Main Street, State Circle, and Maryland Avenue

Sip a latté and explore Annapolis shops by foot and relax as you stroll along our historic downtown streets and waterfront. Visit unique women boutiques, haberdasheries, galleries, custom frame shops, fine jewelry stores, eclectic green gifts, sterling silver shops, boating and maritime stores, home décor, antiques, blown glass, and fine arts from around the world.

Downtown Annapolis is so much more than Main Street. Be sure to take a short stroll from Main Street over to State Circle and historic Maryland Avenue and take a step into yesteryear and browse the shops where you will find many surprises and something for everyone.

While downtown, don’t forget that the Circulator Trolley is free and can transport you from City Dock to Inner West Street!