Things To Do
We are so excited for you to visit Chestertown! Check out some places to eat, shop and play!
Play It Again Sam
108 South Cross Street, Chestertown, MD 21620
Great for sandwhiches and breakfast bagels!
River Inn At Rolphs Wharf and Marina
1008 Rolphs Wharf Road, Chestertown, MD 21620
A fun and casual bar on the chester river!
The Retriever Bar & The Decoy Bottle Shop
337 1/2 High Street, Chestertown, MD 21620
Stop by for oysters, lite bites and drinks!
Watershed Alley
337 High Street, Chestertown, MD 21620
Chestertown Activities
Chestertown Farmers Market
118 North Cross Street, Chestertown, MD 21620
Chestertown farmers market is a great activity for Saturday!
Chester River Packet
Chestertown, MD 21620
Just want to get out for a short guided tour to see the Chester River? Join the Chester River packet for a Saturday afternoon River Tour and enjoy a 90-minute jaunt down the river. Enjoy beverages available at a Cash Bar Saturdays 1:00 - 2:30 pm (board at 12:45)
For all the days along the way