Best Family-Friendly Harvest & Fall Festivals Around Boston 2025

This fall 2025, explore one of Boston's most beloved fall festivals, like the Topsfield Fair. Photo courtesy of the Topsfield Fair
This fall 2025, explore one of Boston's most beloved fall festivals, like the Topsfield Fair. Photo courtesy of the Topsfield Fair
8/31/25 - By Lucie T

Crisp morning air, ripe apples, and school bells...all signs it's time for fall festivals near Boston! With so many harvest festivals and pumpkin festivals in New England, it can be hard to choose one for a family activity. We took the guesswork out of it by compiling a list of the best family fall festivals near Boston. These fall events for families have good food, lots of fun activities, music, performances, and much more. And these Boston fall activities are perfect for both parents and kids. Read on for our guide to fall festivals near Boston, from the city to the Berkshires. We'll help you find festival fun as big as the Topsfield Fair and the Big E.

For more great autumn activities, see our Fall Fun Guide. And don't forget to explore our events calendar for the latest fall fun in Boston and around New England!

Tips for Visiting Fall Festivals With Kids

  • Go early to avoid crowds
  • Bring cash for food vendors and rides
  • Check for online tickets or reservation requirements
  • Dress in layers and bring sunscreen and water
  • Be ready for photo ops (pumpkin patches, hay bales, etc.)

Frequently Asked Questions (FAQ):

Q: When do Boston's Fall festivals take place?

A: Most of Boston's harvest fairs take place from September through October.

 

Q: Are there stroller-friendly Fall festivals in Boston?

A: It depends on the venue. While farms and orchards might be a little bumpy, a lot of fairs, especially close to Boston, are stroller-friendly

 

Q: Do we need to buy tickets online?

A: Many fairs and festivals have free admission, but some do require advance tickets. Always check the event website to be sure.

 

Q: What age are these Fall festivals in Boston best for?

A: Most events offer activities for all ages, from crafts and hayrides to live music. And most Boston festivals have kid-friendly food options.

 

OUR LATEST VIDEOS

Places featured in this article: