Chestertown Restaurants
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Outdoor dining in Baltimore / Maryland
See what locals rave about in Chestertown
From verified diners like you
From verified diners like you
- AAdam and SharonBaltimore / Maryland •10 reviews5.0Dined 1 day agoGreat place for special occasions . Best restaurant view of the Annapolis harbor. Sarah was great, attentive and not lingering. Let us pace our dinner . Lighting was perfect. Food was cooked to our tastes. Great meal. Has a corkage policy so you can bring your special wine for your special celebration. Love it!!!More infoChart House Prime - AnnapolisPrice: Expensive• Seafood• Annapolis•4.7
- MMarkvipBaltimore / Maryland •13 reviews4.0Dined 1 day agoHad a 5 o’clock reservation but arrived about ten minutes early. Hostess could hardly speak and we weren’t seated until five after the hour. Server was busy but acknowledged us that she would be right with us. Once she ended up at our table she was apologetic, bubbly and full of energy. Super refreshing to see someone love their job, understand multitasking and still make you feel like you’re her only table. She was incredible! I’m probably spelling her name wrong, but Nakara needs a raise and the ability to train others.More infoCooper's Hawk Winery & Restaurant - Annapolis, MDPrice: Moderate• American• Annapolis•4.4
- TTimothyvipPhiladelphia County •91 reviews5.0Dined 2 days agoThis is one of our favorite places. We drive 1.5 hours to go here. The setting is beautiful. We have had good fortune to have Deborah take care of us. The service is just right. Last nights food was excellent. One small request…have more coconut pie. It is, in my opinion, their best dessert. We will be back soon.More infoOsprey Point RestaurantPrice: Expensive• Contemporary American• Rock Hall•4.9
- SSharonvipBaltimore / Maryland •18 reviews5.0Dined 3 days agoAlfred our server was excellent. He made suggestions to my husband when his jambalaya was a bit spicy, to add cream and it was fantastic!! Keep up the great service, Alfred and will see you again😊More infoThe Choptank - AnnapolisPrice: Expensive• Seafood• Annapolis•4.6
- JJessevipPhiladelphia County •17 reviews5.0Dined on Nov 7, 2024We love this place. The food and service are always first rate. GREAT whisky selection, nice warm atmosphere.More infoThe Retriever Bar & The Decoy Bottle ShopPrice: Moderate• American• Chestertown•4.8
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Frequently asked questions
As of Nov 26, 2024 there is 1 restaurant in Chestertown. Filter by “outdoor dining”, “romantic” or “dog friendly”.
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Yes! We partner with restaurants in Chestertown who deliver with Toast, Postmates, Uber Eats, Olo, ChowNow.
Yes, you can also see restaurants near you offering takeout.
Yes! OpenTable provides free, convenient and trusted options to book the best restaurants in Chestertown either on OpenTable or directly with the restaurant.
Yes, we partner with a third party to bring back menu information for restaurants near you.
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