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Featured The Berkshires Luxury Hotels

See all 145 Hotels in The Berkshires
Stockbridge Country Inn

Stockbridge Country Inn

26 Glendale Road, Stockbridge
    4.5 out of 5.0
     
     
    4.5 out of 5 (38 reviews)
    Perfect location to enjoy the Berkshires!Innkeepers were very warm and friendly. The room was very tastefully appointed and charming. The full breakfast in the morning was delicious and we were given plenty of choices of food options.
    Mar 12, 2018

    Stockbridge Country Inn$209

    Stockbridge Country Inn$209
    The Orchards Hotel

    The Orchards Hotel

    222 Adams Rd, Williamstown
      3.5 out of 5.0
       
       
      4.4 out of 5 (297 reviews)
      Really pleasant and attentive staff. The restaurant was nice and It was much appreciated that they accommodated vegetarians.
      Apr 9, 2018

      The Orchards Hotel$139

      The Orchards Hotel$139
      Federal House Inn

      Federal House Inn

      1560 Pleasant Street, South Lee
        3.5 out of 5.0
         
         
        4.8 out of 5 (125 reviews)
        Very much enjoyed our stay!! Room was comfortable and food was great.
        Apr 6, 2018

        Federal House Inn$150

        Federal House Inn$150
        Lantern House Motel

        Lantern House Motel

        256 Stockbridge Road, Great Barrington
          2.5 out of 5.0
           
           
          4.0 out of 5 (158 reviews)
          Nice place, good price Friendly reception. Great resource for frequent trips to Great Barrington
          Apr 22, 2018

          Lantern House Motel$60

          Lantern House Motel$60
          Wagon Wheel Inn

          Wagon Wheel Inn

          484 Pittsfield Rd, Lenox
            2.0 out of 5.0
             
             
            3.6 out of 5 (216 reviews)
            Hidden Gemlol to all those suckers paying more for the same. It’s a basic room with everything you need. It’s been a 5 Star review with all of us tradesman working the area. OK I asked to be put in back away from the front and have found the WiFi spotty. So I will bring up with owners adding in a WiFi extender. ...
            Mar 4, 2018

            Wagon Wheel Inn$45

            Wagon Wheel Inn$45
            Hotel On North

            Hotel On North

            297 North Street, Pittsfield
              3.5 out of 5.0
               
               
              4.8 out of 5 (144 reviews)
              boutique hotel, wonderful personal touches.This is a special hotel clearly designed with love of hospitality and environment. Gorgeous hardwood floors throughout, large game room for kids of all ages, spacious clean guest room with coffee, robes, water ... Design matches Berkshire / hipster vibe - a lot of fun for this mother daughter get ...
              Mar 31, 2018

              Hotel On North$135

              Hotel On North$135
              1896 House Country Inn

              1896 House Country Inn

              910 Cold Spring Road, Williamstown
                2.5 out of 5.0
                 
                 
                3.6 out of 5 (28 reviews)
                Clean and convenient....we have stayed In a few places in that area and they were awful..1896 tops so far and is the place we plan on for future trips....only negative thing was the breakfast in the morning....eggs awful....pastries were about the best thing there...but this is not something that ...
                Nov 13, 2017

                1896 House Country Inn$76

                1896 House Country Inn$76
                Yankee Inn

                Yankee Inn

                461 Pittsfield Rd, Lenox
                  2.5 out of 5.0
                   
                   
                  3.9 out of 5 (510 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
                  Sunset Inn

                  Sunset Inn

                  150 Housatonic Street, Lee
                    1.5 out of 5.0
                     
                     
                    3.1 out of 5 (149 reviews)
                    Simple, clean, no-frills. Fridge and microwave in room were nice surprises. Heat worked well. Satisfied.
                    Sep 3, 2017

                    Sunset Inn$72

                    Sunset Inn$72
                    Maple Terrace Motel

                    Maple Terrace Motel

                    555 Main St., Williamstown
                      2.5 out of 5.0
                       
                       
                      4.6 out of 5 (55 reviews)
                      nice basic accommodation conveniently located near Williams College, from which a person can walk to the campus.
                      Apr 9, 2018

                      Maple Terrace Motel$79

                      Maple Terrace Motel$79
                      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 (575 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
                        Travelodge Great Barrington Berkshires

                        Travelodge Great Barrington Berkshires

                        400 Stockbridge Rd, Great Barrington
                          2.0 out of 5.0
                           
                           
                          3.2 out of 5 (303 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
                          Econo Lodge Lee - Great Barrington

                          Econo Lodge Lee - Great Barrington

                          980 Pleasant Street, Lee
                            2.0 out of 5.0
                             
                             
                            3.2 out of 5 (174 reviews)
                            Nice hotel close to the shrineShort distance to our destination was the main consideration in choosing the hotel . My only concern is the towels were not good.
                            Mar 13, 2018

                            Econo Lodge Lee - Great Barrington$46

                            Econo Lodge Lee - Great Barrington$46
                            Chambery Inn

                            Chambery Inn

                            199 Main St, Lee
                              3.0 out of 5.0
                               
                               
                              4.7 out of 5 (147 reviews)
                              I have family in town and always stay at the Chambery when visiting. It's sooo much nicer than anything else in town.
                              Jan 1, 2018

                              Chambery Inn$94

                              Chambery Inn$94
                              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
                                Super 8 Lee/Berkshires/Outlet Area

                                Super 8 Lee/Berkshires/Outlet Area

                                170 Housatonic Street, Lee
                                  2.0 out of 5.0
                                   
                                   
                                  3.6 out of 5 (281 reviews)
                                  Good locationGreat value for your dollar spent, affordable to seniors.
                                  Mar 21, 2018

                                  Super 8 Lee/Berkshires/Outlet Area$66

                                  Super 8 Lee/Berkshires/Outlet Area$66
                                  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
                                    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
                                      Crowne Plaza Pittsfield-Berkshires

                                      Crowne Plaza Pittsfield-Berkshires

                                      1 West St, Pittsfield
                                        3.5 out of 5.0
                                         
                                         
                                        3.6 out of 5 (474 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$85

                                        Crowne Plaza Pittsfield-Berkshires$85
                                        Map

                                        Recently booked Luxury Hotels in The Berkshires

                                        Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
                                        2.5 out of 5.0
                                        Last booking: 31 minutes ago
                                        Howard Johnson Express Inn - Lenox
                                        2.0 out of 5.0
                                        Last booking: 36 minutes ago
                                        Super 8 Lee/Berkshires/Outlet Area
                                        2.0 out of 5.0
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                                        The Orchards Hotel
                                        3.5 out of 5.0
                                        Last booking: 56 minutes ago
                                        Days Inn Lenox MA
                                        2.0 out of 5.0
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                                        The Barrington
                                        4.0 out of 5.0
                                        Last booking: 1 hour ago
                                        Pleasant Valley Motel West Stockbridge
                                        2.0 out of 5.0
                                        Last booking: 1 hour ago
                                        Garden Gables Inn
                                        4.0 out of 5.0
                                        Last booking: 3 hours ago
                                        Williamstown Motel
                                        2.0 out of 5.0
                                        Last booking: 3 hours ago

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                                        Luxury The Berkshires Hotels

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