Outdoor full-dress parades of midshipmen are an awesome sight, but when the parade is over, imagine the streets of Annapolis teeming with these healthy young men out on the town to relax and met new friends!!
Did you see the movie, 'An Officer and A Gentleman?' Need I say more?
I didn't actually experience the nightlife in Annapolis, but can say that there is nightly entertainment at the Middleton Tavern. Take a look at their calendar to see who will be appearing during your stay.
Dress Code: Wear what you like, but ladies remember, these guys will be Officers!
My advice to the gentlemen; remember, the competition will be wearing those irresistible summer white dress uniforms!
Bar and tavern that also hosts live music acts. Check their web site for upcoming shows. If you attend a concert, they will give you 10% off your meal check. Then, after the show, go to the bar for a free glass of Fordham beer. If the weather is nice, ask to sit at the outdoor patio out back.
Dress Code: Casual.
Yes Griffin's serves food. However, they make their living off of their superb nightlife. Tons of people, a large bar, a live band, and room to dance make Griffin's one of the liveliest spots in town.
They have about 20 beers on tap including Irish favorites Guinness, Harp, and Killian's.
For dinner, Griffins has a good variety of hig-priced dishes from steak and chicken to seafood or pasta. Meals range from about $9 for sandwiches to $20 for main dishes.
Castlebay is an authentic Irish Pub on Annapolis' Main Street. It's a little older and slightly run down, but those traits add to its authenticity. Castlebay has several Irish beers on tap such as Guinness, Harp, and Murphy's for about $4.75 per pint. Castlebay also has a restaurant in the back of the building after walking past the bar, with a menu that includes soups, salads, sandwiches and English/Irish specialties such as Bangers and Mash, fish and chips, and Lamb Steak Kinsale. I was there on a Thursday and they had live music after about 9pm.
Unfortunately closing time is around midnight, even on weekends.
My last visit to Annapolis, after a busy afternoon of siteseeing during a short break in the torrential downpour, we stopped at Galway Bay. This is a comfortable Irish-style bar near the center of town. In the pre-dinner hour, the bar is full of local businessmen and women who stop for a tasty pint. Three pints of lovely Kilkenny and about one hour later, we had to meet our friend. Unfortunately, by then the rain had started again, and we'd left our umbrellas in the car. Ducking from awning to awning all the way to the parking garage on Main Street, we got completely soaked, but it sure was a good time!
First year of college, my friend and I would meet here a few nights a week for drinks. (She's now preggers and I am well not..LOL!).
Anyhoo, great place to socialize and have fun. Annapolis is pretty relaxed, so you can wear anything.
Dress Code: Comfortable. Be you.
Phillips is an upscale seafood restaurant along the Annapolis waterfront. However, I went there after dinner hours to enjoy a few drinks at the bar. The decor here is very contemporary with deep blue and red walls. The theme, being along the water, is nautical with ropes, anchors, and boat paintings. The bar staff was extremely friendly, happy to sit and chat about the weather, sports, and politics, all in one breath! Good place for a beer or two.
Dress Code: Somewhat dressier than most places in the area, but blue jeans are OK