Neighborhood

One thing is for sure: you'll never get bored living on West Street. On any given day, you can walk to art galleries, performance venues, charming boutiques, public art shows and several of Yelp’s best venues for live music, like Rams Head On Stage and Stan & Joes Saloon.

No matter what you are in the mood for, West Street alone contains dozens of fabulous, locally-owned restaurants and coffee shops for you to try while you find your favorite spots. Start the day with breakfast at Miss Shirley's or 49West, and finish with a nightcap at Baroak for the perfect end to a perfect day spent in Annapolis.

Just a short stroll away, the Chesapeake awaits. Whether you’re sitting in the Captain’s chair or watching from a restaurant on the shore, the Annapolis waterfront is the star of the show. The Annual Regatta, Water Sports Festival, boat shows and races are just a few of the events on the Bay that will put the wind in your sails.

Nothing is better than a warm summer night in Annapolis – especially with Dinner Under the Stars. This summer gathering turns the first block of West Street into the town’s most spectacular outdoor café with food, wine, music, exhibits and more, making Annapolis the (un)official greatest city ever.