Topsfield Fair, 207 Boston St, 42.6293°, -70.9434°, +1 978-887-5000, essex@topsfieldfair.org. Ten days starting last weekend in September 10AM-10PM. The Topsfield Fair is America's oldest agricultural fair, first held in 1818. It's the biggest agricultural event in eastern Massachusetts. Today you'll find rides like the Ferris wheel and the zipper. Games for prizes, food stands, booths, animals, petting zoo, elephant and camel to ride, beekeeping, flowers fruits and vegetables, largest pumpkin contest, concerts. Parking $25, entry $15, children's rides $4 2022-10-18