Brimfield Summer Flea Market 2018 Posted on July 10, 2018 by ogtadmin Brimfield Flea Market started Tuesday July 8th to 15th. Our main booth is located behind Diane Sturtevant’s house by the pool. Route 20, Brimfield, MA (map). We’ll also be set up at May’s on Thursday. Download their online brochure here or visit the show’s website for more information.