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Featured The Berkshires Ski Hotels

See all 145 Hotels in The Berkshires
Vacation Village in the Berkshires

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Hancock
    3.0 out of 5.0
     
     
    4.2 out of 5 (807 reviews)
    Wonderful accommodations. Friendly staff. ..nice amenities. .
    Apr 6, 2018

    Vacation Village in the Berkshires$105

    Vacation Village in the Berkshires$105
    Ski In/ski Out - Premium Jiminy Peak Mountain Resort- Berkshires

    Ski In/ski Out - Premium Jiminy Peak Mountain Resort- Berkshires

    , Hancock
       
       
      4.9 out of 5 (19 reviews)
      Yankee Inn

      Yankee Inn

      461 Pittsfield Rd, Lenox
        2.5 out of 5.0
         
         
        3.9 out of 5 (509 reviews)
        Good hotel to stay the nightGreat staff. Good but standard continental breakfast augmented by custom cooked eggs - a nice addition. Noisy kids running up and down the hall early AM. Work crews use the place. The stall door in the men's bathroom off the lobby doesn't latch properly. I'd be surprised if the front desk crew didn't ...
        Apr 16, 2018

        Yankee Inn$80

        Yankee Inn$80
        Berkshire Valley Inn

        Berkshire Valley Inn

        2541 Hancock Rd, Williamstown
          2.5 out of 5.0
           
           
          4.4 out of 5 (171 reviews)
          SurprisingFor an inexpensive roadside motel, you would not believe it, the rooms are immaculate, the beds are comfortable and breakfast was more like an old B&B style than a motel. The husband & wife who own/run it are extremely nice.
          Mar 19, 2018

          Berkshire Valley Inn$89

          Berkshire Valley Inn$89
          Jiminy Peak Mountain Resort

          Jiminy Peak Mountain Resort

          37 Corey Rd, Hancock
            3.0 out of 5.0
             
             
            4.0 out of 5 (513 reviews)
            Ski resortShoppes and most restaurants on resort are only open seasonally, facilities are a little dated, but seems like it would be great to stay at when everything else is open. But there were awesome things to do in towns nearby.
            Apr 17, 2018

            Jiminy Peak Mountain Resort$115

            Jiminy Peak Mountain Resort$115
            Hampton Inn & Suites Berkshires Lenox

            Hampton Inn & Suites Berkshires Lenox

            445 Pittsfield Rd, Lenox
              2.5 out of 5.0
               
               
              4.6 out of 5 (360 reviews)
              Wonderful stay at Lenox MA.We enjoyed the in room whirlpool tub. Hampton Inn does not disappoint. But the price quote was not honored.
              Feb 20, 2018

              Hampton Inn & Suites Berkshires Lenox$101

              Hampton Inn & Suites Berkshires Lenox$101
              Monument Mountain Motel

              Monument Mountain Motel

              247 Stockbridge Rd, Great Barrington
                2.5 out of 5.0
                 
                 
                4.4 out of 5 (87 reviews)
                Clean and ComfortableMonument Mountain Motel is not fancy. It is however, impeccably clean and comfortable - great bed and pillows, clean shower with good water pressure and plenty of hot water, fluffy towels...what more do you need.
                Mar 23, 2018

                Monument Mountain Motel$60

                Monument Mountain Motel$60
                Shaker Mill Inn

                Shaker Mill Inn

                7 Albany Road, West Stockbridge
                  2.5 out of 5.0
                   
                   
                  4.7 out of 5 (156 reviews)
                  We have stayed at shaker mill many times and always love it. Very quiet, comfortable and cozy experience with good breakfast and amenities
                  Apr 2, 2018

                  Shaker Mill Inn$120

                  Shaker Mill Inn$120
                  Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

                  Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

                  249 Stockbridge Rd, Great Barrington
                    2.5 out of 5.0
                     
                     
                    4.4 out of 5 (232 reviews)
                    Nice hotel but with some issuesHotel is in a good location for what we needed. Beds were very uncomfortable, water pressure in the shower was very light. Rooms were clean and well maintained. Breakfast had a good assortment but waffle station was missing non-stick spray so everyone was having issues with getting the waffles out. ...
                    Mar 19, 2018

                    Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires$118

                    Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires$118
                    Crowne Plaza Pittsfield-Berkshires

