Downtown Annapolis Partnership — Local services in Annapolis

Downtown Annapolis is a charming and vibrant destination with a perfect mix of history, waterfront views, and lively entertainment. The historic architecture, cobblestone streets, and beautifully preserved buildings create a picturesque setting that feels both inviting and full of character.

One of the highlights is the bustling waterfront, where you can watch boats sail in and out of the harbor, enjoy fresh seafood at local restaurants, or take a relaxing stroll along the docks. The area is also home to a great selection of boutiques, art galleries, and coffee shops, making it ideal for a leisurely day of exploring.

For history buffs, the Maryland State House and the U.S. Naval Academy offer fascinating glimpses into the region’s past. Meanwhile, the nightlife is lively, with bars, live music venues, and cozy pubs adding to the charm—especially with talented performers like Don Wolcott entertaining at spots like Middleton Tavern.

Whether you’re visiting for the history, the waterfront, or the food, Downtown Annapolis has something...

I was in Annapolis with friends. It was probably the hottest day of this summer. But, the personnel in all of the stores we entered for shade and cool air were very friendly and welcomed us nicely. The city looks as lovely and colonial as ever. The US Naval Academy was gorgeous to see as we drove in and out of it. Annapolis rocks! We will be back...

It's a wonderful place to just hang out while shopping, eating, or just admiring the beautiful bay. Most people are absolutely friendly and sweet, but if they aren't, still give em a smile to cheer them up! I recommend going with friends or family during or near holidays, as there is always exciting attractions!...