September 2026 Fairs & Festivals in Massachusetts
27 events happening across the Commonwealth in September 2026.
The Big E (Eastern States Exposition)
New England’s great state fair, 17 days, six state buildings, and the legendary cream puff.
RecurringFreePlymouth Farmers Market
Weekly farmers market at Plymouth Public Library featuring fresh local produce, meats, cheeses, and prepared foods.
RecurringFitchburg Farmers Market
Multiple weekly farmers market locations featuring local farms and artisan vendors.
RecurringFreeBrockton Farmers Market
Weekly farmers market at City Hall Plaza featuring fresh local produce and SNAP/HIP benefits accepted.
RecurringLeominster Farmers Market
Weekly farmers market at Monument Square featuring local farmers and artisans.
RecurringSturbridge Farmers Market
Year-round farmers market on the Town Common featuring local farms, food makers, and artisans.
RecurringKing Richard’s Faire
New England’s largest Renaissance faire. Jousting, aerial acts, and turkey legs.
RecurringRockport Celtic Festival
September celebration of traditional Celtic music featuring performances at Shalin Liu Performance Center.
Spencer Fair
A classic Labor Day country fair with ox draws, demo derby, and a full midway.
Blandford Fair
A Hilltown Labor Day fair with ox draws and a woodsmen’s field day.
Three County Fair
America’s oldest continuously operating fair (1818) with rodeo and livestock shows.
RecurringGloucester Schooner Festival
42nd Annual Labor Day maritime heritage celebration with historic schooner parades, races, deck tours, and fireworks.
FreeBread & Roses Heritage Festival
A free Labor Day festival of labor history, world music, and immigrant culture.
Franklin County Fair
A 175-year-old Pioneer Valley fair with the famous Roundhouse exhibit hall.
FreeSterling Fair
New England's largest free fair, with a horse show, chainsaw carving, and fireworks.
Eastham Windmill Weekend
48th annual celebration with arts and crafts, live entertainment, vehicle show, and sand art competition.
FreeBoston Arts Festival
A free harborside celebration of Boston’s visual and performing artists.
FreeBenson's Pond Cranberry Harvest Festival
Cranberry harvest celebration with farm demonstrations, sensory activities, face painting, wagon rides, and food trucks.
FreeHarwich Cranberry Arts & Music Festival
A Cape Cod cranberry celebration with juried crafts, bog tours, and live bands.
RecurringFreeJohnny Appleseed Arts & Cultural Festival
33rd annual downtown arts and cultural festival celebrating Johnny Appleseed heritage with crafts, music, and local…
RecurringOld Deerfield Fall Arts & Crafts Festival
Outdoor juried craft fair held in historic Old Deerfield village
FreeBelchertown Fair
A historic town-common fair with a parade, midway, and craft exhibits.
Rehoboth Agricultural Fair
A one-day Bristol County agricultural fair with 4-H, antique tractors, and pony rides.
North Quabbin Garlic & Arts Festival
Garlic in every form plus juried crafts and two stages of live music.
RecurringOysterfest In The Port
Waterfront oyster festival featuring 20+ oyster farms with fresh-shucked oysters, craft beer, wine, and live music.
RecurringPeabody International Festival
Signature 40-year festival featuring 65+ international food vendors, live performances, and cultural celebrations.