Chestertown, Maryland

Chestertown, Maryland

Visiting Chestertown MD

Located on the banks of the Chester River, the historic town of Chestertown is the county seat of Kent County, Maryland.  Chestertown, once a thriving port of entry for colonial settlers into Maryland, has court records dating back to the 1640’s.

Chestertown Waterfront

The town has many restored 18th century homes, lovely churches, the county courthouse, and several interesting shops and restaurants.  Grand houses built by wealthy merchants line the Chester River. Chestertown is also the home of  Washington College, one of the oldest colleges in the country.

Today’s Chestertown is busy community with an active arts scene and several annual events that entertain locals and visitors alike.

Visit our Chestertown Attractions page for more information on things to do in this historic waterfront town.

Featured Hotels

Holiday Inn Express & Suites Chestertown  Located near Washington College and downtown Chestertown. 

Quality Suites Chestertown Free hot breakfast, WiFi, coffee & tea, and weekday newspaper.  

Chestertown Bed & Breakfasts

More Information About Chestertown, Maryland