Best Wine Bars in Chestertown
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Booked 107 times today
Booked 51 times today
Booked 23 times today
££££
• Wine Bar • St Michaels / Tilghman Island
Booked 12 times today
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From verified diners like you
From verified diners like you
- SStuBaltimore / Maryland •55 reviews5.0Dined 2 days agoThe food and service continue to be outstanding. The lunch menu is a nice addition. Bryce the bar tender is AWESOME. Makes a great drink, professional and extremely personable.More infoThe Capital Grille - Baltimore$$$$• Steakhouse• Downtown•4.8
- TTiyelBaltimore / Maryland •3 reviews5.0Dined 2 days agoWent for an intimate dinner and did the wine tasting beforehand, which was wonderful it wasn’t super crowded. We had a good time trying wine before our reservation time. When it was time for our reservation everything went smoothly. Everybody we came in contact with was lovely. The food was great as always lol. 10/10 loves Cooper’s Hawk More infoCooper's Hawk Winery & Restaurant - Annapolis, MD$$$$• American• Annapolis•4.5
- MMichaelGreater Boston •1 review5.0Dined 2 days agoGreat food, great view, great service. The crab cakes, brussel sprouts, and strawberry shortcake were all amazing.More infoRusty Scupper - Baltimore$$$$• Seafood• Inner Harbor•4.8
- AAdamToronto / Ontario •1 review5.0Dined 4 days agoWe booked late but were able to get a table for 4. Restaurant was located 100metres from the hotel which is why I initially picked it. Once at the restaurant though the professionalism of all the staff from seater to servers was very good. Jorge was our main server and so good. Food was beyond delicious. Very tasty, hot and I love the option of smaller portions of the same main. Overall a fantastic experience.More infoTagliata Restaurant$$$$• Italian• Harbor East•4.7
- PPaulGoldBaltimore / Maryland •235 reviews5.0Dined on 4 Nov 2026Another great meal at Bacco. If you get a chance, try the Tuscan Panini with blackened chicken! Servers Kamrin, Kate and Carol Anne were all fabulous and helpful. Bacco is a consistent neighborhood gem!More infoBacco Italian and Wine Bar$$$$• Italian• Bel Air•4.8