                    Crowne Plaza Pittsfield-Berkshires

                    1 West St, Pittsfield
                      3.5 out of 5.0
                       
                       
                      3.6 out of 5 (473 reviews)
                      Situated downtown and central to everythinWorked out fine for our Easter visit. We needed to make many stops during our stay and hotel gave us a convenient central point
                      Apr 2, 2018

                      Crowne Plaza Pittsfield-Berkshires$89

                      Crowne Plaza Pittsfield-Berkshires$89
                      Days Inn Great Barrington

                      Days Inn Great Barrington

                      372 Main Street, Great Barrington
                        2.0 out of 5.0
                         
                         
                        3.8 out of 5 (405 reviews)
                        Close to everything Very comfortable and convenient Rooms were clean and No bed odorskoi
                        Apr 18, 2018

                        Days Inn Great Barrington$71

                        Days Inn Great Barrington$71
                        1896 House Brookside & Pondside Country Motels

                        1896 House Brookside & Pondside Country Motels

                        910 Cold Spring Rd, Williamstown
                           
                           
                          4.2 out of 5 (48 reviews)
                          Quiet and friendlyLovely setting off Rt. 7 and so close to Williamstown. The feeling is laid-back and cozy, nothing luxurious but that's not the point. Excellent pub on the grounds within a minutes walk. Delightful, yet lite continental breakfast provided.
                          Jun 26, 2014
                          Wyndham Bentley Brook

                          Wyndham Bentley Brook

                          1 Corey Road, Hancock
                            3.0 out of 5.0
                             
                             
                            4.6 out of 5 (104 reviews)
                            lots of various activities for skiers and non skiers very great for our family gathering'
                            Mar 21, 2018

                            Wyndham Bentley Brook$119

                            Wyndham Bentley Brook$119
                            Travelodge Great Barrington Berkshires

                            Travelodge Great Barrington Berkshires

                            400 Stockbridge Rd, Great Barrington
                              2.0 out of 5.0
                               
                               
                              3.2 out of 5 (302 reviews)
                              Wonderful place! Excellent bargain, clean rooms, free continental breakfast, and an exceptionally warm, gracious and accommodating extended family running the place. Originally planned to stay for just one night but extended for three additional days.
                              Mar 13, 2018

                              Travelodge Great Barrington Berkshires$63

                              Travelodge Great Barrington Berkshires$63
                              Holiday Inn Express Hotel & Suites Great Barrington

                              Holiday Inn Express Hotel & Suites Great Barrington

                              415 Stockbridge Rd, Great Barrington
                                2.5 out of 5.0
                                 
                                 
                                4.2 out of 5 (212 reviews)
                                Convenient locationI have stayed here many times because of its convenient location. The staff (especially the gentleman who hosts the breakfast) are happy and eager to please. My only complaint is the lack of towels. We were 2 adults/2 kids and supplied with 3 shower towels. Each of the 3 days, I had to go back to ...
                                Sep 6, 2017

                                Holiday Inn Express Hotel & Suites Great Barrington$272

                                Holiday Inn Express Hotel & Suites Great Barrington$272
                                Black Swan Inn, an Ascend Collection Hotel

                                Black Swan Inn, an Ascend Collection Hotel

                                435 Laurel St, Lee
                                  3.0 out of 5.0
                                   
                                   
                                  4.1 out of 5 (402 reviews)
                                  Lovely spot overlooking the lake! Peaceful stay -- lovely folks at the front desk. Would have been great if there had been instant oatmeal / cereal for breakfast. Looking forward to coming back during the summer months and enjoying the deck and lake.
                                  Apr 16, 2018

                                  Black Swan Inn, an Ascend Collection Hotel$80

                                  Black Swan Inn, an Ascend Collection Hotel$80
                                  Berkshire Inn

                                  Berkshire Inn

                                  150 W Housatonic St, Pittsfield
                                    2.0 out of 5.0
                                     
                                     
                                    3.5 out of 5 (152 reviews)
                                    Nice clean budget hotelRoom was clean and all furnishings were comfortable and in good repair. Breakfast was simple (no hot food) but there was coffee and real butter and real OJ. Walls were a little thin but a great deal for a budget hotel.Staff was friendly, helpful and efficient. Check in was quick even though I arrived ...
                                    Mar 31, 2018

