One of the pleasures and challenges of dining out in Chestertown is choosing a restaurant. Beyond the choice of cuisine and menu is the atmosphere. You can sit on a deck and watch the activity on the Chester River or admire the restored beams in a century old building enjoying a new life. If you are looking for more energy, try one of our pub-style restaurants, some with live music, for a more social environment.

When lunch rolls around, you have plenty of choices ranging from great sandwiches on fresh homemade breads and soups to light fare and national chains. Bring your appetite!