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Top rated hotels in The Berkshires

See all 144 Properties in The Berkshires

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See all 144 Properties in The Berkshires
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

1032 South Street, Pittsfield
    3.0 out of 5.0
     
     
    5.0 out of 5 (5 reviews)

    Situated in Pittsfield, this hotel is 1.2 mi (1.9 km) from Bousquet Ski Area and within 3 mi (5 km) of Arrowhead Museum and Kennedy Park. Colonial Theater and ...

    Hilton Garden Inn Lenox Pittsfield$127

    Hilton Garden Inn Lenox Pittsfield$127
    Yankee Inn

    Yankee Inn

    461 Pittsfield Rd, Lenox
      2.5 out of 5.0
       
       
      3.7 out of 5 (66 reviews)

      Located in the heart of Lenox, this hotel is 0.5 mi (0.9 km) from Kennedy Park and within 3 mi (5 km) of Pleasant Valley Wilderness Sanctuary and Arrowhead Museum. ...

      Yankee Inn$92

      Yankee Inn$92
      Hampton Inn & Suites Berkshires Lenox

      Hampton Inn & Suites Berkshires Lenox

      445 Pittsfield Rd, Lenox
        2.5 out of 5.0
         
         
        3.9 out of 5 (14 reviews)

        Situated in a rural location, this hotel is within 2 mi (3 km) of Arrowhead Museum, Kennedy Park, and Bousquet Ski Area. Pleasant Valley Wilderness Sanctuary ...

        Hampton Inn & Suites Berkshires Lenox$118

        Hampton Inn & Suites Berkshires Lenox$118
        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
           
           
          3.6 out of 5 (11 reviews)

          This family-friendly Great Barrington hotel is located in the mountains, within 2 mi (3 km) of Mahaiwe Performing Arts Center and Lake Mansfield Park. Ski Butternut ...

          Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires$152

          Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires$152
          Courtyard by Marriott Lenox Berkshires

          Courtyard by Marriott Lenox Berkshires

          70 Pittsfield Rd, Lenox
            3.0 out of 5.0
             
             
            4.7 out of 5 (6 reviews)

            Situated in Lenox, this hotel is within 2 mi (3 km) of Kennedy Park, Lenox Library, and Pleasant Valley Wilderness Sanctuary. Ventfort Hall Mansion and Gilded ...

            Courtyard by Marriott Lenox Berkshires$149

            Courtyard by Marriott Lenox Berkshires$149
            Super 8 by Wyndham Lee/Berkshires/Outlet Area

            Super 8 by Wyndham Lee/Berkshires/Outlet Area

            170 Housatonic Street, Lee
              2.0 out of 5.0
               
               
              3.5 out of 5 (25 reviews)

              Situated in Lee, this motel is within a 15-minute walk of Lee Prime Outlets, Lee Library, and Animagic Museum of Animation. Greenock Country Club and Beartown ...

              Super 8 by Wyndham Lee/Berkshires/Outlet Area$76

              Super 8 by Wyndham Lee/Berkshires/Outlet Area$76
              Cranwell Spa and Golf Resort

              Cranwell Spa and Golf Resort

              55 Lee Road, Lenox
                3.5 out of 5.0
                 
                 
                4.7 out of 5 (7 reviews)

                Situated in Lenox, this spa resort is within 2 mi (3 km) of The Mount, Ventfort Hall Mansion and Gilded Age Museum, and Lenox Library. Shakespeare and Company ...

                Cranwell Spa and Golf Resort$159

                Cranwell Spa and Golf Resort$159
                Berkshire Mountain Lodge

                Berkshire Mountain Lodge

                8 Dan Fox Dr, Pittsfield
                  3.0 out of 5.0
                   
                   

                  Situated in Pittsfield, this lodge is 1 mi (1.7 km) from Bousquet Ski Area and within 3 mi (5 km) of Arrowhead Museum and Kennedy Park. Colonial Theater and ...

                  Berkshire Mountain Lodge$122

                  Berkshire Mountain Lodge$122
                  Pleasant Valley Motel West Stockbridge

                  Pleasant Valley Motel West Stockbridge

                  42 Stockbridge Rd, West Stockbridge
                    2.0 out of 5.0
                     
                     
                    3.3 out of 5 (47 reviews)

                    Situated near the beach, this motel is 2.4 mi (3.8 km) from Berkshire Botanical Garden and within 6 mi (10 km) of Norman Rockwell Museum and Chesterwood. Mission ...

                    Pleasant Valley Motel West Stockbridge$50

                    Pleasant Valley Motel West Stockbridge$50
                    Black Swan Inn, an Ascend Collection Hotel

                    Black Swan Inn, an Ascend Collection Hotel

                    435 Laurel St, Lee
                      3.0 out of 5.0
                       
                       
                      3.5 out of 5 (40 reviews)

                      Situated on a lake, this hotel is within 1 mi (2 km) of Animagic Museum of Animation and Lee Library. Greenock Country Club and The Mount are also within 3 mi ...

