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
- DDavidGoldWashington, D.C. Area •4 reviews5.0Dined 1 day agoThey made our anniversary so special, sat us at a very beautiful table, hand written card, complimentary champagne with ice cream and a candle 10/10. The food was impeccable and the night was perfect for us! We will be backMore infoThe Ruxton$$$$• Steakhouse• Harbor East•4.7
- RRobertBaltimore / Maryland •7 reviews5.0Dined 7 days agoChef and Scott are extremely good at their jobs of hospitality! Sassafras is worth every penny.More infoSassafras$$$$• Seafood• Galena•5
- IIsabelNew York City •1 review5.0Dined on 30 Jul 2026Loved our servers, the ambience and the food was fantastic!More infoThe Choptank - Annapolis$$$$• Seafood• Annapolis•4.5
- TTrayshonBaltimore / Maryland •1 review5.0Dined on 30 Jul 2026Great experience the service was excellent. The food was amazing. The atmosphere was very very nice and I will always come back to this restaurant. This is one of my top 10.More infoAzumi$$$$• Japanese• Harbor East•4.6
- LLauraGoldPhiladelphia County •163 reviews5.0Dined on 9 Jul 2026Excellent meal, creative chips and caramelized onion dip. Great fried oysters and the lobster roll was excellent. Love that the color slaw was more pickled than mayo. My husband had a crispy pork chop which was thin, large, and delicious. We are not drinkers but the bar and bar menu for cocktails and other spirits was impressive! Would eat here again when visiting Chestertown!More infoThe Retriever Bar & The Decoy Bottle Shop$$$$• American• Chestertown•4.8
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Frequently asked questions
As of 8 Aug 2026 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 Postmates, Olo, ChowNow, Toast, Uber Eats.
Yes, you can also see restaurants near you offering takeaway.
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Yes, we partner with a third party to retrieve menu information for restaurants near you.
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