Annapolis, the capital of Maryland, is also known as the sailing capital of the world. But no matter what time of year you go — for the sailing or because it’s known as one of the top Christmas destinations in the U.S. – it makes a great weekend getaway from New York. I spent some time there over the holidays and really got a feel for the small city.
When you’re not on the water or strolling City Dock, here are five places to visit while you’re in town.
Reynolds Tavern is a historic landmark. It was opened in 1747 by William Reynolds, where he conducted his hat business, rented rooms, and operated a tavern. Today it serves as a restaurant, pub, inn, and event venue. You’ll feel like you’ve been transported back in time. The building hosts a pub in the cellar. The first floor houses a delightful tea room. Head to Reynolds for a beer in the pub, an afternoon tea, or dinner at the restaurant.
Hats In The Belfry
Speaking of hat making, Hats in the Belfry offers a large selection of hats made in Italy. From baseball to flap caps, fascinators to fedoras, this shop on Main Street is crazy about hats, and has been for almost 40 years.
City Dock Coffee
I found the perfect latte and it was at City Dock Coffee. Stop here before strolling City Dock for an added experience. The service is extra friendly as well.
Chick & Ruth’s Delly
Chick & Ruth’s is a famous Annapolis dining spot. This luncheonette offers fabulous sandwiches, handmade pies and breads, old-fashioned milk shakes, and so much more. It also boasts that you can dine without breaking the bank, with any beer or wine only $2.99 — all day, every day. Each morning the entire restaurant stands to recite the Pledge of Allegiance, and they’ve done so since 1989.
Vida Taco Bar
Vida Taco Bar offers a fantastic “farm to taco” menu. Try the sweet potato and black bean or the baja fish taco, they will not disappoint. The cocktail menu offers the freshest margaritas and dozens of craft tequilas to choose from. On “Sunday Funday” the house margarita is only $7.