Samantha & Oliver
Things To Do
We're thrilled for you to experience Chestertown, one of the many hidden gems of the Eastern Shore.
Modern Stone Age Kitchen
236 Cannon Street, Chestertown, MD 21620
Homemade bread (made daily), breakfast pastries, bites, coffee and sandwiches.
Play It Again Sam
14 Washington Square, Chestertown, MD 21620
Coffee, tea, espresso, sandwiches and salads.
Evergrain Bread Company
201 High Street, Chestertown, MD 21620
Chestertown Farmers Market
118 North Cross Street, Chestertown, MD 21620
Opens at 8am every Saturday.
BAD Alfred's Brew Pub and Distillery
323 High Street, Chestertown, MD 21620
Pizza, craft beer, cocktails.
The Kitchen at the Imperial
208 High Street, Chestertown, MD 21620
The Retriever Bar
337 1/2 High Street, Chestertown, MD 21620
Bar, oysters, burgers.
Luisa's Cucina Italiana
849 Washington Avenue, Chestertown, MD 21620
Sugar Doodles Sweet Shop
315 High Street, Chestertown, MD 21620
Ice cream, acai bowls
For all the days along the way