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.
Mon-Thur, 7am-5pm; Fri, 7am-9pm; Sat, 7am-5pm; Sun, 7am-3pm.



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TripAdvisor Reviews
TripAdvisor Traveler Rating Based on 56 reviews
TripAdvisor Reviews
February 20, 2019
Francy E
Great coffee very nice atmosphere to get out of the cold. Its a little cramped but just went in for warmth and coffee. Had a little walnut tart that was delicious.
TripAdvisor Reviews
December 5, 2018
When out for a walk, we found this great coffee shop tucked in the heart of Cheatertown. It quickly became our go to place for delicious egg sandwiches and coffee in the morning. Great atmosphere...
TripAdvisor Reviews
November 24, 2018
We were going to go to another coffee shop for lunch in Chestertown but then found out they only had cold sandwiches. So we left and found Play It Again Sam. So glad we did. It was a very cold day...