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Aug 7 - Aug 9

Cheap Hillsdale Hotels

Garden Gables Inn

Garden Gables Inn

135 Main St, Lenox, MA
    4.0 out of 5.0
     
     

    With a stay at Garden Gables Inn in Lenox, you'll be in the historical district, within a 5-minute drive of Tanglewood Music Center and Lenox Library.

    $199

    The Wick, Hudson, A Tribute Portfolio Hotel

    The Wick, Hudson, A Tribute Portfolio Hotel

    41 Cross Street, Hudson, NY
      4.0 out of 5.0
       
       

      With a stay at The Wick, Hudson, A Tribute Portfolio Hotel in Hudson, you'll be a 1-minute walk from Max and Lillian Katzman Theater and 13 minutes by foot from ...

      $151

      Seven Hills Inn

      Seven Hills Inn

      40 Plunkett Street, Lenox, MA
        4.0 out of 5.0
         
         

        Located in Lenox, Seven Hills Inn is within a 10-minute drive of Tanglewood Music Center and Lee Prime Outlets.

        $129

        The Old Inn On The Green

        The Old Inn On The Green

        134 Hartsville-New Marlborough Rd, New Marlborough, Great Barrington, MA
          4.0 out of 5.0
           
           

          Located in Great Barrington, The Old Inn On The Green is a 5-minute drive from Dry Hill and 7 minutes from Questing.

          $285

          The White Hart

          The White Hart

          15 Under Mountain Rd, Salisbury, CT
            4.0 out of 5.0
             
             

            With a stay at The White Hart in Salisbury, you'll be a 5-minute walk from Scoville Memorial Library and within a 5-minute drive of Holley-Williams House ...

            $209

            Yankee Suites Extended Stay

            Yankee Suites Extended Stay

            20 W Housatonic St., Pittsfield, MA
              4.0 out of 5.0
               
               

              With a stay at Yankee Suites Extended Stay in Pittsfield, you'll be within a 15-minute drive of Tanglewood Music Center and Berkshire Museum.

              Yankee Suites Extended StayGet Rates

              Devonfield Inn B&B

              Devonfield Inn B&B

              85 Stockbridge Rd., Lee, MA
                4.0 out of 5.0
                 
                 

                With a stay at Devonfield Inn B&B in Lee, you'll be next to a golf course, within a 15-minute drive of Tanglewood Music Center and Greenock Country Club.

                $334

                The Inn at Stockbridge

                The Inn at Stockbridge

                30 East Street, Stockbridge, MA
                  4.0 out of 5.0
                   
                   

                  With a stay at The Inn at Stockbridge in Stockbridge, you'll be within a 10-minute drive of Tanglewood Music Center and Berkshire Theatre Festival.

                  $250

                  Lakehouse Inn

                  Lakehouse Inn

                  615 Laurel St., Lee, MA
                    4.0 out of 5.0
                     
                     

                    With a stay at Lakehouse Inn in Lee, you'll be on the beach, within a 10-minute drive of Tanglewood Music Center and Animagic Museum of Animation.

                    $352

                    1862 Seasons on Main Bed and Breakfast

                    1862 Seasons on Main Bed and Breakfast

                    47 Main Street, Stockbridge, MA
                      4.5 out of 5.0
                       
                       

                      With a stay at 1862 Seasons on Main Bed and Breakfast in Stockbridge, you'll be within a 15-minute drive of Tanglewood Music Center and Ski Butternut.

                      1862 Seasons on Main Bed and BreakfastGet Rates

                      33 Main

                      33 Main

                      33 Main Street, Lenox, MA
                        4.0 out of 5.0
                         
                         

                        With a stay at 33 Main, you'll be centrally located in Lenox, within a 5-minute drive of Tanglewood Music Center and Lenox Library.

                        $369

                        The Barrington

                        The Barrington

                        281 Main St., Level 3, Great Barrington, MA
                          4.0 out of 5.0
                           
                           

                          Located in Great Barrington, The Barrington is within a 15-minute drive of Ski Butternut and Mission House.

                          The BarringtonGet Rates

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                          *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.