Title: Browse the Best Berkshire County Resorts | Expedia.ca [Berkshire County Hotels](https://expedia.ca/Destinations-In-Berkshire-County.d553248635083901436.Hotel-Destinations)[Vacation Rentals in Berkshire County](https://expedia.ca/Destinations-In-Berkshire-County.d553248635083901436.Vacation-Rental-Destinations)[Berkshire County Car Rentals](https://expedia.ca/Destinations-In-Berkshire-County.d553248635083901436.Car-Rental-Destinations)[Berkshire County Vacations](https://expedia.ca/Berkshire-County.d553248635083901436.Destination-Travel-Guides) ![The Berkshires which includes flowers](https://images.trvl-media.com/place/6047665/e95ad08c-cd3f-48ea-b01c-31171bbd50b7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Photo courtesy of Berkshire Visitors Bureau ![](https://images.trvl-media.com/place/6047665/e95ad08c-cd3f-48ea-b01c-31171bbd50b7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635083901436&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635083901436&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635083901436&startDate=2026-02-20&endDate=2026-02-22&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635083901436&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Berkshire County ![Williamstown which includes café scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105596-Williamstown.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Williamstown [](https://expedia.ca/Williamstown-Resort-Hotels.d7859-aaResortHotels.Travel-Guide-Accommodation) ![North Adams featuring autumn colours](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105306-The-Berkshires.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### North Adams [](https://expedia.ca/North-Adams-Resort-Hotels.d9137-aaResortHotels.Travel-Guide-Accommodation) ![Lenox featuring an administrative building](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105615-Lenox.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Lenox [](https://expedia.ca/Lenox-Resort-Hotels.d8587-aaResortHotels.Travel-Guide-Accommodation) ![Great Barrington](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/238000/238015-Great-Barrington.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Great Barrington [](https://expedia.ca/Great-Barrington-Resort-Hotels.d110336-aaResortHotels.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/1/5c9675f1022a9d16db477be7ba7a1dae.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Stockbridge [](https://expedia.ca/Stockbridge-Resort-Hotels.d162575-aaResortHotels.Travel-Guide-Accommodation) ![Pittsfield showing a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105316-The-Berkshires.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Pittsfield [](https://expedia.ca/Pittsfield-Resort-Hotels.d9478-aaResortHotels.Travel-Guide-Accommodation) ## Our top choices for Berkshire County resorts ![Exterior](https://images.trvl-media.com/lodging/79000000/78440000/78431000/78430936/3d8d3e34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/79000000/78440000/78431000/78430936/d41ffccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/79000000/78440000/78431000/78430936/830491be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78440000/78431000/78430936/14e78c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY. [](https://www.expedia.ca/Hancock-Hotels-COZY-CABIN-IN-BERKSHIRES-RESORT-SKI-IN-AND-OUT-PET-FRIENDLY.h78430936.Hotel-Information) Hancock 9.6/10 Exceptional (18 reviews) "Perfect for a weekend of skiing with the family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael D. [](https://www.expedia.ca/Hancock-Hotels-COZY-CABIN-IN-BERKSHIRES-RESORT-SKI-IN-AND-OUT-PET-FRIENDLY.h78430936.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/96000000/95770000/95763800/95763744/075d3842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95770000/95763800/95763744/f5813f2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95770000/95763800/95763744/90f12fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/96000000/95770000/95763800/95763744/63b60f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants [](https://www.expedia.ca/Hancock-Hotels-In-The-HEART-Of-JIMINY-PEAK-MOUNTAIN-RESORT-Slope-Side.h95763744.Hotel-Information) Hancock 9.0/10 Wonderful (13 reviews) "Beautifully cleaned and decorated place. Right in the heart of things to do." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron T. [](https://www.expedia.ca/Hancock-Hotels-In-The-HEART-Of-JIMINY-PEAK-MOUNTAIN-RESORT-Slope-Side.h95763744.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820158/caa9c80e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820158/fe947738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820158/83866e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820158/52f08291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bentley Brook the perfect home base for exploring nearby Berkshire County [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-The-Perfect-Home-Base-For-Exploring-Nearby-Berkshire-County.h113820158.Hotel-Information) Hancock 10/10 Exceptional (2 reviews) "Beautiful location, room was very clean,comfortable beds, wonderful guest service. Activities for kids, pool hot tub arcade. Skiing and snowboarding. Would highly recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine M. [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-The-Perfect-Home-Base-For-Exploring-Nearby-Berkshire-County.h113820158.