September 2026 Fairs & Festivals in Massachusetts
30 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.
Plymouth Farmers Market
Weekly farmers market at Plymouth Public Library featuring fresh local produce, meats, cheeses, and prepared foods.
Fitchburg Farmers Market
Multiple weekly farmers market locations featuring local farms and artisan vendors.
Brockton Farmers Market
Weekly farmers market at City Hall Plaza featuring fresh local produce and SNAP/HIP benefits accepted.
Leominster Farmers Market
Weekly farmers market at Monument Square featuring local farmers and artisans.
Sturbridge Farmers Market
Year-round farmers market on the Town Common featuring local farms, food makers, and artisans.
King Richard’s Faire
New England’s largest Renaissance faire — jousting, aerial acts, and turkey legs.
Rockport 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.
Sterling Fair
A Labor Day country fair with a horse show, chainsaw carving, and fireworks.
Bourne Scallop Festival
A canal-side seafood tradition since 1969 — fried scallop dinners and a crafts show.
Gloucester Schooner Festival
42nd Annual Labor Day maritime heritage celebration with historic schooner parades, races, deck tours, and fireworks.
Hardwick Fair
One of America’s oldest fairs (1762) — ox draws, a baby show, and a chicken barbecue.
Bread & 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.
Rehoboth Fair
A Bristol County country fair with tractor pulls, livestock, and live music.
Eastham Windmill Weekend
48th annual celebration with arts and crafts, live entertainment, vehicle show, and sand art competition.
Boston Arts Festival
A free harborside celebration of Boston’s visual and performing artists.
Harwich Cranberry Arts & Music Festival
A Cape Cod cranberry celebration with juried crafts, bog tours, and live bands.
Benson's Pond Cranberry Harvest Festival
Cranberry harvest celebration with farm demonstrations, sensory activities, face painting, wagon rides, and food trucks.
Sandwich Fair
A small-town Upper Cape fair with crafts, food, and family games.
Johnny Appleseed Arts & Cultural Festival
33rd annual downtown arts and cultural festival celebrating Johnny Appleseed heritage with crafts, music, and local…
Old Deerfield Fall Arts & Crafts Festival
Outdoor juried craft fair held in historic Old Deerfield village
Cape Cod Scallop Festival
47th Annual largest scallop festival on east coast with arts, crafts, entertainment, and specialty foods.
Belchertown Fair
A historic town-common fair with a parade, midway, and craft exhibits.
North Quabbin Garlic & Arts Festival
Garlic in every form plus juried crafts and two stages of live music.
Oysterfest In The Port
Waterfront oyster festival featuring 20+ oyster farms with fresh-shucked oysters, craft beer, wine, and live music.
Peabody International Festival
Signature 40-year festival featuring 65+ international food vendors, live performances, and cultural celebrations.