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Featured Massachusetts Ski Resorts & Hotels

Estimated price for 1 night/2 adults

Vacation Village in the Berkshires

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Hancock, MA, 01237
    3.0 out of 5.0
     
     

    Vacation Village in the Berkshires features an indoor pool, an outdoor pool, and a children's pool. If you decide to drive, there's free parking. The front desk is staffed 24 hours a day to help with access to locker space and concierge services. Additional amenities include a gym, free WiFi in public areas, and a business center.

    Vacation Village in the Berkshires$169

    Oct 25 - Oct 26

    Vacation Village in the Berkshires$169
    Yankee Inn

    Yankee Inn

    461 Pittsfield Rd, Lenox, MA, 01240
    • Free Cancellation
    • Reserve now, pay when you stay
    2.5 out of 5.0
     
     

    Guests staying at Yankee Inn enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with tours or tickets, and answer any questions about the area. Additional amenities include a spa tub, conference space, and a 24-hour business center.

    Yankee Inn$89

    Oct 31 - Nov 1

    Yankee Inn$89
    Berkshire Valley Inn

    Berkshire Valley Inn

    2541 Hancock Rd, Williamstown, MA, 01267
      2.5 out of 5.0
       
       

      Berkshire Valley Inn features free WiFi in public areas and a fireplace in the lobby. A stay here includes free parking. Front-desk staff can assist with concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area.

      Berkshire Valley Inn$119

      Oct 5 - Oct 6

      Berkshire Valley Inn$119
      Jiminy Peak Mountain Resort

      Jiminy Peak Mountain Resort

      37 Corey Rd, Hancock, MA, 01237
        3.0 out of 5.0
         
         

        At Jiminy Peak Mountain Resort, guests enjoy ski-in/ski-out access, an outdoor pool, and a gym. You can put free parking to good use if you drive. Front-desk staff can answer questions 24/7, and assist with luggage storage, securing valuables, and concierge services. Other amenities at this ski condominium resort include outdoor tennis courts, free WiFi in public areas, and a conference center.

        Jiminy Peak Mountain Resort$129

        Oct 24 - Oct 25

        Jiminy Peak Mountain Resort$129
        Hampton Inn & Suites Berkshires-Lenox

        Hampton Inn & Suites Berkshires-Lenox

        445 Pittsfield Rd, Lenox, MA, 01240
        • Free Cancellation
        • Reserve now, pay when you stay
        2.5 out of 5.0
         
         

        Hampton Inn & Suites Berkshires-Lenox features an indoor pool, a children's pool, and a gym. If you decide to drive, there's free parking. The front desk has multilingual staff on hand 24/7 to help with luggage storage, dry cleaning/laundry, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls, an off-leash area, and litter boxes. Additional amenities include free WiFi in public areas, conference space, and a 24-hour business center.

        Hampton Inn & Suites Berkshires-Lenox$119

        Nov 1 - Nov 2

        Hampton Inn & Suites Berkshires-Lenox$119
        Westford Regency Inn & Conference Center

        Westford Regency Inn & Conference Center

        219 Littleton Rd, Westford, MA, 01886
          3.0 out of 5.0
           
           

          Guests staying at Westford Regency Inn & Conference Center enjoy a gym, a sauna, and free WiFi in public areas. If you drive, put free parking to good use. The 24-hour front desk has multilingual staff ready to assist with securing valuables and luggage storage. Additional amenities include a conference center, a business center, and a computer station.

          Westford Regency Inn & Conference Center$179

          Oct 5 - Oct 6

          Westford Regency Inn & Conference Center$179
          Doubletree by Hilton Hotel Leominster

          Doubletree by Hilton Hotel Leominster

          99 Erdman Way, Leominster, MA, 01453
          • Free Cancellation
          • Reserve now, pay when you stay
          4.0 out of 5.0
           
           

          Guests staying at Doubletree by Hilton Hotel Leominster enjoy an indoor pool, a gym, and free WiFi in public areas. If you drive, put free parking to good use. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and securing valuables. Additional amenities include a conference center, a business center, and coffee/tea in a common area.

          Doubletree by Hilton Hotel Leominster$151

          Oct 30 - Oct 31

          Doubletree by Hilton Hotel Leominster$151
          Monument Mountain Motel

          Monument Mountain Motel

          247 Stockbridge Rd, Great Barrington, MA, 01230
            2.5 out of 5.0
             
             

            Monument Mountain Motel features free WiFi in public areas and barbecue grills. If you decide to drive, there's free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. This smoke-free motel also has a picnic area.

