Beginning of main content

location The Berkshires is highly rated for Hiking and Skiing by 528 people

Search 590,000 properties worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Check prices on hotels in The Berkshires

Tonight Tonight Apr 23 - Apr 24
This weekend This weekend Apr 27 - Apr 29
Next weekend Next weekend May 4 - May 6

Top 10 Hotels in The Berkshires

See all 145 Hotels in The Berkshires
Yankee Inn

Yankee Inn

461 Pittsfield Rd, Lenox
    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. ...

    Yankee Inn$80

    Yankee Inn$80
    Hotel On North

    Hotel On North

    297 North Street, Pittsfield
      3.5 out of 5.0
       
       

      Situated in Pittsfield, this hotel is within a 10-minute walk of Berkshire Museum, Berkshire Athenaeum, and Colonial Theater. Canoe Meadows Wildlife Sanctuary ...

      Hotel On North$135

      Hotel On North$135
      Best Western Plus Berkshire Hills Inn & Suites

      Best Western Plus Berkshire Hills Inn & Suites

      1350 W Housatonic St, Pittsfield
        2.5 out of 5.0
         
         

        Located in the heart of Pittsfield, this hotel is 1.7 mi (2.8 km) from Hancock Shaker Village and 2.9 mi (4.7 km) from Bousquet Ski Area. Colonial Theater and ...

        Best Western Plus Berkshire Hills Inn & Suites$86

        Best Western Plus Berkshire Hills Inn & Suites$86
        The Red Lion Inn

        The Red Lion Inn

        30 Main Street, Stockbridge
          3.5 out of 5.0
           
           

          This family-friendly Stockbridge hotel is located in the historical district, within a 15-minute walk of Mission House, Berkshire Theatre Festival, and Naumkeag. ...

          The Red Lion Inn$139

          The Red Lion Inn$139
          Howard Johnson Express Inn - Lenox

          Howard Johnson Express Inn - Lenox

          462 Pittsfield Rd, Lenox
            2.0 out of 5.0
             
             

            Situated in Lenox, this motel is within 2 mi (3 km) of Arrowhead Museum, Kennedy Park, and Bousquet Ski Area. Pleasant Valley Wilderness Sanctuary and Canoe ...

            Howard Johnson Express Inn - Lenox$55

            Howard Johnson Express Inn - Lenox$55
            Wainwright Inn

            Wainwright Inn

            518 South Main Street, Great Barrington
              3.0 out of 5.0
               
               

              Situated in the city center, this bed & breakfast is close to Mahaiwe Performing Arts Center, Lake Mansfield Park, and W.E.B. Du Bois Boyhood Homesite. Local ...

              Wainwright Inn$129

              Wainwright Inn$129
              Yankee Suites Extended Stay

              Yankee Suites Extended Stay

              20 W Housatonic St., Pittsfield
                4.0 out of 5.0
                 
                 

                Situated in Pittsfield, this guesthouse is within a 5-minute walk of Colonial Theater and Berkshire Museum. Berkshire Athenaeum and Canoe Meadows Wildlife Sanctuary ...

                Yankee Suites Extended Stay$85

                Yankee Suites Extended Stay$85
                Chambery Inn

                Chambery Inn

                199 Main St, Lee
                  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 ...

                  Chambery Inn$94

                  Chambery Inn$94
                  Cranwell Spa and Golf Resort

                  Cranwell Spa and Golf Resort

                  55 Lee Road, Lenox
                    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 ...

                    Cranwell Spa and Golf Resort$129

                    Cranwell Spa and Golf Resort$129
                    Lenox Inn

                    Lenox Inn

                    525 Pittsfield Rd, Lenox
                      2.0 out of 5.0
                       
                       

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

                      Lenox Inn$42

                      Lenox Inn$42
                      Map

                      Recent Reviews in The Berkshires