May 2026 Fairs & Festivals in Massachusetts

9 events happening across the Commonwealth in May 2026.

Community craft fair with 40 vendors, food trucks, petting zoo, and family activities at Sholan Farms.

The country’s largest outdoor antiques show — thousands of dealers along Route 20.

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

A downtown celebration of pollinators with honey tastings and a bee parade.

Free family celebration with kites, bikes, games, and live music at Franklin Park.

A fiber-arts weekend — sheepdog demos, shearing, and spinning & weaving workshops.

A premier juried art & fine-craft show with hundreds of artists and live music.

Inaugural Memorial Day weekend seafood festival with tastings, paella, oyster garden, and waterfront entertainment.

28th annual five-day celebration with wine tastings, dinners, seminars, and culinary events.