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820149/621d8f8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820149/88364eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820149/9f088c6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820149/3036754c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bentley Brook the perfect home base for exploring nearby Berkshire County [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-The-Perfect-Home-Base-For-Exploring-Nearby-Berkshire-County.h113820149.Hotel-Information) Hancock 10/10 Exceptional (1 review) "The Bentley Brook in Hancock is an amazing place -I had a wonderful time. Everything in the condo was perfect- neat, clean, comfortable, and all of the amenities and service including the hot tub, pool, sauna, movie theater, and on site activities were all great. I couldn’t have asked for a better time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elana H. [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-The-Perfect-Home-Base-For-Exploring-Nearby-Berkshire-County.h113820149.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820135/47f32340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820135/a2eea2c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820135/262c3ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820135/2e3c33a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bentley Brook the perfect home base for exploring nearby Berkshire County [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-The-Perfect-Home-Base-For-Exploring-Nearby-Berkshire-County.h113820135.Hotel-Information) Hancock 9.6/10 Exceptional (4 reviews) "Nice and comfortable. Desk was still on duty when we arrived quite late for check in. Room was spacious and clean. Will probably stay there again when we are in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gabrielle C. [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-The-Perfect-Home-Base-For-Exploring-Nearby-Berkshire-County.h113820135.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/107000000/106920000/106911300/106911243/75d45394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/107000000/106920000/106911300/106911243/3394ff12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/107000000/106920000/106911300/106911243/78384b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106920000/106911300/106911243/a2f04f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 Bd - Vacation Village in the Berkshires [](https://www.expedia.ca/Williamstown-Hotels-1-Bd-Vacation-Village-In-The-Berkshires.h106911243.Hotel-Information) Hancock 10/10 Exceptional (2 reviews) "We enjoyed staying at this clean, quiet, and comfy property. Close to so many beautiful spots! Only minutes to both New York and Vermont!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin T. [](https://www.expedia.ca/Williamstown-Hotels-1-Bd-Vacation-Village-In-The-Berkshires.h106911243.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101360000/101352400/101352326/c04c2f29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101360000/101352400/101352326/ea6a1087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/102000000/101360000/101352400/101352326/5b082fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101360000/101352400/101352326/22d5f7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-Alpine-Haven-Premier-Ski-InSki-Out.h101352326.Hotel-Information) Hancock 10/10 Exceptional (6 reviews) "Great location, clean and perfect for a family! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison A. [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-Alpine-Haven-Premier-Ski-InSki-Out.h101352326.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/37000000/36830000/36822800/36822714/a45d128d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/37000000/36830000/36822800/36822714/0e9154fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/37000000/36830000/36822800/36822714/5db811d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36830000/36822800/36822714/55af08d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Village In The Berkshires 5 Star Resort - Suite B [](https://www.expedia.ca/Hancock-Hotels-Vacation-Village-In-The-Berkshires-5-Star-Resort-Suite-B.h36822714.Hotel-Information) Hancock [](https://www.expedia.ca/Hancock-Hotels-Vacation-Village-In-The-Berkshires-5-Star-Resort-Suite-B.h36822714.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101270000/101263700/101263676/57a9a4fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101270000/101263700/101263676/ac56c0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101270000/101263700/101263676/4a1b23ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, books](https://images.trvl-media.com/lodging/102000000/101270000/101263700/101263676/d37ba684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury [](https://www.expedia.ca/Hancock-Hotels-Ski-InSki-Out-Bliss-Bentley-Brook-Resort-SlopeSideLuxury.h101263676.Hotel-Information) hancock 10/10 Exceptional (2 reviews) "This condo was perfect for our family. We had lots of space and we were right on the base of Jiminy peak. I would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leanne W. [](https://www.expedia.ca/Hancock-Hotels-Ski-InSki-Out-Bliss-Bentley-Brook-Resort-SlopeSideLuxury.h101263676.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/ee95ee05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/4a2cabfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, table tennis](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/b659f5e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/8bd1d979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bentley Brook: Ultimate Ski-In Ski-Out -Crazy [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-Ultimate-Ski-In-Ski-Out-Crazy.h101351994.Hotel-Information) Hancock 9.6/10 Exceptional (4 reviews) "Very easy access to the slope and perfect for family with kids" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jung Y. [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-Ultimate-Ski-In-Ski-Out-Crazy.h101351994.