                      Black Swan Inn, an Ascend Collection Hotel$104

                      Black Swan Inn, an Ascend Collection Hotel$104
                      Days Inn by Wyndham Great Barrington

                      Days Inn by Wyndham Great Barrington

                      372 Main Street, Great Barrington
                        2.0 out of 5.0
                         
                         
                        3.6 out of 5 (19 reviews)

                        Situated in Great Barrington, this motel is within 1 mi (2 km) of Mahaiwe Performing Arts Center and Lake Mansfield Park. W.E.B. Du Bois Boyhood Homesite is ...

                        Days Inn by Wyndham Great Barrington$101

                        Days Inn by Wyndham Great Barrington$101
                        Chambery Inn

                        Chambery Inn

                        199 Main St, Lee
                          3.0 out of 5.0
                           
                           
                          4.0 out of 5 (2 reviews)

                          Situated in the mountains, this bed & breakfast is within a 5-minute walk of Animagic Museum of Animation and Lee Library. Greenock Country Club and Lee Prime ...

                          Chambery Inn$100

                          Chambery Inn$100

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                          Hilton Garden Inn Lenox Pittsfield $127
                          Hilton Garden Inn Lenox Pittsfield

                          Hilton Garden Inn Lenox Pittsfield

                          1032 South Street, Pittsfield
                             
                            5.0
                            of 5, from 5 reviews
                            3.0 out of 5.0

                            Situated in Pittsfield, this hotel is 1.2 mi (1.9 km) from Bousquet Ski Area and within 3 mi (5 km) of Arrowhead Museum and Kennedy Park. Colonial Theater and Berkshire Museum are also within 3 mi (5 km).

                            Yankee Inn $92
                            Yankee Inn

                            Yankee Inn

                            461 Pittsfield Rd, Lenox
                               
                              3.7
                              of 5, from 66 reviews
                              2.5 out of 5.0

                              Located in the heart of Lenox, this hotel is 0.5 mi (0.9 km) from Kennedy Park and within 3 mi (5 km) of Pleasant Valley Wilderness Sanctuary and Arrowhead Museum. Lenox Library and Bousquet Ski Area are also within 3 mi (5 km).

                              Hampton Inn & Suites Berkshires Lenox $118
                              Hampton Inn & Suites Berkshires Lenox

                              Hampton Inn & Suites Berkshires Lenox

                              445 Pittsfield Rd, Lenox
                                 
                                3.9
                                of 5, from 14 reviews
                                2.5 out of 5.0

                                Situated in a rural location, this hotel is within 2 mi (3 km) of Arrowhead Museum, Kennedy Park, and Bousquet Ski Area. Pleasant Valley Wilderness Sanctuary and Canoe Meadows Wildlife Sanctuary are also within 3 mi (5 km).

                                Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires $152
                                Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

                                Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

                                249 Stockbridge Rd, Great Barrington
                                   
                                  3.6
                                  of 5, from 11 reviews
                                  2.5 out of 5.0

                                  This family-friendly Great Barrington hotel is located in the mountains, within 2 mi (3 km) of Mahaiwe Performing Arts Center and Lake Mansfield Park. Ski Butternut and Beartown State Forest are also within 3 mi (5 km).

                                  Courtyard by Marriott Lenox Berkshires $149
                                  Courtyard by Marriott Lenox Berkshires

                                  Courtyard by Marriott Lenox Berkshires

                                  70 Pittsfield Rd, Lenox
                                     
                                    4.7
                                    of 5, from 6 reviews
                                    3.0 out of 5.0

                                    Situated in Lenox, this hotel is within 2 mi (3 km) of Kennedy Park, Lenox Library, and Pleasant Valley Wilderness Sanctuary. Ventfort Hall Mansion and Gilded Age Museum and Shakespeare and Company are also within 3 mi (5 km).

                                    Super 8 by Wyndham Lee/Berkshires/Outlet Area $76
                                    Super 8 by Wyndham Lee/Berkshires/Outlet Area

                                    Super 8 by Wyndham Lee/Berkshires/Outlet Area

                                    170 Housatonic Street, Lee
                                       
                                      3.5
                                      of 5, from 25 reviews
                                      2.0 out of 5.0

                                      Situated in Lee, this motel is within a 15-minute walk of Lee Prime Outlets, Lee Library, and Animagic Museum of Animation. Greenock Country Club and Beartown State Forest are also within 3 mi (5 km).

                                      Cranwell Spa and Golf Resort $159
                                      Cranwell Spa and Golf Resort

                                      Cranwell Spa and Golf Resort

                                      55 Lee Road, Lenox
                                         
                                        4.7
                                        of 5, from 7 reviews
                                        3.5 out of 5.0

                                        Situated in Lenox, this spa resort is within 2 mi (3 km) of The Mount, Ventfort Hall Mansion and Gilded Age Museum, and Lenox Library. Shakespeare and Company and Wood's Pond are also within 3 mi (5 km).

