Maryland Avenue and State Circle Association

Maryland Avenue and State Circle Association The Heart of Historic Annapolis Maryland Avenue and State Circle comprise the heart of the historic district in Annapolis. Explore historic houses and gardens.

Unique in charm and character, Maryland Avenue is the oldest commercial street in Maryland and one of the oldest in the United States. Discover several antiques shops and interior design stores. A bookstore and coffeeshop with a charming hidden garden. One of the last independent vinyl record shops; a barbershop and a hair salon. Nourish and replenish at the pubs, inns, and B&Bs. Maryland Avenue and State Circle is the place to have an Annapolis experience!

06/12/2026

Put this event on your radar! TOMORROW, June 13th, 2026 . . . It's a trial run for a new "Annapolis Arts Festival!" 12 Noon to 6pm Maryland Avenue will be closed to traffic and the streets will be full of music, vendors, food and fun! Come out with family and friends for a day of fun in the sun . . . See you tomorrow on the Avenue! Also visit West Street, Calvert Street and activities all over Annapolis starting at 10am.

See you tomorrow!
06/12/2026

See you tomorrow!

06/12/2026

Annapolis Pride will host its first-ever fashion show on Friday, June 12, bringing local designers, shop owners, entertainment, and a post-show reception to Maryland Avenue in downtown Annapolis. T…

06/12/2026

That's a wrap on Paint Annapolis week! Thank you so much to everyone who participated, bought work already, sponsored, or helped us house our artists. We wouldn't be able to put this on without your support 🎨

Don't worry, ALL of the work from this past week will be on display at Circle Gallery, our pop up space, and online by visiting https://mdfedart.com/paintannapolis/ until June 22.

06/12/2026

Busy week ahead at the pub! Outdoor dining returns to Maryland Ave this Saturday, June 13th

06/12/2026

ARTS ANNAPOLIS 🎉💃🎨🎶SATURDAY 6/13/26!!! join us on Maryland Avenue and West Street for a first annual citywide celebration of the arts!
See you on the Avenue 12-6!☀️

Address

Maryland Avenue At State Cir
Annapolis, MD
21401

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