Does All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx. have a pool? > Yes, this property has a pool. ### Is All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx. pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.? > Check-in begins at 4:00 PM. ### What time is check-out at All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.? > Check-out is at 10:00 AM. ### Where is All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx. located? > Situated on a river, this resort is steps from Jiminy Peak Mountain Resort, and within 3 mi (5 km) of Alpine Super Slide and Mountain Coaster. Mount Greylock State Reservation and Taconic Ridge State Forest are also within 6 mi (10 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx. Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 9.8 Cleanliness ### 10 Location ### 8.0 Eco-friendliness ### 10 Property conditions & facilities 10 - Excellent 42 8 - Good 0 6 - Okay 2 4 - Poor 0 2 - Terrible 0 ### 10/10 Excellent #### Lori C. Jun 15, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Great place and location! ##### Lori C. Stayed 2 nights in Jun 2025 ### 10/10 Excellent #### Nichole Jun 17, 2025 Liked: Cleanliness, amenities, property conditions & facilities The room was larger than expected and VERY clean. It had everything I needed for a pleasant and relaxing stay while attending the Berkshire Yoga Festival at Jiminy Peak. ##### Nichole Stayed 4 nights in Jun 2025 ### 10/10 Excellent #### Tara M. Dec 16, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Ski weekend The property was beautiful. We had a great stay ##### Tara M. Stayed 2 nights in Dec 2024 ### 10/10 Excellent #### Shery F. Jul 7, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great stay! Many amenities, comfortable stay. Had a great time! ##### Shery F. Stayed 3 nights in Jul 2024 ### 10/10 Excellent #### Robin E. Dec 4, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place, beautiful location This is the second time I've been to Jimminy Peak and this stay was better than the last. The room was clean and comfortable and the ammenities were impeccable ##### Robin E. Stayed 4 nights in Oct 2024 ### 10/10 Excellent #### David W. Jan 23, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great family ski location at Jiminy Peak Excellent location ski on and off from Jiminy Peak. My family had a great time here! ##### David W. Stayed 2 nights in Jan 2024 ### 10/10 Excellent #### moe b. Mar 28, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great rental. Great location Weather didn't help but the rental and the location were exceptional! ##### moe b. Stayed 3 nights in Feb 2024 ### 10/10 Excellent #### Lava M. Jul 8, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Spacious with Good Amenities Great property for a long weekend. We enjoyed the space and amenities on the property. ##### Lava M. Stayed 3 nights in May 2024 ### 10/10 Excellent #### Andrew B. Feb 20, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect location I love the location of this property. It’s right at the base for easy ski in/ski out. ##### Andrew B. Stayed 2 nights in Jan 2024 ### 10/10 Excellent #### Noa M. Jan 21, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### ski trip wonderful stay, look forward to coming again! ##### Noa M. Stayed 2 nights in Jan 2024 ### 10/10 Excellent #### Daniel P. Mar 6, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### ski weekend great stay as always! ##### Daniel P. Stayed 2 nights in Feb 2024 ### 10/10 Excellent #### Denise D. Jul 14, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Local wedding . Loved the grounds , the room , the pool . The staff was super friendly. ##### Denise D. Stayed 2 nights in Jul 2024 ### 10/10 Excellent #### Christopher D. Dec 23, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### SKI Outstanding facility staff activities. Nothing bad to say about our stay. ##### Christopher D. Stayed 4 nights in Dec 2024 ### 10/10 Excellent #### Martin G. Apr 30, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 2024 Family Weekend We very much enjoyed our stay. The place was very comfortable and very clean. The location worked out perfect and the parking was very convenient. ##### Martin G. Stayed 4 nights in Apr 2024 ### 10/10 Excellent #### Orrie L. Mar 19, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Clean and comfortable stay. The property was as advertised. Clean and comfortable. And right on the mountain - ski-in/ski-out. Perfect for families. ##### Orrie L. Stayed 3 nights in Feb 2024 ### 10/10 Excellent #### Jean P. Feb 20, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fun getaway Always love skiing at Jiminy- ski in/ski out works perfectly for us and Bentley is the perfect choice! ##### Jean P. Stayed 5 nights in Feb 2024 ### 10/10 Excellent #### Susan F. Mar 23, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Awesome Wonderful trip five star ! ##### Susan F. Stayed 3 nights in Feb 2024 ### 10/10 Excellent #### Alyne K. Feb 24, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Ski week Very nice place… lovely service… overall very satisfied ##### Alyne K. Stayed 3 nights in Feb 2024 ### 10/10 Excellent #### David B. Feb 5, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Stay We had a lovely weekend the Wyndham Bentley Brook and Koala did a really great job arranging our accomodations. The room was clean and spacious and exactly as described. Really great. ##### David B. Stayed 2 nights in Feb 2024 ### 10/10 Excellent #### Elizabeth M. Mar 5, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### bentley at Jiminy Overall a great spot. Ski in /ski out. Great getaway . ##### Elizabeth M. Stayed 3 nights in Feb 2024 ### 10/10 Excellent #### Joel M. Jun 3, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great experience! Wonderful property, fantastic amenities and activities, new and updated, safe and relaxing. Highly recommend! ##### Joel M. Stayed 2 nights in May 2023 ### 10/10 Excellent #### Craig Y. Jul 18, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### HIGHLY recommended Great property, clean, up to date. Would definitely rebook this property. ##### Craig Y. Stayed 2 nights in Jun 2023 ### 10/10 Excellent #### Todd A. Aug 29, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Thank You Great stay at Jiminy Peak (as always). ##### Todd A. Stayed 3 nights in Jul 2023 ### 10/10 Excellent #### Alyssa P. Oct 10, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Alyssa Beautiful condo. Beautiful spot. ##### Alyssa P. Stayed 3 nights in Sep 2023 ### 10/10 Excellent #### Alisa R. Mar 4, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing Everything was perfect for a ski weekend ##### Alisa R. 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