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101100000/101091100/101091040/73547cfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, table tennis](https://images.trvl-media.com/lodging/102000000/101100000/101091100/101091040/w1298h837x1y2-cbed74c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/102000000/101100000/101091100/101091040/36a55cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101100000/101091100/101091040/80af228a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jiminy Premier Ski-In/Ski-Out Resort Bentley B [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-Elevate-Your-Winter-Thrills-With-Premier-Ski-InSki-Out-Luxury.h101091040.Hotel-Information) Hancock 10/10 Exceptional (2 reviews) "Great place to get my 6 year old on the mountain. What a great time !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert K. [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-Elevate-Your-Winter-Thrills-With-Premier-Ski-InSki-Out-Luxury.h101091040.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/71000000/70600000/70595300/70595216/026f6fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/71000000/70600000/70595300/70595216/e1ab5b56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/71000000/70600000/70595300/70595216/9bd50e6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/71000000/70600000/70595300/70595216/6970dae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot SKI-in SKI-out Rentals Bentley Brook Resort! [](https://www.expedia.ca/Hancock-Hotels-Hot-SKI-In-SKI-Out-Rentals-Bentley-Brook-Resort.h70595216.Hotel-Information) Hancock 10/10 Exceptional (1 review) "Great property! Great location. Smooth check-in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) erica l. [](https://www.expedia.ca/Hancock-Hotels-Hot-SKI-In-SKI-Out-Rentals-Bentley-Brook-Resort.h70595216.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101430000/101428500/101428437/9728288b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101430000/101428500/101428437/14bfab23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, table tennis](https://images.trvl-media.com/lodging/102000000/101430000/101428500/101428437/ed44db1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101430000/101428500/101428437/91d3fa3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pres Week- Bentley Brook Resort - Your Peak Winter Escape [](https://www.expedia.ca/Hancock-Hotels-Frost-Peaks-Bentley-Brook-Resort-Your-Peak-Winter-Escape.h101428437.Hotel-Information) Hancock 9.6/10 Exceptional (4 reviews) "Bentley Brook is the ideal location for a young family on a ski trip!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jordana A. [](https://www.expedia.ca/Hancock-Hotels-Frost-Peaks-Bentley-Brook-Resort-Your-Peak-Winter-Escape.h101428437.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/101000000/100900000/100899400/100899305/1c158c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/101000000/100900000/100899400/100899305/fba7de3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/101000000/100900000/100899400/100899305/c7a73a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/101000000/100900000/100899400/100899305/bef6f919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-Resort-Premier-Retreat-At-Jiminy-Peaks-Base.h100899305.Hotel-Information) Hancock 10/10 Exceptional (3 reviews) "This property is great for skiing, especially with kids. There is a nice pool and little movie theater thats prefect for after a day on the slopes." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica M. [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-Resort-Premier-Retreat-At-Jiminy-Peaks-Base.h100899305.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101090000/101081700/101081653/7c1792ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101090000/101081700/101081653/94513351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/102000000/101090000/101081700/101081653/w1498h1125x0y0-5ca4e10b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101090000/101081700/101081653/035c1041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort [](https://www.expedia.ca/Hancock-Hotels-Unleash-Your-Alpine-Adventure-Wyndham-Bentley-Brook-Ski-In.h101081653.Hotel-Information) Hancock [](https://www.expedia.ca/Hancock-Hotels-Unleash-Your-Alpine-Adventure-Wyndham-Bentley-Brook-Ski-In.h101081653.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101270000/101264100/101264036/d8011dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101270000/101264100/101264036/c5e59f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Video games](https://images.trvl-media.com/lodging/102000000/101270000/101264100/101264036/7d96e7c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/102000000/101270000/101264100/101264036/68708401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss [](https://www.expedia.ca/Hancock-Hotels-Embark-On-Alpine-Escapades-Bentley-Brook-Resort-Unveils-Ski-InSki-Out-Bliss.h101264036.Hotel-Information) Hancock 10/10 Exceptional (1 review) "Walked out of the building, straight into my kids skiing lessons, very convenient." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edson S. [](https://www.expedia.ca/Hancock-Hotels-Embark-On-Alpine-Escapades-Bentley-Brook-Resort-Unveils-Ski-InSki-Out-Bliss.h101264036.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/14000000/13240000/13232400/13232379/b4656b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/14000000/13240000/13232400/13232379/1f8cc6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/14000000/13240000/13232400/13232379/e395fa2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/14000000/13240000/13232400/13232379/ab32eed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations Oak 'n Spruce Resort [](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h13232379.Hotel-Information) South Lee [](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h13232379.