Bolton Fair

The Bolton Fair on August 14-16, 2026, is one of central Massachusetts's longest-running agricultural fairs, held at the Fairgrounds at Lancaster in Lancaster, MA. The fair features livestock and 4-H exhibits, a craft vendor hall, food vendors, a midway with rides and games, live entertainment, and traditional fair contests including ox pulls, horse pulls, and tractor pulls. Run by the Bolton Fair Association, the event has been a Worcester County summer tradition since 1874 and draws thousands of visitors across the three-day weekend.