Title: 10 Best Massachusetts Ski Resorts for 2025 | Expedia.ca [Massachusetts Travel Guide](https://expedia.ca/Massachusetts.dx223)[Massachusetts Hotels](https://expedia.ca/Destinations-In-Massachusetts.d223.Hotel-Destinations)[Vacation Rentals in Massachusetts](https://expedia.ca/Destinations-In-Massachusetts.d223.Vacation-Rental-Destinations)[Massachusetts Flights](https://expedia.ca/Destinations-In-Massachusetts.d223.Flight-Destinations)[Massachusetts Car Rentals](https://expedia.ca/Destinations-In-Massachusetts.d223.Car-Rental-Destinations)[Massachusetts Vacations](https://expedia.ca/Massachusetts.d223.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/475000/475495-Boston.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Ski Resorts in Massachusetts ![](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 ## Top Cities in Massachusetts ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/475000/475491-Boston.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Boston [](https://expedia.ca/Boston-Hotels-Ski-Hotel.0-0-d178239-tSkiHotel.Travel-Guide-Filter-Hotels) ![Nantucket showing a marina, central business district and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26131-Nantucket.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Nantucket [](https://expedia.ca/Nantucket-Hotels-Ski-Hotel.0-0-d285-tSkiHotel.Travel-Guide-Filter-Hotels) ![Springfield which includes a city, a high-rise building and a bridge](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63440-Springfield-Western-Massachusetts.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Springfield [](https://expedia.ca/Springfield-Hotels-Ski-Hotel.0-0-d6047669-tSkiHotel.Travel-Guide-Filter-Hotels) ![Plymouth which includes shopping](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105337-Southeast-Massachusetts.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Plymouth [](https://expedia.ca/Plymouth-Hotels-Ski-Hotel.0-0-d9512-tSkiHotel.Travel-Guide-Filter-Hotels) ![Worcester featuring a fountain, modern architecture and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/80000/80021-Worcester-Mass.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Worcester [](https://expedia.ca/Worcester-Hotels-Ski-Hotel.0-0-d6023336-tSkiHotel.Travel-Guide-Filter-Hotels) ![Hyannis showing a marina and a bay or harbour](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105114-Cape-Cod.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Hyannis [](https://expedia.ca/Hyannis-Hotels-Ski-Hotel.0-0-d1544-tSkiHotel.Travel-Guide-Filter-Hotels) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531387-gloucester.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Gloucester [](https://expedia.ca/Gloucester-Hotels-Ski-Hotel.0-0-d8008-tSkiHotel.Travel-Guide-Filter-Hotels) ![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-Hotels-Ski-Hotel.0-0-d7859-tSkiHotel.Travel-Guide-Filter-Hotels) ## Check availability on Massachusetts Ski Hotels Tonight [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Massachusetts Ski Hotels ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/64adfbe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/03675fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/16150550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Village in the Berkshires Williamstown 8.8/10 Excellent (2110) "Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole CA $92 CA $118 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed, Jetted Tub | Jetted tub](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f3c92221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/3a8723ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Fireplace](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/4ea5ab50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Yankee, Trademark Collection by Wyndham Lenox 9.0/10 Wonderful (1021) "Fresh breakfast menu, clean and great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gail CA $150 CA $167 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/894100/894066/78b361f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/894100/894066/5e7062a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/894100/894066/16c514f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Triple Room](https://images.trvl-media.com/lodging/1000000/900000/894100/894066/648d8aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Valley Inn Williamstown 9.2/10 Wonderful (563) "We had a short but pleasant stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $175 CA $195 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Williamstown-Hotels-Berkshire-Valley-Inn.h894066.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/662f1ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/a8f10f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/9c53d20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jiminy Peak Mountain Resort Hancock 8.2/10 Very good (984) "This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the property has great sandwiches and things needed for your stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $208 CA $233 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/ceca8706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/3e2c75da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One King Bed, Non-Smoking, Accessible | View from room](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/5d049cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Berkshires-Lenox Lenox 9.2/10 Wonderful (1001) "The staff is very friendly and helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) karin CA $156 CA $174 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/890900/890805/06eecf1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/900000/890900/890805/8517272d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/900000/890900/890805/b54e487e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/900000/890900/890805/6d3a1a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westford Regency Inn & Conference Center Westford 8.0/10 Very good (1023) "Nice hotel.. clean and lots of parking .. good breakfast " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) karen CA $181 CA $202 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Westford-Hotels-Westford-Regency-Inn-Conference-Center.h890805.