Wednesday, April 29
Annual May Day Competition | West Annapolis (Apr. 29-May 1)
Navy Baseball vs. Manhattan University | United States Naval Academy: Max Bishop Stadium
Thursday, April 30
Alan Doyle with Bandits on the Run | Rams Head On Stage
Friday, May 1
Golfing fore Gunston VII | Queenstown Harbor Golf Course
Disney’s The Lion King Jr. | Children’s Theatre of Annapolis (May 1-17)
Renegade Monster Trucks | Anne Arundel County Fairgrounds (May 1-3)
Providence Spring Plant Sale | Providence of Maryland (May 1-2)
Saturday, May 2
Maryland Sheep & Wool Festival | Howard County Fairgrounds (May 2-3)
Live Arts Maryland Presents Timeless Brilliance | Maryland Hall
Cape St. Claire Garden Club Presents the 2026 Plant Sale | Cape St. Claire Clubhouse
Mother’s Day Small Business Vendor Fair | Sanders Diamond Jewelers
Historic Annapolis Presents the Brewer Hill Cemetery Tour | Brewer Hill Cemetery
Sunday, May 3
Songbird Festival | Maryland Hall
First Sunday Arts Festival | West Street and Calvert Street, Annapolis
Priddy Music Academy Presents PMA Unplugged | People’s Park
Annapolis Opera Presents Opera Up-Close | Asbury United Methodist Church
The Psychology of Serial Killers | Rams Head On Stage
Spring Fest & Craft Fair | Kent Island Resort
Monday, May 4
Women & Investing | CovingtonAlsina: Virtual
Tuesday, May 5
Cinco de Mayo Celebration | Federal House
Friday, May 8
Hospice of the Chesapeake Presents Boots & Bling: A Culinary Experience | Rod ‘N’ Reel
Saturday, May 9
Glen Burnie Spring Fest | GBIA Carnival Grounds United States Navy Band Concert | Maryland Hall






Annapolis Film Festival: Stories, Stars, and Standout Cinema