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.

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.

Spend a night – or a weekend – in charm and comfort. With views of the Chester River and the adjoining farm, the River Inn at Rolph’s Wharf offers you the opportunity to spend a relaxing night or two away from the everyday. Each of the rooms has its

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.