Massachusetts Fairs & Festivals: The Complete 2026 Guide
Massachusetts hosts 254 fairs and festivals in 2026 across 12 counties — agricultural fairs, craft shows, food festivals, and seasonal celebrations. Season peaks in August, July, September. This guide covers the best-rated events, when to go, and how to find fairs near you.
Best-rated fairs & festivals in Massachusetts
5(15)Milton Arts and Crafts Market
Milton Arts and Crafts Market will be held on September 27, 2026.
5(15)Worcester Wedding and Bridal Expo
Worcester Wedding and Bridal Expo will be held on March 7, 2027.
5(14)Tewksbury Fall Night Out
Tewksbury Fall Night Out will be held on October 13th, 2026.
5(9)Marlborough Health and Wellness Expo
Marlborough Health and Wellness Expo will be held on August 1, 2026.
5(8)Brewster 4th of July Weekend Festival of the Arts
Brewster 4th of July Weekend Festival of the Arts will be held on July 3-5, 2026.
5(8)Rehoboth Fall Crafters Marketplace
Rehoboth Fall Crafters Marketplace will be held on October 17th, 2026.
When to go
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Frequently asked questions
How many fairs and festivals are there in Massachusetts in 2026?
Our directory lists 254 fairs and festivals across Massachusetts, spanning 12 counties for the 2026 season — from agricultural fairs and craft shows to food festivals and seasonal celebrations.
When is fair season in Massachusetts?
Massachusetts's fair and festival season runs throughout the year, but it peaks in August, July, September. August alone has 53 events.
What is the most popular fair in Massachusetts?
By Google reviews, The FiberFest in West Springfield is among the most popular, holding a 4.5★ rating from 9,518 reviews.
What types of fairs and festivals are in Massachusetts?
The most common are craft (250), food festival (195), artisan (111), cultural (54). You can browse any type, or filter by town, county, and month.