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Chestertown Eateries and Cafés

Martin

Chestertown Eateries and Cafés

Café's
Local eateries in and near town.
Great spot for bakery goods. They have great croissants and scones. My favorite treat is the Sun Bun. Evergrain also serves sandwiches for lunch. A good spot to get coffee and work or read.
14
locals recommend
Evergrain Bread Company
201 High Street
14
locals recommend
Great spot for bakery goods. They have great croissants and scones. My favorite treat is the Sun Bun. Evergrain also serves sandwiches for lunch. A good spot to get coffee and work or read.
Good spot to have breakfast and lunch sandwiches. They have a good selection of bagels. In comparison to other places such as Evergrain, Sam's can toast/warm your sandwiches. It's mostly a college crowd, but everyone is welcomed to work/read while you have a treat.
8
locals recommend
Play It Again Sam
108 South Cross Street
8
locals recommend
Good spot to have breakfast and lunch sandwiches. They have a good selection of bagels. In comparison to other places such as Evergrain, Sam's can toast/warm your sandwiches. It's mostly a college crowd, but everyone is welcomed to work/read while you have a treat.
Gluten-free and healthy treats for breakfast and lunch.
6
locals recommend
Figg's Ordinary
207 S Cross St
6
locals recommend
Gluten-free and healthy treats for breakfast and lunch.
I love this spot to get coffee and some delicious lunch sandwiches. This Café also has a great wine selection for purchase, as well as cute gifts. It's a great spot to explore nearby Rock Hall (approx. 20 minutes from Chestertown) There is a local marina and Easter Neck Nature Reserve
Java Rock Inc
21309 East Sharp Street
I love this spot to get coffee and some delicious lunch sandwiches. This Café also has a great wine selection for purchase, as well as cute gifts. It's a great spot to explore nearby Rock Hall (approx. 20 minutes from Chestertown) There is a local marina and Easter Neck Nature Reserve
Food scene
Our local selection of restaurants
It is the trendiest restaurant we have in town. They have a great Sushi selection. Their Sushi is reasonably priced. They also serve Thai food.
Cafe Sado
870 High Street
It is the trendiest restaurant we have in town. They have a great Sushi selection. Their Sushi is reasonably priced. They also serve Thai food.
Here you can get your classic Italian dishes. They also have a nice bar where you can get a drink before/during/and after your meal :) The service is good and it is reasonably priced. Luisa's also serves traditional brick oven pizzas and your "regular" NY style pizza. They have two large seating/dinning areas. One is informal and the other side is a bit more formal.
7
locals recommend
Luisa's Cucina Italiana
849 Washington Avenue
7
locals recommend
Here you can get your classic Italian dishes. They also have a nice bar where you can get a drink before/during/and after your meal :) The service is good and it is reasonably priced. Luisa's also serves traditional brick oven pizzas and your "regular" NY style pizza. They have two large seating/dinning areas. One is informal and the other side is a bit more formal.
This is our newest restaurant in town serving standard Eastern Shore cuisines such as crab cakes and other seafood. They also have sandwiches, pizzas, and burgers. They have a nice bar and the views of the Chester River are very nice. This is where the Fish Whistle was formerly located before moving to nearby Georgetown, MD.
98 Cannon St
98 Cannon St
This is our newest restaurant in town serving standard Eastern Shore cuisines such as crab cakes and other seafood. They also have sandwiches, pizzas, and burgers. They have a nice bar and the views of the Chester River are very nice. This is where the Fish Whistle was formerly located before moving to nearby Georgetown, MD.
A typical pizza place with a large variety of pies. You can also get basic Italian food such as Chicken Parm Subs and Spaghetti and meatballs.
7
locals recommend
Procolino's Pizza
711 Washington Avenue
7
locals recommend
A typical pizza place with a large variety of pies. You can also get basic Italian food such as Chicken Parm Subs and Spaghetti and meatballs.
I have never been to this bistro, but it is a popular restaurant for people in the area. It has a varied menu including steak, burgers, pizza, and more elaborate Eastern Shore dishes.
Uncle Charlie's Bistro
834 High Street
I have never been to this bistro, but it is a popular restaurant for people in the area. It has a varied menu including steak, burgers, pizza, and more elaborate Eastern Shore dishes.
This is a great place to get some tapas and some local Maryland wine from the boutique winery Casa Carmen. They are open Wednesday-Saturday.
Casa Carmen Wines
312 Cannon Street
This is a great place to get some tapas and some local Maryland wine from the boutique winery Casa Carmen. They are open Wednesday-Saturday.