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Check Prices on Hotels in Pittsfield

Tonight 19 Jul. - 20 Jul.
This weekend 19 Jul. - 21 Jul.
Next weekend 26 Jul. - 28 Jul.

Top 10 Hotels in Pittsfield

See all 347 properties in Pittsfield

Estimated price for 1 night/2 adults

Yankee Suites Extended Stay

Yankee Suites Extended Stay

20 W Housatonic St., Pittsfield, MA
Yankee Suites Extended Stay
    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 StayC$157

    21 Jul - 22 Jul

    Heart of the Berkshires Motel

    Heart of the Berkshires Motel

    970 W Housatonic St, Pittsfield, MA
    Heart of the Berkshires Motel
    • Free Cancellation
    • Reserve now, pay when you stay
    2.0 out of 5.0
     
     

    Situated in Pittsfield, this motel is within 3 mi (5 km) of Colonial Theater, Berkshire Museum, and Hancock Shaker Village. Berkshire Athenaeum is 2.9 mi (4.7 ...

    Heart of the Berkshires MotelC$91

    1 Aug - 2 Aug

    Your "home" Away From Home in the Berkshires! 10 min to Lenox!

    Your "home" Away From Home in the Berkshires! 10 min to Lenox!

    Pittsfield, Massachusetts
    Your "home" Away From Home in the Berkshires! 10 min to Lenox!
       
       

      Situated in Pittsfield, this vacation home is within 2 mi (3 km) of Canoe Meadows Wildlife Sanctuary, Arrowhead Museum, and Berkshire Athenaeum. Colonial Theater ...

      Your "home" Away From Home in the Berkshires! 10 min to Lenox!Get Rates

      The Best Neighborhood in Pittsfield

      The Best Neighborhood in Pittsfield

      Pittsfield, Massachusetts
      The Best Neighborhood in Pittsfield
         
         

        Situated in Pittsfield, this apartment building is within 1 mi (2 km) of Canoe Meadows Wildlife Sanctuary, Berkshire Athenaeum, and Berkshire Museum. Colonial ...

        The Best Neighborhood in PittsfieldGet Rates

        Designers Cottage- CK July 28-aug 2 Special

        Designers Cottage- CK July 28-aug 2 Special

        Pittsfield, Massachusetts
        Designers Cottage- CK July 28-aug 2 Special
           
           

          Located in the heart of Pittsfield, this historic apartment building is 0.6 mi (0.9 km) from Arrowhead Museum and within 3 mi (5 km) of Canoe Meadows Wildlife ...

          Designers Cottage- CK July 28-aug 2 SpecialGet Rates

          Berkshire Lake House Vacation Rental

          Berkshire Lake House Vacation Rental

          Pittsfield, Massachusetts
          Berkshire Lake House Vacation Rental
             
             

            Situated on a lake, this vacation home is 2.7 mi (4.3 km) from Pittsfield State Forest and within 6 mi (10 km) of Berkshire Athenaeum and Colonial Theater. Berkshire ...

            Berkshire Lake House Vacation RentalGet Rates

            Honeysuckle Rose Cottage

            Honeysuckle Rose Cottage

            Pittsfield, Massachusetts
            Honeysuckle Rose Cottage
               
               

              Situated in a rural location, this romantic vacation home is within 2 mi (3 km) of Colonial Theater, Berkshire Museum, and Berkshire Athenaeum. Canoe Meadows ...

              Honeysuckle Rose CottageGet Rates

              Best Western Plus Berkshire Hills Inn & Suites

              Best Western Plus Berkshire Hills Inn & Suites

              1350 W Housatonic St, Pittsfield, MA
              Best Western Plus Berkshire Hills Inn & Suites
              • Free Cancellation
              • Reserve now, pay when you stay
              2.5 out of 5.0
               
               

              Situated near the airport, this hotel is 1.7 mi (2.7 km) from Hancock Shaker Village and 3 mi (4.8 km) from Bousquet Ski Area. Colonial Theater and Pittsfield ...

              Best Western Plus Berkshire Hills Inn & SuitesC$194

              8 Aug - 9 Aug

              Heart of the Berkshires

              Heart of the Berkshires

              38 Holmes Road, Pittsfield, MA
              Heart of the Berkshires
              • Free Cancellation
              • Reserve now, pay when you stay
              3.0 out of 5.0
               
               

              Situated in Pittsfield, this vacation home is 1.3 mi (2 km) from Colonial Theater and within 6 mi (10 km) of Pittsfield State Forest and Hancock Shaker Village. ...

              Heart of the BerkshiresC$176

              15 Aug - 16 Aug

              Hotel On North

              Hotel On North

              297 North Street, Pittsfield, MA
              Hotel On North
              • Free Cancellation
              • Reserve now, pay when you stay
              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 NorthC$259

              8 Aug - 9 Aug

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