Find hotels near Chase Island, Chestertown from $85

Take the family on an outing to Crumpton Auction during your trip to Chestertown. Take in the festivals while you're in the area.

You can enjoy a tasting or tour at Tilmon's Island Winery during your travels to Sudlersville. Take in the festivals while you're in the area.

You can enjoy a tasting or tour at Crow Farm and Vineyard during your travels to Kennedyville. Take in the festivals while you're in the area.

Explore the waterfront in Chestertown with a trip to Rolphs Wharf Marina. Take in the festivals in this family-friendly area.

You can spend an afternoon exploring the galleries in Historical Society of Kent County Maryland during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.

You can get tickets for a performance at Garfield Center for the Arts at the Prince Theater on your trip to Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.