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Shop NowPittsfield High School Generals Shop Featuring Pittsfield High School Generals T-Shirts, Sweatshirts, Hats & Jerseys. PrepSportswear.com is your source for Pittsfield High School Generals Apparel, Merchandise, Gear, Sportswear and Clothing for every sport and activity, including Pittsfield High School Generals Football, Pittsfield High School Generals Basketball, Pittsfield High School Generals Baseball, Pittsfield High School Generals Softball, Pittsfield High School Generals Soccer, and Pittsfield High School Generals Lacrosse! Choose from an endless variety of Pittsfield High School Generals Merchandise including T-Shirts, Sweatshirts, Hoodies, Hats and Jerseys. Customize your design and personalize the back of your Pittsfield High School Generals Gear to show your Generals spirit and support your favorite sport! Shop www.PrepSportswear.com for Generals Merchandise. Pittsfield High School: 300 East St, Pittsfield, Massachusetts