[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. ![Dining](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/ee95ee05.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Game room](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/be0edbc4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/4a2cabfa.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/8bd1d979.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Lobby](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/6d5af252.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. 9.6 Exceptional ## Popular amenities - Parking available - Gym - Kitchen - Pool - Laundry - Air conditioning ## Room options ### Check availability for these dates Tonight [Oct. 5 - Oct. 6](https://www.expedia.ca/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06&selected=101351994&PinnedHotelID=101351994&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06&selected=101351994&PinnedHotelID=101351994&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Oct. 6 - Oct. 7](https://www.expedia.ca/Hotel-Search?startDate=2025-10-06&endDate=2025-10-07&selected=101351994&PinnedHotelID=101351994&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-06&endDate=2025-10-07&selected=101351994&PinnedHotelID=101351994&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=101351994&PinnedHotelID=101351994&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-12&selected=101351994&PinnedHotelID=101351994&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=101351994&PinnedHotelID=101351994&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&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 - 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 ### 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 snow sports gear - Games, table tennis, and outdoor furniture - A billiards/pool table 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 ![Exterior](https://images.trvl-media.com/lodging/114000000/113430000/113421100/113421007/a9e524ff.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Club Wyndham Bentley Brook Resort - 2 Bedroom Hancock - Pool - Hot tub - Washer - Dryer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=113421007&PinnedHotelID=113421007&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/114000000/113430000/113421100/113421003/8abe6359.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Club Wyndham Bentley Brook Resort - 2 Bedroom Hancock - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=113421003&PinnedHotelID=113421003&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/113000000/112880000/112874000/112873956/e43d6d47.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Club Wyndham Bentley Brook Resort - 2 Bedroom Hancock - Pool - Hot tub - Washer - Dryer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=112873956&PinnedHotelID=112873956&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/34492d26.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7 Hancock - Pool - Kitchen - Washer - Dryer 8.0 Very good 8 reviews CA $195 CA $477 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=111663271&PinnedHotelID=111663271&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/99000000/98540000/98532200/98532142/c8a0e0e7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 1 Bedroom Deluxe Condo, Sleeps 6, Skiing at Jiminy Peak Mountain, Bentley Brook! Hancock - Kitchen - Washer - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=98532142&PinnedHotelID=98532142&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=2025-10-19&endDate=2025-10-20&selected=78357134&PinnedHotelID=78357134&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 ### 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? > Yes, this property has an indoor pool and an outdoor pool. Pool types include heated pools. ### Is Bentley Brook: Ultimate Ski-In Ski-Out -Crazy pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Bentley Brook: Ultimate Ski-In Ski-Out -Crazy? > Check-in begins at 4:00 PM. ### What time is check-out at Bentley Brook: Ultimate Ski-In Ski-Out -Crazy? > Check-out is at 10:00 AM. ### Where is Bentley Brook: Ultimate Ski-In Ski-Out -Crazy located? > This family-friendly Hancock resort is within 2 mi (3 km) of Jiminy Peak Mountain Resort and Alpine Super Slide. Mountain Coaster is 1.9 mi (3.1 km) away. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## 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) 10 - Excellent 3 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.6/10 Cleanliness ### 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 #### 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 ### 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 ### 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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