                                    Berkshire Inn$60

                                    Berkshire Inn$60
                                    Lenox Inn

                                    Lenox Inn

                                    525 Pittsfield Rd, Lenox
                                      2.0 out of 5.0
                                       
                                       
                                      3.4 out of 5 (421 reviews)
                                      Good decent hotelNot charming, but perfectly serviceable. Appreciated how clean it was. For the price, it was perfect for our basic practice needs
                                      Sep 25, 2017

                                      Lenox Inn$42

                                      Lenox Inn$42
                                      Howard Johnson Express Inn - Lenox

                                      Howard Johnson Express Inn - Lenox

                                      462 Pittsfield Rd, Lenox
                                        2.0 out of 5.0
                                         
                                         
                                        3.5 out of 5 (574 reviews)
                                        Front staff were friendly and efficient but room not up to par due to bad odor.
                                        Mar 19, 2018

                                        Howard Johnson Express Inn - Lenox$55

                                        Howard Johnson Express Inn - Lenox$55
                                        The Spring's Inn

                                        The Spring's Inn

                                        94 Route 7, New Ashford
                                          2.0 out of 5.0
                                           
                                           
                                          3.4 out of 5 (205 reviews)
                                          Nice place and location, but... Very nice staff, excellent location close to the highest point in Massachusset, large rooms and decent breakfast. The only problem is whoever doing the cleaning is doing a bad job! Finger prints in many places such as mirrors and windows, strong smell of a cleaning detergent and some areas was sprayed ...
                                          Aug 21, 2017

                                          The Spring's Inn$80

                                          The Spring's Inn$80

                                          Recently booked Ski Hotels in The Berkshires

                                          Travelodge Great Barrington Berkshires
                                          2.0 out of 5.0
                                          Last booking: 1 hour ago
                                          Hilton Garden Inn Lenox/Pittsfield
                                          3.0 out of 5.0
                                          Last booking: 1 hour ago
                                          Days Inn Great Barrington
                                          2.0 out of 5.0
                                          Last booking: 2 hours ago
                                          The Villager Motel
                                          2.0 out of 5.0
                                          Last booking: 2 hours ago
                                          Green Valley Motel
                                          2.0 out of 5.0
                                          Last booking: 2 hours ago
                                          Crowne Plaza Pittsfield-Berkshires
                                          3.5 out of 5.0
                                          Last booking: 3 hours ago
                                          Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
                                          2.5 out of 5.0
                                          Last booking: 3 hours ago
                                          The Orchards Hotel
                                          3.5 out of 5.0
                                          Last booking: 4 hours ago
                                          The Red Lion Inn
                                          3.5 out of 5.0
                                          Last booking: 7 hours ago

                                          Ski Resorts in The Berkshires

                                          Are you and your partner looking to hit the slopes in The Berkshires? Here at Expedia, we know exactly what you're searching for. We have 145 hotels in The Berkshires from $42 to $272. Whether you want to stay at the lodge on the same property as the mountains, or you would rather find a resort in the city, Expedia can help you and your family make reservations wherever you would like to be. If you'd like to see what our previous visitors have to say, there are 6152 reviews that you can scroll through.

                                          Slope-side Luxury at Your Ski Hotel

                                          Getting to The Berkshires may be complicated if you are bringing all of your heavy gear with you. In the event that you forgot some of your gear, there are sporting apparel stores in town that you can swiftly grab some last-minute items once you get to The Berkshires. We'll keep our fingers crossed that you and your thrill-seeking pals will get to do some shredding on an epic bluebird powder day, or a morning when there's fresh snow on the ground. There's nothing more exhilarating than flying down the mountains on the easygoing bunny slopes or difficult black diamonds. If you aren't an experienced skier, check and see if there are any instructors available to help you get started, in case you want to avoid catching an edge.

                                          Book Your The Berkshires Ski Hotel Today!

                                          Once you and your family check-in to your ski hotel, ask the staff about other possible excursions to try out in The Berkshires. They may have some family-friendly activities, like checking out the local bowling alley or movie theater, playing board games at the hotel, or roasting s'mores over a bonfire. Maybe they can suggest a few kid-free activities too, such as a cozy bar with cocktails to warm you up, an on-site spa, or a dance club in the city. And when your night is over, you will have amenities in your hotel room that you can take advantage of, like a mini-bar or a movie. Get your reservations locked in soon before those immaculate conditions and great rates melt away!