Best Historic Restaurants in Chestertown
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From verified diners like you
- AAnneNew York City •4 reviews5.0Dined 6 days agoAll our food was excellent. Server was pleasant and helpful. Prices were fair for the food and experience.More infoBARROWS HOUSE RESTAURANT $$$$• Farm-to-table• Dorset•4.5
- EEsterAsheville / Western North Carolina •5 reviews5.0Dined on 19 Oct 2026An exceptional dining experience from beginning to end! The food was outstanding, beautifully prepared, and full of flavor, all enjoyed in a setting filled with old-world charm and timeless elegance. A special mention to Jess, our server, whose kindness, warmth, and exceptional service made the evening even more memorable. She truly went above and beyond to make us feel welcome. A wonderful restaurant that combines delicious food, a charming atmosphere, and genuine hospitality. Highly recommended!More infoShepard's at Erlowest$$$$• Contemporary American• Lake George•4.9
- DDebbieNew York City •3 reviews5.0Dined on 16 Oct 2026Everything we ordered was amazing including staff. There was something for everyone. My lobster cobb salad was the best I ever had!!!!More infoThe Brown Swan$$$$• American• Schroon Lake•3.9
- KKateNew York City •1 review5.0Dined on 10 Oct 2026I've never had a meal here that wasn't outstanding! Prices are reasonable for the quality as well.More infoLizzie Keays Restaurant$$$$• American• Warrensburg•4.8
- JJerryGoldSouth Carolina •122 reviews5.0Dined on 5 Oct 2026Great food, great service, terrific views, and very accomodating for alternate diets!More infoLog House Restaurant and Pub at Garnet Hill Lodge$$$$• American• Lake George•4.6