            Monument Mountain Motel$70

            Nov 1 - Nov 2

            Monument Mountain Motel$70
            Shaker Mill Inn

            Shaker Mill Inn

            2 Oak Street, West Stockbridge, MA, 01266
              2.5 out of 5.0
               
               

              At Shaker Mill Inn, guests have access to free WiFi in public areas. There's free parking if you drive.

              Shaker Mill Inn$145

              Oct 31 - Nov 1

              Shaker Mill Inn$145
              The Colonial Hotel

              The Colonial Hotel

              625 Betty Spring Road, Gardner, MA, 01440
                3.0 out of 5.0
                 
                 

                At The Colonial Hotel, guests enjoy an indoor pool, a gym, and a sauna. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with securing valuables, dry cleaning/laundry, and concierge services. Additional amenities include free WiFi in public areas, a spa tub, and a business center.

                The Colonial Hotel$160

                Oct 6 - Oct 7

                The Colonial Hotel$160
                Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

                Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

                249 Stockbridge Rd, Great Barrington, MA, 01230
                  2.5 out of 5.0
                   
                   

                  Guests staying at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk is staffed 24 hours a day to help with dry cleaning/laundry and securing valuables. Other amenities at this family-friendly hotel include a business center, coffee/tea in a common area, and a meeting room.

                  Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires$161

                  Oct 30 - Oct 31

                  Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires$161
                  Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

                  Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

                  One West Street, Pittsfield, MA, 01201
                  • Free Cancellation
                  3.0 out of 5.0
                   
                   

                  Guests of Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel have access to an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, tours or tickets, and luggage storage. Other amenities at this spa hotel include a conference center, a 24-hour business center, and a computer station.

                  Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel$117

                  Nov 4 - Nov 5

                  Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel$117
                  Quality Inn

                  Quality Inn

                  372 Main Street, Rte 7 and Main Street, Great Barrington, MA, 01230
                  • Free Cancellation
                  • Reserve now, pay when you stay
                  2.5 out of 5.0
                   
                   

                  Guests of Quality Inn enjoy a gym, free WiFi in public areas, and coffee in a common area. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a microwave in a common area, free newspapers, and a water dispenser.

                  Quality Inn$84

                  Nov 1 - Nov 2

                  Quality Inn$84
                  Rodeway Inn Westminster

                  Rodeway Inn Westminster

                  183 Main St, Westminster, MA, 01473
                    2.0 out of 5.0
                     
                     

                    Rodeway Inn Westminster offers free WiFi in public areas and coffee in a common area. If you decide to drive, there's free parking. Front-desk staff are standing by 24/7 to assist with any requests.

                    Rodeway Inn Westminster$100

                    Oct 5 - Oct 6

                    Rodeway Inn Westminster$100
                    Club Wyndham Bentley Brook

                    Club Wyndham Bentley Brook

                    1 Corey Road, Hancock, MA, 01237
                      3.0 out of 5.0
                       
                       

                      At Club Wyndham Bentley Brook, guests enjoy ski-in/ski-out access, an indoor pool, and an outdoor pool. There's free parking and limo/town car service. The 24-hour front desk has staff standing by to help with tours or tickets, luggage storage, and access to locker space. Other amenities at this ski hotel include a 24-hour gym, a sauna, and free WiFi in public areas.

                      Head for The Hills at a Massachusetts Ski Resort

                      Discover a winter wonderland at Massachusetts ski resorts, where pristine ski hills meet comfy accommodations.

                      Alpine charm
                      Ski resorts near Massachusetts offer a range of experiences, whether you’re looking for a village cutoff from the hustle and bustle of the world or a resort close to other local amenities. You can book a room in the main hotel or a luxury private chalet with ski-in and ski-out access.

                      There’s more than skiing to keep you busy. Check out the winter activities you’ll enjoy at the best ski resorts in Massachusetts, from tubing to soaking in outdoor spas.

                      Epic fun at your Massachusetts ski resort
                      Massachusetts ski resorts are known for their accommodations, fun-filled activities, and sumptuous meals. Each resort also has its own unique signature runs, trails, and chairlifts to get you to the top of the slopes. You’ll also usually have access to surrounding trails and other winter sports within the resort. Larger resorts often offer a range of amenities, including gondolas or aerial trams, so you can ride to the slopes in style or simply take in the splendid views.

                      Winter vacations in Massachusetts offer a whole new world of experiences, such as snowmobiling, horse-drawn sleds, tubing, and dog-sledding. The nightlife can vary from clubs to cabarets and game rooms to night skiing by torchlight. The après-ski scene at Massachusetts ski resorts is one of the greatest draws for travelers who enjoy warming beverages, crackling fires, and the company of fellow skiers.

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