[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Bentley Brook: Ultimate Ski-In Ski-Out -Crazy Ski into paradise with unparalleled views and opulent amenities. Unwind by the firepit or challenge yourself at the arcade game room. ## Photo gallery for Bentley Brook: Ultimate Ski-In Ski-Out -Crazy ![Dining - Bentley Brook: Ultimate Ski-In Ski-Out -Crazy (Hancock)](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/ee95ee05.jpg?impolicy=resizecrop&rw=598&ra=fit) ![2 bedrooms, in-room safe, iron/ironing board, travel crib - Bentley Brook: Ultimate Ski-In Ski-Out -Crazy (Hancock)](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/4a2cabfa.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Indoor pool, outdoor pool - Bentley Brook: Ultimate Ski-In Ski-Out -Crazy (Hancock)](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/8bd1d979.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Lobby - Bentley Brook: Ultimate Ski-In Ski-Out -Crazy (Hancock)](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/6d5af252.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, video games, table tennis - Bentley Brook: Ultimate Ski-In Ski-Out -Crazy (Hancock)](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/b659f5e5.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Nestled in a mountain haven, Bentley Brook Ski Oasis offers a unique winter escape. Enjoy the firepit, arcade/game room, gym, seamless ski access and breathtaking alpine panoramas that create an unforgettable retreat. ## Reviews 9.6 Exceptional ## Popular amenities - Pool - Free WiFi - Air conditioning - Gym - Parking available - Laundry ## Room options ### Check availability for these dates Tonight [Jan. 18 - Jan. 19](https://www.expedia.ca/Hotel-Search?startDate=2026-01-18&endDate=2026-01-19&selected=101351994&PinnedHotelID=101351994&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-18&endDate=2026-01-19&selected=101351994&PinnedHotelID=101351994&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Jan. 19 - Jan. 20](https://www.expedia.ca/Hotel-Search?startDate=2026-01-19&endDate=2026-01-20&selected=101351994&PinnedHotelID=101351994&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-19&endDate=2026-01-20&selected=101351994&PinnedHotelID=101351994&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Jan. 23 - Jan. 25](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=101351994&PinnedHotelID=101351994&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=101351994&PinnedHotelID=101351994&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Jan. 30 - Feb. 1](https://www.expedia.ca/Hotel-Search?startDate=2026-01-30&endDate=2026-02-01&selected=101351994&PinnedHotelID=101351994&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-30&endDate=2026-02-01&selected=101351994&PinnedHotelID=101351994&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-Bentley-Brook-Ultimate-Ski-In-Ski-Out-Crazy.h101351994.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FHancock-Hotels-Bentley-Brook-Ultimate-Ski-In-Ski-Out-Crazy.h101351994.Hotel-Information) ## About the area Hancock is home to this resort. Mount Lebanon Shaker Village and Colonial Theater are local landmarks, and some of the area's activities can be experienced at Jiminy Peak Mountain Resort and Waubeeka Golf Links. Traveling with kids? Consider Mountain Coaster and Alpine Super Slide. [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¢er=42.55533,-73.2893&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:%7BmwbGbii%7EL%3FU%3FU%3FS%40U%3FU%40S%40S%40U%40UBS%40U%40SBSBUBSBSBUDSBSDSDSBSDSDQFSDSFQDSFQFQFQFSFQHOFQHQFOHQHOHOHQHMHQJMHOJMJMJMHOJMJMLKJMJKJKLKJKLILMLIJILILILILGLINGLGLGLGNELGNELENELCNCNELCNCNCNALCNANANANAN%3FLAN%3FN%3FN%40N%3FL%40P%40L%40N%40NBL%40NBNBNBLDNBNBLDNDLDNFLDLFLFNFLFLHLFLHLHLHLHLHJLLHLJJJLJJJJLJJJLJLJNJLJLHLJNHNHNHLJPHNHNFPHNFPHPFNFPFRHPFPDRFPDPFRDRDPDRDRDRBRDRBRBTBRBTBRBRBR%40T%40R%40TBT%3FR%40R%40T%3FT%40R%3FT%3FT%3FT%3FRAT%3FTARAT%3FRCTARATATCPCTCRCTCRCRCRERCTEREREREPERGREPGPERGPIPGPGPGPIPGNIPGNIPINKNINININKNILKLKLKNKLKJKLKJKJMLKJMJMHKJMJMHMFMJMFMHMHMDOHMFMFMDODMDOFMDOBOBMBODOBOBM%40OBO%3FMBQ%40M%3FO%3FO%40O%3FO%3FMAO%3FO%3FOAOCO%3FMCOAOCOCMEOCOCMCOEMGOEMEOEMGMGMIOEMIMIMGMKMGKIMKMKMIKKMKKMKKKKMMKKKMIOKMKMKMIOKOIOIOIOIOIQIOGQIOGQIQGQGQGQGQGQESGQESGSEQESCSESEUCSESCSCSCSCUCUAQAUCUASAUASAU%3FSAU%3FU%3FS%3FU&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=Up2oYgEqyJEtEqnAmvYX_LDU6QE=) Hancock, 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 - Tanglewood Music Center \- 38 min drive \- 57.8 km - University at Albany \- 44 min drive \- 61.7 km ### Getting around - Pittsfield Intermodal Transportation Center - 21 min drive - Pittsfield, MA (PSF-Pittsfield Municipal) - 27 min drive ### Restaurants - ‪Dunkin' - ‬15 min drive - ‪Cumberland Farms - ‬8 min drive - ‪Old Man Jeff’s Barbecue Company - ‬20 min drive - ‪Proprietor’s Lodge - ‬18 min drive - ‪Bob's Country Kitchen - ‬12 min drive ## About this property ### Bentley Brook: Ultimate Ski-In Ski-Out -Crazy Family-friendly resort near Jiminy Peak Mountain Resort At Bentley Brook: Ultimate Ski-In Ski-Out -Crazy, you can look forward to a firepit, an arcade/game room, and laundry facilities. Stay connected with free in-room WiFi, and guests can find other amenities such as a gym. Additional perks include: - An indoor pool and an outdoor pool - Tennis courts, smoke-free premises, and table tennis - Outdoor furniture, games, and a billiards/pool table - Snow sports gear Room features All guestrooms at Bentley Brook: Ultimate Ski-In Ski-Out -Crazy feature comforts such as air conditioning, as well as amenities like free WiFi and safes. Extra amenities include: - 2 bathrooms with jetted tubs and showers - TVs with cable channels - Kitchens, refrigerators, and dishwashers ## Similar properties ![Dining](https://images.trvl-media.com/lodging/102000000/101360000/101352400/101352326/c04c2f29.