Discover the best fall festivals and events in Boston for October 2026. From the Head of the Charles Regatta to spooky Halloween happenings and charming day trips, find out how to experience Boston at its autumn finest.
Get the inside scoop on everything happening in Boston during October 2026! From thrilling Halloween events and vibrant fall foliage to must-see concerts and delicious seasonal food, discover why October is the perfect time to explore this historic city.
October in Boston is a vibrant mix of stuing fall foliage, exciting Halloween festivities, and the start of indoor sports seasons. Discover the best events, activities, and why this crisp autumn month makes for an unforgettable visit to Beantown.