Title: Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" ![Dining](https://images.trvl-media.com/lodging/102000000/101090000/101081900/101081882/21496b96.jpg?impolicy=resizecrop&rw=598&ra=fit) ![1 bedroom, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101090000/101081900/101081882/44af987f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Game room](https://images.trvl-media.com/lodging/102000000/101090000/101081900/101081882/eec4a0a1.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Lobby](https://images.trvl-media.com/lodging/102000000/101090000/101081900/101081882/4b179eb5.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/102000000/101090000/101081900/101081882/e2fc8203.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Located close to Jiminy Peak Mountain Resort, Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" provides a firepit, an arcade/game room, and laundry facilities. For some rest and relaxation, visit the hot tub. Free in-room WiFi and a gym are available to all guests. ## Popular amenities - Hot tub - Parking available - Gym - Kitchen - Pool - Laundry ## Room options ### Check availability for these dates # Tonight [Sep. 27 - Sep. 28](https://www.expedia.ca/Hotel-Search?startDate=2025-09-27&endDate=2025-09-28&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-09-27&endDate=2025-09-28&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) # Tomorrow [Sep. 28 - Sep. 29](https://www.expedia.ca/Hotel-Search?startDate=2025-09-28&endDate=2025-09-29&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-09-28&endDate=2025-09-29&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) # This weekend [Oct. 3 - Oct. 5](https://www.expedia.ca/Hotel-Search?startDate=2025-10-03&endDate=2025-10-05&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-03&endDate=2025-10-05&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) # Next weekend [Oct. 10 - Oct. 12](https://www.expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-12&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-12&selected=101081882&PinnedHotelID=101081882&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-Your-Winter-Escape-Wyndham-Bentley-Brook-Ski-In.h101081882.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FHancock-Hotels-Your-Winter-Escape-Wyndham-Bentley-Brook-Ski-In.h101081882.Hotel-Information) ## About the area Hancock is home to this resort. Williamstown Theatre Festival and Crane Museum of Papermaking are cultural highlights, 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=42.554115,-73.29212&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:ifwbGvzi%7EL%3FU%3FS%40U%3FU%40S%3FU%40S%40U%40SBU%40UBSBSBU%40SBSDSBSDSBUDSDSDSDQDSFSDQFSDQFQFQFQHSFOFQHOHQFOHQHOHOHOJOHOJOHMJMJMJOJMHKLMJKJKLMJKLKJILKLKLILGJKLGNILILELINGLGLENELGNELENCLCNCNELCNCNANCN%3FLCNAN%3FN%3FNAN%3FN%3FL%40N%3FN%3FN%40LBN%3FNBN%40NBLBNDNBLBNBLDNDLFNDLDNFLFLHLDLHNHLFJJLFLHLJLJJHLJJJLLJJJJLLHJJLLNHLJLHLJNHNJNHNHNHNHPFNHPHNFPFNHRFPFPFPDRFPDPFRDRDPDRDRDRBTDRBRDRBRBT%40RBRBR%40TBT%40R%40T%40R%3FT%40R%40T%3FT%3FR%3FT%3FT%3FT%3FRATAT%3FRARATATCRATCRCRARCTCRETCRERCREREREREPERGREPGPERGPGPGRIPGNGPIPINGPININIPILKNINKNILKLILMNKLILMJKLKJMJKJMJKHMLMHMHMHKHMHOFMHMFMFMFOFMDOFMDODMDOBMBODOBMBOBO%40OBO%40M%40O%40O%40O%3FM%3FO%3FO%3FO%3FO%3FOAOAMAOAOCOAOCMCOCOEMCOCMEOEMEOGMEMGOGMGMGMIOGMIKIMIMIMIMMKIMKKKMKKKKMMKIMKMKOKMKMIMKOIMKQIMIQIOIOGQIOIQGQGOIQGSGQGQEQGSEQGSESEQESESESCSESCSEUCSASCUCSCSAUCSAUAUAS%3FSAU%3FUAS%3FU%3FU&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=L6mnp4n_Zlgvp_1CcUp2tVlfhyI=) 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 ### Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" Family-friendly resort near Jiminy Peak Mountain Resort Consider a stay at Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" and take advantage of a firepit, an arcade/game room, and laundry facilities. For some rest and relaxation, visit the hot tub. Free in-room WiFi and a gym are available to all guests. You'll also enjoy the following perks during your stay: - An indoor pool and an outdoor pool - Snow sports gear, table tennis, and games - Smoke-free premises Room features All guestrooms at Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" include perks such as air conditioning, as well as amenities like free WiFi and safes. Extra conveniences in all rooms include: - 2 bathrooms with tubs or showers and hair dryers - TVs with cable channels and DVD players - Kitchens, refrigerators, and dishwashers ## Similar properties ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111050000/111044900/111044896/33323294.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ski On Off Disney Mountain Suite Jiminy Peak-- Sleeps4- The Most Magical Berkshi Hancock - Pool - Hot tub - Kitchen - Washer 10 Exceptional 1 review CA $145 CA $325 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Hotel-Search?startDate=2025-09-29&endDate=2025-09-30&selected=111044896&PinnedHotelID=111044896&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109890000/109887300/109887222/6e4fc9e9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 1800s Carriage house in Berkshires / Hudson Valley New Lebanon - Free WiFi - Air conditioning - Game room - Parking available CA $118 CA $254 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Hotel-Search?startDate=2025-09-29&endDate=2025-09-30&selected=109887222&PinnedHotelID=109887222&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/18066543.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Comfortable Berkshires retreat on mtn resort, SISO Hancock - Pool - Hot tub - Kitchen - Washer 8.8 Excellent 6 reviews CA $224 CA $660 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Hotel-Search?startDate=2025-09-28&endDate=2025-09-29&selected=109434975&PinnedHotelID=109434975&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434971/501aa008.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### NEW RENO - Historic Loft w/views of the Berkshires New Lebanon - Free WiFi - Air conditioning - Game room - Parking available 9.6 Exceptional 10 reviews CA $105 CA $240 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Hotel-Search?startDate=2025-09-28&endDate=2025-09-29&selected=109434971&PinnedHotelID=109434971&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby](https://images.trvl-media.com/lodging/108000000/107090000/107080200/107080197/96f0e35c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx. 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Pittsfield - Kitchen - Washer - Dryer - Pet-friendly 8.2 Very good 11 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-11&endDate=2025-10-12&selected=89789511&PinnedHotelID=89789511&HadPinnedHotel=true®ionId=-1&adults=2) ![Indoor pool](https://images.trvl-media.com/lodging/79000000/78540000/78537700/78537603/b5482417.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat Hancock - Pool - Hot tub - Kitchen - Air conditioning 9.8 Exceptional 18 reviews CA $145 CA $325 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-01&endDate=2025-10-02&selected=78537603&PinnedHotelID=78537603&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 - Communal pool - Games - Gym - Heated pool - Hot tub - Indoor pool - Outdoor pool - Snow sports gear - Table tennis ### Conveniences - Laundry facilities ### Outdoors - Firepit ### More - Smoking not allowed ## Room amenities ### Bedroom - Bedsheets provided ### Bathroom - 2 bathrooms - Bathtub or shower - Hair dryer - Shampoo - Soap - Toilet paper - Towels provided ### Entertainment - DVD player - TV with cable/satellite channels - Video games ### Food and drink - 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 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 Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" have a pool? > Yes, this property has an indoor pool and an outdoor pool. Pool types include heated pools. ### Is Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"? > Check-in begins at 4:00 PM. ### What time is check-out at Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"? > Check-out is at 10:00 AM. ### Where is Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" 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. 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