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Featured Massachusetts Ski Resorts & Hotels

Vacation Village in the Berkshires

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Hancock, MA
    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 luggage storage and concierge services. Additional amenities include a health club, free WiFi in public areas, and a business center.

    MAKE YOURSELF AT HOME! - FOR SALE - CONTACT OWNER FOR INFORMATION

    MAKE YOURSELF AT HOME! - FOR SALE - CONTACT OWNER FOR INFORMATION

    Hancock, MA
       
       

      Guests staying at this condo enjoy access to ski-in/ski-out access, a fitness center, and a spa tub.

      Yankee Inn

      Yankee Inn

      461 Pittsfield Rd, Lenox, MA
      • 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 fitness center, and a spa tub. 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 free WiFi in public areas, conference space, and a 24-hour business center.

      Yankee Inn$85

      Yankee Inn$85
      Berkshire Valley Inn

      Berkshire Valley Inn

      2541 Hancock Rd, Williamstown, MA
      • Free Cancellation
      • Reserve now, pay when you stay
      2.5 out of 5.0
       
       

      Guests staying at Berkshire Valley Inn enjoy free WiFi in public areas, a terrace, and barbecue grills. Front-desk staff can assist with concierge services and luggage storage. Additional amenities include a fireplace in the lobby and a picnic area.

      Berkshire Valley Inn$109

      Berkshire Valley Inn$109
      Jiminy Peak Mountain Resort

      Jiminy Peak Mountain Resort

      37 Corey Rd, Hancock, MA
        3.0 out of 5.0
         
         

        At Jiminy Peak Mountain Resort, guests enjoy ski-in/ski-out access, an outdoor pool, and a fitness center. You can put free parking to good use if you drive. Front-desk staff can answer questions 24/7, and assist with securing valuables, luggage storage, 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$139

        Jiminy Peak Mountain Resort$139
        Hampton Inn & Suites Berkshires Lenox

        Hampton Inn & Suites Berkshires Lenox

        445 Pittsfield Rd, Lenox, MA
        • 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 fitness center. If you decide to drive, there's free parking. The front desk has multilingual staff on hand 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include free WiFi in public areas, a meeting room, and a 24-hour business center.

        Hampton Inn & Suites Berkshires Lenox$106

        Hampton Inn & Suites Berkshires Lenox$106
        Westford Regency Inn & Conference Center

        Westford Regency Inn & Conference Center

        219 Littleton Rd, Westford, MA
        • Free Cancellation
        • Reserve now, pay when you stay
        3.0 out of 5.0
         
         

        Guests of Westford Regency Inn & Conference Center enjoy an indoor pool, free WiFi in public areas, and a conference center. RV, bus, and truck parking is available. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, luggage storage, and securing valuables. Additional amenities include a computer station, express check-out, and free newspapers.

        Westford Regency Inn & Conference Center$139

        Westford Regency Inn & Conference Center$139
        Doubletree by Hilton Hotel Leominster

        Doubletree by Hilton Hotel Leominster

        99 Erdman Way, Leominster, MA
        • 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 fitness center, 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 dry cleaning/laundry, securing valuables, and luggage storage. Additional amenities include a conference center, a business center, and coffee/tea in a common area.

        Doubletree by Hilton Hotel Leominster$148

        Doubletree by Hilton Hotel Leominster$148
        Monument Mountain Motel

        Monument Mountain Motel

        247 Stockbridge Rd, Great Barrington, MA
        • Free Cancellation
        • Reserve now, pay when you stay
        2.5 out of 5.0
         
         

        Monument Mountain Motel features free WiFi in public areas and a picnic area. If you decide to drive, there's free parking. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. This smoke-free motel also has barbecue grills.

        Monument Mountain Motel$90

        Monument Mountain Motel$90
        Shaker Mill Inn

        Shaker Mill Inn

        2 Oak Street, West Stockbridge, MA
          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$239

          Shaker Mill Inn$239
          The Colonial Hotel

          The Colonial Hotel

          625 Betty Spring Road, Gardner, MA
          • Free Cancellation
          • Reserve now, pay when you stay
          3.0 out of 5.0
           
           

          At The Colonial Hotel, guests enjoy an indoor pool, a fitness center, and a spa tub. The front desk is staffed 24 hours a day to help with concierge services and dry cleaning/laundry. Additional amenities include free WiFi in public areas, a business center, and free newspapers.

          The Colonial Hotel$150

          The Colonial Hotel$150
          Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

          Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

          249 Stockbridge Rd, Great Barrington, MA
          • Free Cancellation
          • Reserve now, pay when you stay
          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 fitness center, 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 securing valuables and dry cleaning/laundry. Other amenities at this family-friendly hotel include a meeting room, a business center, and coffee/tea in a common area.

          Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires$135

          Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires$135
          Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

          Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

          One West Street, Pittsfield, MA
          • 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 health club, 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 tours or tickets, securing valuables, and dry cleaning/laundry. 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$109

          Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel$109
          Days Inn by Wyndham Great Barrington

          Days Inn by Wyndham Great Barrington

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

          Guests of Days Inn by Wyndham Great Barrington enjoy a fitness center, 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 barbecue grills.

          Days Inn by Wyndham Great Barrington$99

          Days Inn by Wyndham Great Barrington$99
          Rodeway Inn Westminster

          Rodeway Inn Westminster

          183 Main St, Westminster, MA
          • Free Cancellation
          • Reserve now, pay when you stay
          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$90

          Rodeway Inn Westminster$90

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          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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