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!" Family-friendly resort with a fitness center and an indoor pool ![Dining](https://images.trvl-media.com/lodging/102000000/101090000/101081900/101081882/21496b96.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Lobby](https://images.trvl-media.com/lodging/102000000/101090000/101081900/101081882/4b179eb5.jpg?impolicy=resizecrop&rw=297&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) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/102000000/101090000/101081900/101081882/e2fc8203.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) - 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 [Oct. 31 - Nov. 1](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Nov. 1 - Nov. 2](https://www.expedia.ca/Hotel-Search?startDate=2025-11-01&endDate=2025-11-02&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-01&endDate=2025-11-02&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Oct. 31 - Nov. 2](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-02&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-02&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Nov. 7 - Nov. 9](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-09&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-09&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. 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[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 ![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 - ‪Dunkin' - ‬15 min drive - ‪Proprietor’s Lodge - ‬18 min drive - ‪Cumberland Farms - ‬8 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 - Smoke-free premises, table tennis, and games - Snow sports gear 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 $146 CA $329 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&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 $119 CA $257 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&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 $225 CA $673 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&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 9.8 Exceptional 12 reviews CA $105 CA $242 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&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. Lanesborough - Pool - Hot tub - Air conditioning - Game room 10 Exceptional 45 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-15&selected=107080197&PinnedHotelID=107080197&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182167/70501210.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone Hancock - Pool - Hot tub - Kitchen - Gym 10 Exceptional 8 reviews CA $146 CA $329 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=90182167&PinnedHotelID=90182167&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/5d0aa061.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hancock Village Inn Near Jiminy Peak Hancock - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 15 reviews CA $835 CA $1,549 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&selected=89806253&PinnedHotelID=89806253&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89790000/89789600/89789511/14f4ab5a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Chic Pittsfield Home With A View! Pittsfield - Kitchen - Washer - Dryer - Pet-friendly 8.2 Very good 11 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-15&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 $146 CA $329 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=78537603&PinnedHotelID=78537603&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 $220 CA $439 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=76713290&PinnedHotelID=76713290&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. Ask a question ## Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" 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