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® Traveler Reviews

TripAdvisor Reviews
TripAdvisor Traveler Rating Based on 57 reviews
TripAdvisor Reviews
March 25, 2019
We stopped in on a visit to Chestertown and had a great, quick lunch. Great service, delicious sandwiches, cute spot. We enjoyed our visit very much.
TripAdvisor Reviews
March 19, 2019
Play it Again Sam is a lovely stop in Chestertown. Providing a quick breakfast on the run, with a shot of hometown love from the staff. You are invited to have a seat or take it on the go.
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.