Special Feature:
Sunday, May 17
The Talent Machine Company Presents a Cash Bingo Bonanza | Glen Burnie Elks Lodge
Wednesday, June 3
Dinner Under the Stars | 53 West Street, Annapolis (June 3-17)
Annapolis Blues vs. Lionsbridge FC (M) | Navy-Marine Corps Memorial Stadium
Thursday, June 4
Super Diamond: The Neil Diamond Tribute | Rams Head On Stage
Friday, June 5
Let’s Go! Music Festival | Anne Arundel County Fairgrounds (June 5-6)
Saturday, June 6
Cape St. Claire Strawberry Festival | Cape St. Claire Fire Department
Naptown Philharmonic Orchestra Presents American Voices United Through Song | Maryland Hall
Chesapeake Youth Symphony Orchestra Presents The Sound We Celebrate | Live Arts Studio
Sunday, June 7
Annapolis Arts Week | Annapolis (June 7-14)
First Sunday Arts Festival | Downtown Annapolis
Historic Annapolis Presents Expressions of Love: Annapolis Opera in the Paca Garden | William Paca House & Garden
ASA Recitals for Virtuoso Pathway Students | Temple Beth Shalom
Monday, June 8
The Bernie Hughes Memorial Golf Tournament | Crofton Country Club
Saturday, June 13
Air Dot Show | Ocean City Boardwalk & Beach (June 13-14)
Arts Annapolis 2026 | 53 West Street, Annapolis
Chesapeake Bay Foundation Presents Bands in the Sand | Philip Merrill Environmental Center
Arundel Lodge Presents the Hope on the High Seas Gala | Graduate Annapolis Hotel
Sunday, June 14
National Bourbon Day Celebration | Federal House
Tuesday, June 16
Kiefer Sutherland featuring Rocco Deluca | Rams Head On Stage
Wednesday, June 17
Annapolis Blues vs. Hill City FC (M) | Navy-Marine Corps Memorial Stadium






Mother’s Day Guide: Top Requested Gifts and Where to Buy Them