Play It Again Sam

108 South Cross Street, Chestertown, MD 21620 Get Directions
Phone: 410-778-2688
Photo Credit: Kent County
Serving a complete line of coffee offerings, breakfast and lunch specialties, snacks and wine.



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TripAdvisor Reviews
TripAdvisor Traveler Rating Based on 50 reviews
TripAdvisor Reviews
August 5, 2018
On a day trip to Chestertown- grabbed brunch/lunch - bagels, sandwiches, coffee. All tasty and packages up nicely for us to walk down by the river. Check out the Saturday morning farmer’s market, as...
TripAdvisor Reviews
July 10, 2018
Cute place, nice outdoor/sidewalk seating area, and decent coffee. I had a breakfast sandwich on a bagel, and while the bagel was good, I was disappointed in the microwaved scrambled egg. I'd easily...
TripAdvisor Reviews
May 27, 2018
We stopped in during Tea Party festival, arguably a very busy time. Good selection of high end sandwiches, although ours was hastily put together. Coffee wasn't very hot. Nice, friendly...