Best Casual Restaurants in Annapolis

Place is amazing. The food is great! Pizza is some of the best in downtown Annapolis. Drink prices are good. Whoever plays the music here is awesome. I heard 3 people under the stairs songs and 3 gangstarr songs while we were there. I've never heard people under the stairs played in a bar before ever! They're my favorite hip hop group!

Always love Harold Black ambience and cocktails (thank you ,Jordan, for the great skinny Cosmo ). Gabriel was an outstanding server - friendly , professional and fun .

Service and food was top notch. They made a few minor adjustments to make a few dishes kid friendly. I sincerely appreciated that. If I had to put a negative it would’ve just been the cold gusts of air every time the door opened.

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.

We had dinner at Rams Head prior to a show we were attending as part of their Premium On Stage Experience which we now take advantage of every time we see a show there. The place was packed but the noise was manageable and our server John(Jon) was friendly, attentive and we were not rushed but made it to our seats 15 minutes before the start of the show. We were also seated next the fireplace which was a plus as it was cold and wet outside. Our meals were very good and as always the Copperhead Ale was excellent. My only criticism has to do with the cost of my meal. I ordered one of the dinner specials, the Drunkn Noodles and the dish was very good and had plenty of shrimp but it was also supposed to have lump crab meat. There was very little crab meat (no lump that I could find) and for the $26 cost I felt there should have been a lot more crab meat. All that said still and wonderful meal and show!