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out Hancock - Pool - Hot tub - Free WiFi - Air conditioning 10 Exceptional 6 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&selected=101352326&PinnedHotelID=101352326&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/102000000/101090000/101081700/101081653/7c1792ef.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort Hancock - Pool - Hot tub - Free WiFi - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&selected=101081653&PinnedHotelID=101081653&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/102000000/101270000/101264100/101264036/d8011dea.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss Hancock - Pool - Hot tub - Air conditioning - Gym 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&selected=101264036&PinnedHotelID=101264036&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/101000000/100900000/100899400/100899305/1c158c60.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base Hancock - Pool - Hot tub - Air conditioning - Gym 10 Exceptional 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&selected=100899305&PinnedHotelID=100899305&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/102000000/101090000/101081900/101081882/21496b96.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" Hancock - Pool - Hot tub - Free WiFi - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820149/621d8f8e.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=2026-02-01&endDate=2026-02-02&selected=113820149&PinnedHotelID=113820149&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820158/caa9c80e.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 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&selected=113820158&PinnedHotelID=113820158&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820135/47f32340.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 9.6 Exceptional 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&selected=113820135&PinnedHotelID=113820135&HadPinnedHotel=true®ionId=-1&adults=2) ![Living area](https://images.trvl-media.com/lodging/112000000/111740000/111732000/111731964/w1170h694x0y0-34a03753.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming 2-bedroom resort in marvelous Hancock with AC, fitness room, WiFi Hancock - Air conditioning - Gym - Laundry [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&selected=111731964&PinnedHotelID=111731964&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/102000000/101270000/101263700/101263676/57a9a4fb.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury hancock - Pool - Hot tub - Free WiFi - Air conditioning 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&selected=101263676&PinnedHotelID=101263676&HadPinnedHotel=true®ionId=-1&adults=2) ## Property amenities ### Internet - Available in all rooms: Free WiFi - Available in some public areas: Internet access ### Things to do - Arcade/game room - Billiards/pool table - Communal pool - Games - Gym - Heated pool - Indoor pool - Outdoor pool - Snow sports gear - Table tennis - Tennis ### Conveniences - Laundry facilities ### Guest services - Change of towels on request ### Outdoors - Firepit - Outdoor furniture ### More - Smoking not allowed ## Room amenities ### Bedroom - Bedsheets provided ### Bathroom - 2 bathrooms - Bathtub or shower - Hair dryer - Jetted bathtub - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Entertainment - TV with cable/satellite channels - Video games ### Food and drink - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dining table - Dishwasher - Electric kettle - Ice maker - Kitchen - Microwave - Oven - Paper towels - Refrigerator - Stovetop - Toaster ### More - Air conditioning - Dryer - Heating - Iron/ironing board - Living room - Phone - Safe ## 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 Information provided by the property may be translated using automated translation tools ### 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 and a smoke detector 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 ## Frequently asked questions ### Does Bentley Brook: Ultimate Ski-In Ski-Out -Crazy have a pool? ### Is Bentley Brook: Ultimate Ski-In Ski-Out -Crazy pet-friendly? ### How much is parking? ### What time is check-in at Bentley Brook: Ultimate Ski-In Ski-Out -Crazy? ### What time is check-out at Bentley Brook: Ultimate Ski-In Ski-Out -Crazy? ### Where is Bentley Brook: Ultimate Ski-In Ski-Out -Crazy located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Reviews ## Bentley Brook: Ultimate Ski-In Ski-Out -Crazy Reviews 9.6 ### 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) ### 9.6 Cleanliness ### 10 Location 10 - Excellent 3 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ## Reviews ### 10/10 Excellent #### Jung Y., Demarest NJ Jan 14, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family friendly resort Very easy access to the slope and perfect for family with kids ##### Jung Y. Stayed 2 nights in Jan 2024 ### 10/10 Excellent #### Jennifer A. Feb 5, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family trip These units are convenient, clean and spacious.We had the two bedroom/two bathroom & it was perfect for our family. So close to the mountain and restaurants too. ##### Jennifer A. Stayed 2 nights in Jan 2025 ### 10/10 Excellent #### Zachary W., WILLISTON PARK Feb 14, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Location Jimney is always a great time ##### Zachary W. Stayed 2 nights in Feb 2024 ### 8/10 Good #### Virginia B. Feb 9, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location near JP Na ##### Virginia B. 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