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/114000000/113999200/113999147/36cae5d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/114000000/113999200/113999147/bb538441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/114000000/113999200/113999147/5da919b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/114000000/113999200/113999147/81c2cb78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Mountain Lodge [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h113999147.Hotel-Information) Pittsfield [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h113999147.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/101000000/100520000/100513900/100513826/w849h683x87y0-5549676d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/101000000/100520000/100513900/100513826/w848h683x89y0-24a11365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100520000/100513900/100513826/w849h683x88y0-e996d587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/101000000/100520000/100513900/100513826/w847h683x88y0-2128b9e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Lodge Apt! [](https://www.expedia.ca/Pittsfield-Hotels-Mountain-Lodge-Apt.h100513826.Hotel-Information) Pittsfield [](https://www.expedia.ca/Pittsfield-Hotels-Mountain-Lodge-Apt.h100513826.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/107000000/106440000/106433900/106433877/8efe8a66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106440000/106433900/106433877/23472522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/107000000/106440000/106433900/106433877/b484a142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/107000000/106440000/106433900/106433877/bed449f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC [](https://www.expedia.ca/South-Lee-Hotels-Terrific-2-Bedroom-Resort-In-Lee-With-WiFi.h106433877.Hotel-Information) Lee [](https://www.expedia.ca/South-Lee-Hotels-Terrific-2-Bedroom-Resort-In-Lee-With-WiFi.h106433877.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-02&endDate=2026-02-03®ionId=553248635083901436&adults=2&lodging=HOTEL_RESORT&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FBerkshire-County-Resort-Hotels.d553248635083901436-aaResortHotels.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBerkshire-County-Resort-Hotels.d553248635083901436-aaResortHotels.Travel-Guide-Accommodation) ## Top Berkshire County Hotel Reviews ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 10/10 Excellent "Very nice" [](https://expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 10/10 Excellent "Everything was very good. The room was clean and cozy." [](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "Fireplace is a nice touch " [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Accommodating staff!" [](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "Great food, nice room, nice staff. " [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "Clean, very nice bed and linens, pool, jacuzzi, in room fireplace. Balcony right outside of living room. The breakfast was ok, they offered a lot but not top quality. The waffles were very good and the bacon. Overall excellent stay. Conveniently located to everything." [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "Staff was very courteous and rooms clean." [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "everything" [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "Great place to stay if you enjoy paying less money and still sleeping well. Inexpensive, clean, quiet, and ridiculously convenient—just a short two-block stroll to the downtown strip for shopping and restaurants (close enough to walk, far enough to avoid the noise). Only 2.5 miles down a local road to Butternut ski mountain, so you’ll be on the slopes before your coffee fully kicks in. CVS shares the same parking lot, which is perfect in case you forget toothpaste, sunscreen, or your dignity. Most importantly—and let’s be honest, this matters—a beer, wine, liquor, and cheese shop is only one mile down the road. Priorities are clearly respected here. Rooms are clean, beds are super comfortable, and the décor politely reminds you that time exists. Free breakfast is solid but not life-changing: eggs, toast, sausage, waffles, yogurt, coffee, fruit—everything you need to function, nothing you’ll write poetry about. Bathroom fans are loud, but they drown out the 1 time per day freight train in the back yard, so net positive. Overall, a great stay, and for the cheap nightly price, it’s basically unbeatable unless you’re expecting chandeliers and a personal butler. Enjoy! " [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ## Find out more about Berkshire County ## Berkshire County Resorts information | Number of reviews | 54 | | ----------------- | ---------- | | Accommodation | 33 Resorts | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Aparthotels in Dalton ](https://www.expedia.ca/Dalton-Apart-Hotels.d6911-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Dalton ](https://www.expedia.ca/Dalton-Bed-And-Breakfast.d6911-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Dalton ](https://www.expedia.ca/Dalton-Hotels-Cheap-Hotels.0-0-d6911-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Dalton ](https://www.expedia.ca/Dalton-Hotels-Family-Hotel.0-0-d6911-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Dalton ](https://www.expedia.ca/Dalton-Hotels-Spa-Hotel.0-0-d6911-tSpaHotel.Travel-Guide-Filter-Hotels) - 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