Fairs and festivals happening in the greater Annapolis area this month promise fun for all. Merriment abounds every weekend in September, starting with the Maryland Renaissance Festival and culminating with the Kunta Kinte Heritage Festival. more

For music enthusiasts, summers in Severna Park are bookended by free concert series at Hatton Regester Green. Each May and September, the Friends of Anne Arundel County Trails arranges for local musicians to perform on Sunday afternoons at the idyllic spot in the heart of town. more

The Naptown Philharmonic Orchestra (NPO), under the baton of Music Director/Conductor Anna Binneweg, announced its 2026-2027 season, a celebration of emotion and evocative music that touches everyone. more

Hosted by the Severna Park Voice and Cafe Mezzanotte, the sixth annual Art in the Park music and arts festival is coming up on Sunday, September 27. more

Celebrations of the country’s semiquincentennial anniversary continue locally this month with a piano recital presented by Woods Memorial Presbyterian Church staff member Junghoon Park. more

This fall, Ballet Theatre of Maryland (BTM) will kick off its season with a VIP event, Ballet in the Garden, at the historic Hammond-Harwood House on September 19 followed by the romantic ballet “La Sylphide” at Maryland Hall, October 16-18. more

On a breezy midsummer evening, an audience of over 150 people attended a showing of William Shakespeare’s “A Midsummer Night’s Dream.” more

Presented by Cafe Mezzanotte and the Severna Park Voice, the sixth annual Art in the Park music and arts festival will take place on Sunday, September 27. more

Compass Rose Theater, a professional theater and educational nonprofit in Annapolis, unveiled its 2026–2027 season and announced a new partnership with Live Arts Studio at the Annapolis Mall. more

The SoulJourners band will entertain in shows on July 26 at 4:00pm and 6:00pm. more

In just a few rehearsals, Theater in the Park takes young actors and trains them to perform a Broadway musical in their own community. Two of the talented performers and educators who make that possible are Kylie Sjolie and Atticus Boidy, who have been elevated to new positions with Theater in the Park. more

The Annapolis Symphony Orchestra (ASO) announced its 2026–2027 season, marking the orchestra’s 65th anniversary with a thoughtfully curated lineup that pairs artistic ambition with a unifying vision. more