Massachusetts Fairs & FestivalsMassachusettsFairs & Festivals

October 2026 Fairs & Festivals in Massachusetts

Listed here: 13 events, 10 upcoming and 3 ended for 2026.

Representative image, not a photo of Topsfield Fair
Shown first
AgriculturalFamilySeasonal

Topsfield Fair

Eleven days of livestock, rides, and giant pumpkins.

Oct 2–12Topsfield
Representative image, not a photo of Plymouth Farmers MarketRecurringFree
Food FestivalSeasonal

Plymouth Farmers Market

Weekly farmers market at Plymouth Public Library featuring fresh local produce, meats, cheeses, and prepared foods.

May 14 – Oct 29Plymouth
Representative image, not a photo of Fitchburg Farmers MarketRecurring
Food FestivalSeasonal

Fitchburg Farmers Market

Multiple weekly farmers market locations featuring local farms and artisan vendors.

Date not confirmedFitchburg
Representative image, not a photo of Brockton Farmers MarketRecurringFree
Food FestivalSeasonal

Brockton Farmers Market

Weekly farmers market at City Hall Plaza featuring fresh local produce and SNAP/HIP benefits accepted.

Jun 5 – Oct 30Brockton
Representative image, not a photo of Sturbridge Farmers MarketRecurring
Food FestivalSeasonal

Sturbridge Farmers Market

Year-round farmers market on the Town Common featuring local farms, food makers, and artisans.

Jun 7 – Oct 31Sturbridge
Representative image, not a photo of King Richard’s FaireRecurring
CulturalFamilySeasonal

King Richard’s Faire

A Renaissance faire in Carver. Jousting, aerial acts, and turkey legs.

Date not confirmedCarver
Representative image, not a photo of Salem Haunted HappeningsRecurringFree
SeasonalCulturalFamily

Salem Haunted Happenings

The Witch City’s month-long Halloween festival of tours, a parade, and haunted houses.

Oct 1–31Salem
Representative image, not a photo of Ashfield Fall FestivalFree
CraftArtisanSeasonal

Ashfield Fall Festival

A peak-foliage hilltown festival with juried artisans, farm vendors, and a pie contest.

Sat–Sun, Oct 10–11Ashfield
Representative image, not a photo of Berkshire Botanical Garden Harvest FestivalRecurring
SeasonalFamilyFood Festival

Berkshire Botanical Garden Harvest Festival

Fall harvest celebration with 50 artisan vendors, family activities, hay maze, and regional food trucks

Sat–Sun, Oct 10–11Stockbridge
Representative image, not a photo of Wellfleet OysterFestFree
Food FestivalCulturalFamily

Wellfleet OysterFest

Outer Cape Cod’s tribute to its oysters. Shucking contests and street food.

Sat–Sun, Oct 17–18Wellfleet

Ended in 2026 (3)

These events have ended. We do not have 2027 dates for them yet.