Chestertown, Maryland blends Colonial charm, artistic flair, and riverfront beauty. Whether you’re visiting or planning to move, explore the top things to do—from historic strolls to cultural festivals and outdoor fun.
Recreation

Explore the Best Charter Boats in Rock Hall, MD
Experience the best of Chesapeake Bay with Rock Hall’s premier charter boat services. Whether you’re interested in sport fishing, leisurely sailing, or unique cruises, there’s an adventure waiting for you. Plan your perfect waterfront excursion in Rock Hall today.

Discover the Joy of Sailing with Rock Hall Yacht Club Sailing School
Nestled along the serene waters of Langford Bay, the Rock Hall Yacht Club Sailing School (RHYCSS) offers an exceptional opportunity for both novices and seasoned sailors to immerse themselves in the art of sailing. Affiliated with the Rock Hall Yacht Club, this...