Family Friendly Traditional American Fare with a Twist! Best brunch on the Eastern Shore! Accepting Reservations for 6 or more

Enjoy a casual dinner over looking Fairlee Creek. You can sit inside or outside on the covered deck. Traditional Eastern Shore cuisine, sandwiches, and light appetizers.

Situated in a restored fish shack, the Dockside Café offers only the freshest seasonal ingredients to create some very eclectic fare. Herbs, tomatoes and veggies are grown on the premises.

Chestertown's only waterfront restaurant overlooking the Chester River at the foot of Cannon Street.

Waterfront bar and grill serving seafood, steaks, and mexican. Casual atmosphere. Live music Saturday nights. Fun and upbeat - Great food!

Passages Bar & Grill – Open Friday evening thru Sunday lunch, seasonally mid-May thru mid-October.

Waterfront dining inside or out on the deck overlooking the harbor. Crabs - Seafood - Steak - Pasta. Waterfront dock bar with 30 boat slips and seasonal entertainment & gift shop.