A street view of an outdoor dining area with several people sitting at tables, a tree with string lights, and a sign for Dovetail restaurant on a pole.

May Day

2026 May Day is still in the works. Stay tuned for more details and a date!

May Day is Charlestown’s spring kickoff - a day to shake off the winter months, come back outside, and celebrate our local small businesses together. The event draws hundreds of residents to the neighborhood for outdoor fitness classes, live community energy, and a chance to reconnect after the long New England winter.

Throughout the day, you can join in on epic workouts, visit local restaurants offering specials and seasonal drinks, and hop into neighborhood shops who are usually running exclusive deals to encourage residents to shop small and support the businesses that keep Charlestown thriving!