Join us on September 6, 2025, at Northside Park for a delectable waterfront experience featuring top Maryland restaurants, live music, and more! Enjoy, steamed crabs, Maryland seafood, beer, wine, cocktails, live music, and cooking demos.

This August, experience an event unlike any other at the Summer Send Off. The spectacular display will feature glowing hot air balloons, a high-energy drone show, and giant kites dancing above the sand. The chosen dates are weather dependent.

The 29th Annual Chestertown Jazz Festival, "Jazz by the River," is scheduled for Saturday, September 6, 2025, at Wilmer Park in Chestertown, Maryland. The festival is held from 12 pm to 6 pm.