4.4 review_stars 
 |
#5 out of 45 restaurants in Chestertown
($), American, Coffee Shop
Hours today: 8:00am-3:00pm
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Location and Contact


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Location Icon 108 S Cross St
Chestertown, MD 21620
Phone Icon Phone: (410) 778-2688
Neighborhood Icon Neighborhood: Chestertown

Hours

Open Today:
8:00am-3:00pm
Monday8:00am-3:00pm
Tuesday8:00am-3:00pm
Wednesday8:00am-3:00pm
Thursday8:00am-3:00pm
Friday8:00am-3:00pm
Saturday8:00am-3:00pm
Sunday9:00am-3:00pm

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Restaurant Details

Delivery
No

Payment
Credit Cards Accepted

Parking
Street

Good for Kids

Attire
Casual

Alcohol

Reservations

Cuisines:
American, Coffee Shop

Price Point
$

WiFi
Yes

Outdoor Seats
Yes

Restaurant Description

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Restaurant Photos

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Reviews for Play It Again Sam

#5 out of 45 restaurants in Chestertown
#1 of 7 American in Chestertown

Top Reviews of Play It Again Sam

review_stars 07/06/2025 - Lexy M.
The coffee here is delicious, and there are some dairy-free options available, though not all flavors accommodate dietary restrictions. The breakfast menu is limited but satisfying, featuring items like perfectly toasted bagels with melted cheese and customizable egg sandwiches, with friendly staff providing quick service. Seating includes a handful of outdoor tables and about eight indoor tables, making it a cozy spot to enjoy a fresh bagel or a refreshing frozen hot chocolate in a welcoming atmosphere.

review_stars 05/17/2024 - Bryan E.
Good stuff


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