Massachusetts Fairs 2025: Your Seasonal Guide
From storied agricultural traditions to seaside county fun, Massachusetts is packed with fairs from July through October. Here are the not-to-miss events in 2025—organized by month—with dates, quick highlights, and official sites for details and tickets.
July 2025
Westport Fair
Dates: July 16–20, 2025
Highlights: Tractor & ox pulls, demo derby, farm animals, midway rides, local food.
Website: https://westportfair.com/
Barnstable County Fair (Cape Cod Fairgrounds)
Dates: July 21–27, 2025
Highlights: Rides, big-arena shows, 4-H demos, demolition derby, fair food.
Website: https://capecodfairgrounds.com/barnstable-county-fair/
August 2025
Littleville Fair (Chester)
Dates: Aug 1–3, 2025
Highlights: Classic small-town fair; ox & truck pulls, livestock, exhibits, entertainment.
Website: https://littlevillefair.com/
Bolton Fair (at The Fairgrounds at Lancaster)
Dates: Aug 8–10, 2025
Highlights: Lumberjack show, monster trucks, demo derby, and agricultural exhibits.
Website: https://www.boltonfair.org/
Middlefield Fair
Dates: Aug 8–10, 2025
Highlights: Old-time country fair; ox & truck pulls, kids’ activities, live entertainment.
Website: https://middlefieldfair.org/
Marshfield Fair
Dates: Aug 15–24, 2025
Highlights: Competitive exhibits, music, rides & games; full entertainment schedule.
Website: https://marshfieldfair.org/
Martha’s Vineyard Agricultural Fair (West Tisbury)
Dates: Aug 21–24, 2025
Highlights: Skillet toss, shucking contests, horse pull, woodsmen competition, and rides.
Website: https://marthasvineyardagriculturalsociety.org/the-fair/
Cummington Fair
Dates: Aug 21–24, 2025
Highlights: Livestock & dairy shows, horse & ox draws, demo derby, fireworks.
Website: https://www.cummingtonfair.com/
Three County Fair (Northampton)
Dates: Aug 29 – Sep 1, 2025
Highlights: One of the nation’s longest-running ag fairs; livestock shows, demo derby, and midway.
Website: https://www.3countyfair.com/
Spencer Fair
Dates: Aug 29 – Sep 1, 2025
Highlights: Ox & horse pulls, agricultural shows, live entertainment.
Website: https://www.spencerfair.org/
September 2025
Franklin County Fair (Greenfield)
Dates: Sep 4–7, 2025
Highlights: Parade, demolition derby, midway, “A Blue Ribbon Affair.”
Website: https://fcas.com/
Sterling Fair
Dates: Sep 5–7, 2025
Highlights: Free admission & parking; family-oriented agricultural fair with rides & pulls.
Website: https://sterlingfair.org/
Dartmouth Grange Rural Community Fair
Dates: Sep 5–6, 2025
Highlights: Old-fashioned grange fair with exhibits, food, and family activities.
Website: https://www.dartmouthgrange.org/
Sheffield Fair
Dates: Sep 6, 2025
Highlights: Community fair with live entertainment, food vendors, and youth livestock showmanship.
Website: https://www.sheffieldfair.com/
Williamsburg Grange Fair & Auction
Dates: Sep 13, 2025
Highlights: Agriculture, crafts, kids’ activities, and evening auction.
Website: https://www.facebook.com/williamsburg.grange/
Belchertown Fair & Parade
Dates: Sep 19–21, 2025
Highlights: Beloved town fair with rides, parade, and deep agricultural roots.
Website: https://btownfair.com/
Upton Grange Harvest Fair
Dates: Sep 27, 2025
Highlights: Grange harvest fair with produce, flowers, crafts & baked goods.
Website: https://www.uptongrange.com/
The Big E (Eastern States Exposition, West Springfield)
Dates: Sep 12–28, 2025
Highlights: New England’s giant multi-state fair: state buildings, agriculture, midway, headline acts, and new food debuts.
Website: https://www.thebige.com/
October 2025
Topsfield Fair
Dates: Oct 3–13, 2025
Highlights: America’s Oldest Agricultural Fair; giant pumpkins, midway, and agricultural exhibits.
Website: https://www.topsfieldfair.org/
