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Compare Cheap Hotels in Pittsfield

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Get more for your budget and save up to 50% off select Secret Bargain hotels

Get more for your budget and save up to 50% off select Secret Bargain hotels

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Sep 25 - Sep 27
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Cheap Pittsfield Hotels

Price for 1 night 2 adults*

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.

    $149

    Per night/room

    Sep 28 - Sep 29

    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.

      $289

      Per night/room

      Oct 25 - Oct 26

      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.

        $329

        Per night/room

        Oct 5 - Oct 6

        The Williams Inn

        The Williams Inn

        101 Spring Street, Williamstown, MA
          4.0 out of 5.0
           
           

          Located in Williamstown, The Williams Inn is within a 15-minute drive of Williams College and Mass MoCA.

          $249

          Per night/room

          Sep 27 - Sep 28

          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.

            $300

            Per night/room

            Sep 27 - Sep 28

            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.

              Lakehouse InnGet Rates

              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

                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

                  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.

                    Garden Gables InnGet Rates

                    Stockbridge Country Inn

                    Stockbridge Country Inn

                    26 Glendale Road, RR 183, Stockbridge, MA
                      4.5 out of 5.0
                       
                       

                      With a stay at Stockbridge Country Inn in Stockbridge, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Chesterwood.

                      Stockbridge Country InnGet Rates

                      Rose and Goat Retreat

                      Rose and Goat Retreat

                      9 Moores Rd, North Adams, MA
                        4.0 out of 5.0
                         
                         

                        With a stay at Rose and Goat Retreat in North Adams, you'll be near ski lifts, within a 15-minute drive of Mass MoCA and Savoy Mountain State Forest.

                        Rose and Goat RetreatGet Rates

                        Hampton Terrace Inn

                        Hampton Terrace Inn

                        91 Walker Street, Lenox, MA
                          4.0 out of 5.0
                           
                           

                          With a stay at Hampton Terrace Inn in Lenox, you'll be within a 5-minute drive of Tanglewood Music Center and Ventfort Hall Mansion and Gilded Age Museum.

                          Hampton Terrace InnGet Rates

                          Map

                          Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.

                          Most Recent Pittsfield Hotel Reviews

                          CheapTickets Verified Review
                          5 out of 5
                          Wonderful stay! The breakfast was a great start to the day. The owners work very hard to make your stay safe during the pandemic. I would definitely stay again!

                          A verified traveler stayed at The Cornell Inn, Lenox

                          Posted 3 days ago
                          Open The Cornell Inn, Lenox hotel guest reviews
                          CheapTickets Verified Review
                          4 out of 5
                          Privacy , very clean ...I’d like the check out to be extended until 11:00am

                          A verified traveler from Manchester, CT stayed at Vacation Village in the Berkshires

                          Posted 2 weeks ago
                          Open Vacation Village in the Berkshires hotel guest reviews
                          CheapTickets Verified Review
                          4 out of 5
                          Very Cleam and comfortable room but no microwave and considering the covid times and the need to eat indoors , this is a big MINUS

                          A verified traveler stayed at Hampton Inn & Suites Berkshires Lenox

                          Posted 1 month ago
                          Open Hampton Inn & Suites Berkshires Lenox hotel guest reviews
                          CheapTickets Verified Review
                          1 out of 5
                          TVs didn’t work. We called the front desk to send someone up and never showed up.

                          A verified traveler from New York stayed at Berkshire Mountain Lodge

                          Posted 1 month ago
                          Open Berkshire Mountain Lodge hotel guest reviews
                          CheapTickets Verified Review
                          3 out of 5
                          Cheaptickets said breakfast included ,there was none . Bathroom faucets full of scum and tile grout black and disgusting. Bathroom Door needs a coat of paint . Microwave and fridge very obsolete , bed not as comfortable as HJ in Rhode Island .

                          A verified traveler from Connecticut stayed at Howard Johnson by Wyndham Lenox

                          Posted 3 months ago
                          Open Howard Johnson by Wyndham Lenox hotel guest reviews
                          See a list of all hotels in Pittsfield

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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.