October 2026 Fairs & Festivals in Massachusetts
13 events happening across the Commonwealth in October 2026.
The Big E (Eastern States Exposition)
New England’s great state fair, 17 days, six state buildings, and the legendary cream puff.
Topsfield Fair
America’s oldest agricultural fair, 10 days of livestock, rides, and giant pumpkins.
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.
RecurringFreeSalem Haunted Happenings
The Witch City’s month-long Halloween festival of tours, a parade, and haunted houses.
FreeSandwichfest
Historic Sandwich Village street festival with 80+ vendors, food trucks, and a dog parade.
FreeAshfield Fall Festival
A peak-foliage hilltown festival with juried artisans, farm vendors, and a pie contest.
RecurringBerkshire Botanical Garden Harvest Festival
Fall harvest celebration with 50 artisan vendors, family activities, hay maze, and regional food trucks
FreeWellfleet OysterFest
Outer Cape Cod’s tribute to its famous oysters. Shucking contests and street food.