Chestertown Vacation Deals

Packages in Chestertown

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Chestertown Vacation Packages

Guests in this area of Eastern Shore will be rubbing shoulders with approximately 5,000 residents.

Annapolis, the state capital, is about 25 miles to the southwest of Chestertown, and Worton is 5 miles to the north.

On a fine day, explore Wilmer Park, an inviting space where locals come to enjoy some time outdoors.

Stroll through the peaceful hallways and browse the artifacts and exhibits displayed at the Historical Society of Kent County Maryland.

One of the most iconic historic sites here is the Washington College. This atmospheric place offers visitors the chance to gain a greater understanding of the area's past.

There are some wonderful theater and dance institutes here. The most popular is the Garfield Center for the Arts at the Prince Theater. Before the performance, enjoy a pre-show meal at one of the nearby eateries.

Many tourists speak highly of their time at Rolphs Wharf Marina. The River Arts Chestertown is also worth thinking about.

Accommodation in Chestertown

Chestertown lodging options can be limited. Be sure to visit Expedia's booking website now to secure a spot.

Chestertown hotels include the Holiday Inn Express Hotel & Suites Chestertown and Quality Suites.