Festival Season in Boston

Home to a thriving Italian community, Boston’s North End Feasts celebrate a variety of saints and martyrs with street food and parades.

It’s festival season in Boston! From the vibrant Dragon Boat Festival and Pride celebrations this Spring to Harborfest and the beloved North End Feasts in the summer, and all the way to fall favorites like Oktoberfest and the iconic Head of the Charles Regatta, Boston’s calendar of events has something for everyone. Start planning the perfect trip by browsing these can’t-miss events below.

CHECK OUT THE FULL CALENDAR OF EVENTS

Boston Pride For the People Parade & Festival

Pride is back! Boston Pride For The People is excited to announce the return of a Pride Month celebration in Boston on Saturday, June 14th, 2025. The celebration will include a ribbon cutting ceremony, parade, festival, and block party!

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Boston Harborfest 2025

With hundreds of activities over Independence Day week at Boston’s most iconic historic landmarks, this family-friendly event is one of the country’s largest Fourth of July festivals.

Activities include the annual opening ceremony in Downtown Crossing, historical reenactments, arts market, Chowderfest, live musical entertainment, fireworks, and much more! Takes place from 2nd – 4th July 2025.

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Boston Calling Music Festival

Discover why Boston truly is a music city at Boston Calling 2025!

Taking place from 23rd to 25th May 2025, the annual music festival showcases more than 50 performances across multiple stages, 30+ local food vendors, a 100-foot Ferris wheel, art installations, life-size games, and other exciting activities.

This year’s acts include: Luke Combs, Megan Moroney, Fall Out Boy, Avril Lavigne, Dave Matthews Band and Vampire Weekend.