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/7570cba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pub](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/23974283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/e047f75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/c6e54f9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Doubletree by Hilton Hotel Leominster Leominster 8.6/10 Excellent (1000) "Very nice and clean hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) octavio CA $188 CA $210 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) ![Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/748b4faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/a1ad800b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/83dd2b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monument Mountain Motel Great Barrington 9.0/10 Wonderful (780) "Very convenient and we were happy that the little restaurant we'd chosen for dinner was right across the street (we drove anyway, as it's a busy street)." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $84 CA $93 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/8e50ee57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Private Bathroom (Garden - Pets Allowed) | Miscellaneous](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/c68ae4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment, Private Bathroom (Greylock - No Pets)](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/9aba043f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, Private Bathroom (Rockwell - No Pets)](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/4d5a91f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shaker Mill Inn West Stockbridge 9.6/10 Exceptional (432) "Very casual and easy check in and out; lovely and substantial breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie CA $149 CA $164 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/West-Stockbridge-Hotels-Shaker-Mill-Inn.h1506594.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/b4578f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/d25d3b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e4ae1b1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Colonial Hotel Gardner 8.8/10 Excellent (1008) "Great hotel, fantastic restaurant, wonderful place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kate CA $185 CA $207 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.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=2025-11-11&endDate=2025-11-12®ionId=223&adults=2&location_highlights_explore=ski&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%2FDestinations-In-Massachusetts-Ski-Hotel.0-0-d223-tSkiHotel.Hotel-Filter-Destinations)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Massachusetts-Ski-Hotel.0-0-d223-tSkiHotel.Hotel-Filter-Destinations) ## Top Massachusetts Hotel Reviews ![citizenM Boston Back Bay](//images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "I enjoying the hotel. Lots of dining options within walking distance. " [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![Harborside Inn Of Boston](//images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "The staff was super friendly, clean rooms, very neat hotel, walkable to several things in the city, subway stop right outside. Neighborhood was safe and quiet. Will definitely stay again. " [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![The Arcadian Hotel](//images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/f8ad7683_y.jpg) ### The Arcadian Hotel 10/10 Excellent "All good, thanks!" [](https://expedia.ca/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information) ![citizenM Boston North Station](//images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg) ### citizenM Boston North Station 10/10 Excellent "We always choose the CitizenM hotel when staying in Boston. The staff are always the best! The rooms are modern, sleek, and the tech integrations in the room are so fun. Control your lights, curtains, tv, schedule cleaning, all from your built in ipad. Delicious food and beverages. Convenient location. 10/10!" [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![Club Quarters Hotel Faneuil Hall, Boston](//images.trvl-media.com/lodging/1000000/70000/67000/66938/1b7afb42_y.jpg) ### Club Quarters Hotel Faneuil Hall, Boston 10/10 Excellent "Good" [](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![Copley Square Hotel, a FOUND Hotel](//images.trvl-media.com/lodging/1000000/20000/16100/16067/dbccf1fb_y.jpg) ### Copley Square Hotel, a FOUND Hotel 10/10 Excellent "Yes" [](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Great service id totally come again! I wish I got a little bit of a bigger room but everything else was 10/10 th valet guys are really great also! " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![YOTEL Boston](//images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/245fc311_y.jpg) ### YOTEL Boston 10/10 Excellent "Very aestheticly pleasing. " [](https://expedia.ca/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information) ![The Godfrey Hotel Boston](//images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "Didn't have breakfast " [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Packages - Cars - Other - More ways to book - [4 Star Hotels in Sudbury](https://www.expedia.ca/4Star-Sudbury-Hotels.s40-0-d9770.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Sudbury](https://www.expedia.ca/5Star-Sudbury-Hotels.s50-0-d9770.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Boston](https://www.expedia.ca/Boston-Hotels-Adults-Only-Resorts.0-0-d178239-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Business Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Business-Hotel.0-0-d178239-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Boston](https://www.expedia.ca/Boston-Hotels-Couples-Resorts-Hotels.0-0-d178239-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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