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® Traveler Reviews

TripAdvisor Reviews
TripAdvisor Traveler Rating Based on 46 reviews
TripAdvisor Reviews
March 11, 2018
Amy G
Were running around geocaching in Chestertown. Stopped in to grab some coffee and warm up. Some cute decor inside. Seemed to have lots of locals eating there. Coffee was sufficient. Wait...
TripAdvisor Reviews
December 15, 2017
I escaped to Sam’s many a time when I needed a BLT pick-me-up or a good coffee when I was in college. Everyone on staff is great and it always feels so cozy and welcoming inside ☺️ plus, they are...
TripAdvisor Reviews
December 14, 2017
This is a local coffee shop that is very popular with everyone (locals, tourist and students). As well as coffee, it makes great hot chocolate. As well as breakfast sandwiches it also offers...