Title: Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=101081882&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 ## Photo gallery for Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" ![Dining - Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" (Hancock)](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 - Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" (Hancock)](https://images.trvl-media.com/lodging/102000000/101090000/101081900/101081882/44af987f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Game room - Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" (Hancock)](https://images.trvl-media.com/lodging/102000000/101090000/101081900/101081882/eec4a0a1.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Lobby - Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" (Hancock)](https://images.trvl-media.com/lodging/102000000/101090000/101081900/101081882/4b179eb5.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Indoor pool, outdoor pool - Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" (Hancock)](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 - Pool - Hot tub - Free WiFi - Air conditioning - Gym - Parking available ## Room options ### Check availability for these dates Tonight [Dec. 25 - Dec. 26](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Dec. 26 - Dec. 27](https://www.expedia.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-27&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-27&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Dec. 26 - Dec. 28](https://www.expedia.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-28&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-28&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Jan. 2 - Jan. 4](https://www.expedia.ca/Hotel-Search?startDate=2026-01-02&endDate=2026-01-04&selected=101081882&PinnedHotelID=101081882&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-02&endDate=2026-01-04&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 - MVP Arena \- 39 min drive \- 53.9 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 - ‪Old Man Jeff’s Barbecue Company - ‬20 min drive - ‪Dunkin' - ‬15 min drive - ‪Cumberland Farms - ‬8 min drive - ‪Proprietor’s Lodge - ‬18 min drive - ‪Bob's Country Kitchen - ‬12 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 - Table tennis, games, and smoke-free premises - 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 ![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=2026-01-08&endDate=2026-01-09&selected=100899305&PinnedHotelID=100899305&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=2026-01-08&endDate=2026-01-09&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=2026-01-08&endDate=2026-01-09&selected=101264036&PinnedHotelID=101264036&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/ee95ee05.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bentley Brook: Ultimate Ski-In Ski-Out -Crazy Hancock - Pool - Free WiFi - Air conditioning - Gym 9.6 Exceptional 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-08&endDate=2026-01-09&selected=101351994&PinnedHotelID=101351994&HadPinnedHotel=true®ionId=-1&adults=2) ![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=2026-01-08&endDate=2026-01-09&selected=101352326&PinnedHotelID=101352326&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 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-08&endDate=2026-01-09&selected=113820149&PinnedHotelID=113820149&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 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-08&endDate=2026-01-09&selected=113820158&PinnedHotelID=113820158&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 - Air conditioning - Gym 9.6 Exceptional 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-08&endDate=2026-01-09&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=2026-01-08&endDate=2026-01-09&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=2026-01-08&endDate=2026-01-09&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 - 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 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 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? ### Is Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" pet-friendly? ### How much is parking? ### What time is check-in at Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"? ### What time is check-out at Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"? ### Where is Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!" located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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