Upcoming Festivals in Boston
When you visit Boston Yacht Haven this autumn, fill your itinerary with various festivals happening across the city!
Head of the Charles Regatta
Dates: October 16th through October 18th, 2026
Location: Charles River
The Head of the Charles Regatta is a beloved tradition in Boston, bringing the greatest rowing teams from across the nation to the Charles River. Find a spot along the Campbridge waterfront and enjoy plenty of vendors and activations while you take in the action!
Boston Book Festival
Date: October 17, 2026
Location: Copley Plaza
The Boston Book Festival is a free festival in Copley Plaza that connects authors and readers and inspires a love of storytelling. Dozens of speakers representing all genres will offer something for everyone!
Harvard Square Oktoberfest
Date: October 11, 2026
Location: Harvard Square
It is not too late to enjoy an Oktoberfest Celebration in Greater Boston! Head to Harvard Square on Oktoberfest for a day of beer steins, pretzels, music, and more. Plus, the celebration coincides with the HONK! festival, celebrating brass musicians.
Trillium Fall Festival
Date: October 10 and 11, 2026
Locations: Trillium Fort Point & Trillium Fenway
Two locations, two days, lots of fall fun! Try new fall menu items, seasonal brews, and activities outside at either location.