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Play it again Sam

108 S Cross St, Chestertown, MD 21620-1570
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  • Excellent32%
  • Very good49%
  • Average9%
  • Poor4%
  • Terrible6%
Travellers talk about
“lunch” (7 reviews)
“sandwich” (12 reviews)
“cakes” (2 reviews)
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American, Cafe
108 S Cross St, Chestertown, MD 21620-1570
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Reviews (43)
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1 - 10 of 43 reviews

Reviewed 4 weeks ago

fine sandwiches, great coffees, in or outside seating.. A meeting place for locals. Just a laid-back place to have a coffee , tea,sandwich, and chew the fat.

Thank jrdurham132
Reviewed 15 July 2017

While passing through Chestertown, I remembered a wonderful espresso from years ago and was happy to see this local coffee shop is still in business. This time I tried an sandwich, as well, and was very pleased.

Thank VC1850
Reviewed 26 May 2017

Stop in for fresh made to order sandwiches, read the newspaper, chat about local issues or politics.

Thank trifecta555192
Reviewed 21 May 2017 via mobile

Small local coffee and sandwich shop, popular with locals and visitors who are not into Dunkin donuts coffee and sweets. Good for breakfast and lunch, including GF bread and some very tasty, locally baked, pre-packaged bakery items.

Thank Rob C
Reviewed 27 April 2017 via mobile

My usual lunch stopover. Like that one can dine in or takeout. Laidback atmosphere. Free WiFi. The best vegetarian sandwich although only offered for a spell.

Thank Lorraine M
Reviewed 8 September 2016

Love going to "Sam's". They are now carrying Rise Up Coffee out of Easton, and it is wonderful. Cozy atmosphere. And the help is very knowledgeable. Especially Tory! Love her. She always asks what I'm in the mood for, and then recommends something. And it...More

Thank Webers2-2016
Reviewed 5 August 2016

This is fun place to meet someone, right in the heart of old Chestertown, and have a breakfast or lunch. It calls itself "Chestertown's Living Room" and that can be true, as almost everyone of one passes through here from time to time. It has...More

Thank Neal J
Reviewed 30 July 2016

Often meet a friend for conversation there - and coffee and a bagel or sandwich if its lunch time. Coffee is fine - nice atmosphere - nice couch if you get to snag that. Sandwiches a little pricey, but good.

Thank David R
Reviewed 6 December 2015

This place seems to keep a local following, but I wonder why. There is poor flow to the order taking, prep and serving at the counter. Ventilation and overall cleanliness is lacking as well. After a few minutes of watching the mishmash taking place, and...More

Thank helios5356
Reviewed 13 October 2015

We met my daughter in law's grandparents there for lunch as they were passing though. The service was great, friendly servers. We went to the counter and ordered then sat until it was ready for pick up. This worked very good for us. Overall I...More

Thank Debbie S
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Restaurant Details

Rating summary
  • Food
  • Value
Lunch, Breakfast, Dinner
Restaurant features
Takeout, Seating
Good for
Open Hours
08:00 - 15:00
07:00 - 17:00
07:00 - 17:00
07:00 - 17:00
07:00 - 17:00
07:00 - 22:00
07:00 - 17:00
Location and Contact Information
  • Address: 108 S Cross St, Chestertown, MD 21620-1570
  • Location: United States  >  Maryland (MD)  >  Chestertown
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