12 Best Wine Bars in Annapolis

“I attended the Sip and Paint Night, which was great fun, outside on the patio on a lovely evening. Having done a few of these in other places, this was one of the best I have attended. (I am no artist, trust me). The instructors were awesome, easy going and fun to work with and they had nice quality brushes and paints - which helps immensely. The wine was delicious. Our server graciously worked around the paint, canvases and brushes to deliver a very nice charcuterie board. I recommend for anyone looking for a low stress break in the routine.“

“I had a rehearsal dinner for 97 people including 11 children and a welcome party after for about 100 people. The food was outstanding and the service was exceptional! The children loved the pizza! Taylor, the event coordinator, made this a five star event in every category including STRESS FREE for me being I live in New York! My son and now daughter in law said it couldn’t have been better! Their wedding was on Gibson Island the next day so it was a great start to the weekend!“

“I had the pleasure of visiting the bar at Graduate Annapolis and was thoroughly impressed. The ambiance is stylish yet relaxed, making it a perfect spot to unwind. Service was excellent across the board, but I’d like to give special thanks to Michael, who stood out for his warmth, professionalism, and attentiveness. He made sure everything was perfect from start to finish. Highly recommended for anyone looking for a great bar experience in Annapolis.“

“I wanted a good steak for my birthday and I immediately jumped on google.. I came across Lewnes Steakhouse and read the reviews. We dined there yesterday for my birthday. From the time we walked in until the time we left everything was great! The food was very delicious and our steaks were cooked to perfection as requested. The waiter was very attentive and checked on us multiple times. The complimentary brownie with fudge and Ice-cream was mouthwatering. We will be returning soon.“

“From start to finish, it was awesome. Food, Wine, Dessert & Coffee perfection. The Hostess and our server Jennifer were very friendly and wonderful. First time here but definitely not our last. 10/10 complements to the Chef👍. Our meal started with the Chefs Selection Board, then the special of the day Mushroom Soup, my Husband had the Cast Iron Skirt Steak (flavor was Delish) I had the Chicory Salad with Bacon Bits (minus the pecan nuts) for Dessert I had the FIG & BRIOCHE BREAD PUDDING (heaven in a plate) with the yummy Coffee.“

“Love the atmosphere! Sat upstairs and it has a great view that overlooks the bar. Can go outside on the balcony and see all local shops and buildings. So many people walking around enjoying themselves. Our waitress was great! The food was perfect! I got the fish tacos, cheese grits and sweet potatoes casserole. My boyfriend got the ribeye steak and he said it was one of the most tender steaks he ever had. Have no complaints. If we come into town again we will definitely be eating here again.“

“A truly special place to eat with a wide selection of food and wines.“

“The owners are amazing! The staff is absolutely stellar and the treats and drinks are out of this world!! ASK THEM ABOUT THEIR WINe!!“

“I wish I recalled her name...but the young lady with glasses working outside was a wonderful server this evening! We had a really great experience. Food was delicious and service was amazing! Thanks for a great Sunday evening.“

“Always great food and a wonderful atmosphere. We come here frequently for the Wednesday networking event and the entire staff is always so friendly.“

“Wonderful establishment. Great wine selection and the pizza and bartending staff are awesome.“

“Maddie is an amazing waitress! So accommodating and kind.“