October 2026 Fairs & Festivals in Massachusetts
13 events happening across the Commonwealth in October 2026.
Topsfield Fair
America’s oldest agricultural fair — 10 days of livestock, rides, and giant pumpkins.
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.
Salem Haunted Happenings
The Witch City’s month-long Halloween festival of tours, a parade, and haunted houses.
Taunton Harvest Festival
An autumn marketplace on Taunton Green with crafts, food trucks, and a pumpkin patch.
Cranberry Harvest Celebration
Witness a working cranberry harvest with bog tours, helicopter rides, and demos.
Ashfield Fall Festival
A peak-foliage hilltown festival with juried artisans, farm vendors, and a pie contest.
Berkshire Botanical Garden Harvest Festival
Fall harvest celebration with 50 artisan vendors, family activities, hay maze, and regional food trucks
Wellfleet OysterFest
Outer Cape Cod’s tribute to its famous oysters — shucking contests and street food.