                                        Berkshire Mountain Lodge $122
                                        Berkshire Mountain Lodge

                                        Berkshire Mountain Lodge

                                        8 Dan Fox Dr, Pittsfield
                                           
                                          3.0 out of 5.0

                                          Situated in Pittsfield, this lodge is 1 mi (1.7 km) from Bousquet Ski Area and within 3 mi (5 km) of Arrowhead Museum and Kennedy Park. Colonial Theater and Berkshire Museum are also within 3 mi (5 km).

                                          Pleasant Valley Motel West Stockbridge $50
                                          Pleasant Valley Motel West Stockbridge

                                          Pleasant Valley Motel West Stockbridge

                                          42 Stockbridge Rd, West Stockbridge
                                             
                                            3.3
                                            of 5, from 47 reviews
                                            2.0 out of 5.0

                                            Situated near the beach, this motel is 2.4 mi (3.8 km) from Berkshire Botanical Garden and within 6 mi (10 km) of Norman Rockwell Museum and Chesterwood. Mission House and Naumkeag are also within 6 mi (10 km).

                                            Black Swan Inn, an Ascend Collection Hotel $104
                                            Black Swan Inn, an Ascend Collection Hotel

                                            Black Swan Inn, an Ascend Collection Hotel

                                            435 Laurel St, Lee
                                               
                                              3.5
                                              of 5, from 40 reviews
                                              3.0 out of 5.0

                                              Situated on a lake, this hotel is within 1 mi (2 km) of Animagic Museum of Animation and Lee Library. Greenock Country Club and The Mount are also within 3 mi (5 km).

                                              Days Inn by Wyndham Great Barrington $101
                                              Days Inn by Wyndham Great Barrington

                                              Days Inn by Wyndham Great Barrington

                                              372 Main Street, Great Barrington
                                                 
                                                3.6
                                                of 5, from 19 reviews
                                                2.0 out of 5.0

                                                Situated in Great Barrington, this motel is within 1 mi (2 km) of Mahaiwe Performing Arts Center and Lake Mansfield Park. W.E.B. Du Bois Boyhood Homesite is 2 mi (3.2 km) away.

                                                Chambery Inn $100
                                                Chambery Inn

                                                Chambery Inn

                                                199 Main St, Lee
                                                   
                                                  4.0
                                                  of 5, from 2 reviews
                                                  3.0 out of 5.0

                                                  Situated in the mountains, this bed & breakfast is within a 5-minute walk of Animagic Museum of Animation and Lee Library. Greenock Country Club and Lee Prime Outlets are also within 2 mi (3 km).

                                                  LOCALE VIEW

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                                                  Hotels in Lee

                                                  With 35 Orbitz hotels and high ratings in Hotel Staff and Location, it's easy to enjoy a comfortable stay in Lee. And with attractions like Norman Rockwell Museum, Oak n' Spruce Village, Berkshire Botanical Gardens, Naumkeag and Monument Mountain Reservation, it's easy to see why you'd want to.


                                                  Activities and entertainment in Lee

                                                  Transformational Healing offers soothing services that will leave you feeling renewed.


                                                  Where to eat in Lee

                                                  Start your day right with some breakfast at restaurants like Chez Nous Bistro, Sullivan Station Restaurant and Bombay, or stop by for a treat while you're buzzing around town.


                                                  Nightlife in Lee

                                                  After dinner — or a long afternoon of shopping and sightseeing — head to local watering holes like Locker Room Sports Bar, Moe's Tavern and Lion's Den for a drink and a taste of Lee's nightlife.


                                                  Nightlife in Lee

                                                  After dinner — or a long afternoon of shopping and sightseeing — head to local watering holes like Locker Room Sports Bar, Moe's Tavern and Lion's Den for a drink and a taste of Lee's nightlife.


                                                  Where to eat in Lee

                                                  Start your day right with some breakfast at restaurants like Chez Nous Bistro, Sullivan Station Restaurant and Bombay, or stop by for a treat while you're buzzing around town.


                                                  Arts and culture in Lee

                                                  Broaden your horizens during your Lee trip with a stop in Norman Rockwell Museum and Naumkeag. You can also learn something new or pick up a new work of fiction at Lee Library Association and Main Street Books.

                                                  Interested in higher education? Boston University Tanglewood Institute attracts tourist, alums and hopeful students alike to its campus.


                                                  Arts and culture in Lee

                                                  Broaden your horizens during your Lee trip with a stop in Norman Rockwell Museum and Naumkeag. You can also learn something new or pick up a new work of fiction at Lee Library Association and Main Street Books.

                                                  Interested in higher education? Boston University Tanglewood Institute attracts tourist, alums and hopeful students alike to its campus.


                                                  Best times to visit Lee

                                                  A great deal is just as easy to find in Lee as a great hotel. You can save 43% on your Orbitz hotel just by traveling in March. It's not the only time of the year that's easy on the wallet: April offers average savings of 42%, January offers average savings of 41%, and Orbitz features great hotel deals 365 days a year.


                                                  Activities and entertainment in Lee

                                                  Transformational Healing offers soothing services that will leave you feeling renewed.