09/18/2026
🍂 Planning a trip to Boston this October?
Fall foliage, the Head of the Charles Regatta, Halloween events, historic sites, concerts, sports, family-friendly activities, and plenty more make October a great time to visit.
We've updated our guide with 10 of the best things to do in Boston in October, plus free activities, nighttime ideas, family-friendly attractions, Halloween events, and more.
👉 Start planning your October visit to Boston:
https://freetoursbyfoot.com/boston-in-october/