Restaurants near Colonial Annapolis Historic District

We visit Choptank often. It is our "go to" restaurant when we host guests. It is wonderful that Marco the manager always remembers us. He sees the reservation name and visits the table. The servers are always in a good mood and you feel welcomed. Our visit on the day after Valentines still served the Valentine limited menu. There was plenty to chose from. We started with Oysters that were wonderful. The only flaw in the meal was the stuffed baked potato was too salty. It was cold and rainy outside but the vibe inside was cozy. Highly recommend.

Dined for Valentine’s Day set menu. AMAZING!!! Did not feel like a typical Valentine’s Day restaurant production line - in and out ASAP to turn the tables over. Food was incredible. Plenty of time to enjoy the whole experience. Our server Alice was amazing.

Classic French food in a brasserie-like atmosphere. Nice affordable wine list with a varied menu and specials. Burrata starter, croque monsieur, and rockfish on focaccia with classic French salads. Like we’d gone back to St. Germain en Laye for lunch! A perfect Valentine’s Day outing.

This was our first experience at Osteria, but it will definitely not be our last. The food was amazing. The service was top-notch. All of the staff were professional and super friendly. The old fashioned I had was one of best I've ever had. Without a doubt, this was THE best dining experience my wife and I have had in Annapolis.

Wow! What a great place. I contacted Red, Red Wine when planning a Galentine's Day Happy Hour gathering for our retired womens' group. Lisa replied by email and was very accommodating. When I arrived a bit early, they helped me to set up. Sara was the bartender/server this afternoon, and she did an amazing job of keeping eight different orders straight. Their happy hour drink and food specials are delicious and very reasonable. The daily wine specials were a great value for $5. The individual size crab dip was really yummy, as were the brussel sprouts. I have been planning happy hour events for a year for our group, and this place definitely gets my vote for best Happy Hour around Annapolis.