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Arts & Entertainment, Community, Do Not Miss

Save The Date List

May 9, 2026 by Piper Langenfeld

Presented by:

Wednesday, June 10

Chesapeake Arts Center Presents the Chip in for the Arts Golf Tournament | Compass Pointe Golf Course 

Historic Annapolis Presents the Paca Girlfriends Party | William Paca House & Garden 

Annapolis Blues vs. Richmond Ivy SC (W) | Navy-Marine Corps Memorial Stadium 

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 

Tuesday, June 16 

Kiefer Sutherland featuring Rocco Deluca | Rams Head On Stage

Thursday, June 18

Juneteenth VIP Gala | Fresh Start Life Center 

Friday, June 19 

Antique & Classic Boat Festival and Coastal Arts Fair | Chesapeake Bay Maritime Museum (June 19-21)

Saturday, June 20

The Oddities & Curiosities Expo | Baltimore Convention Center (June 20-21)

Annapolis Juneteenth Parade & Festival | Bates Athletic Complex 

DMV R&B Wine Festival | Anne Arundel County Fairgrounds

Big Bad Voodoo Daddy | Rams Head On Stage

Sunday, June 21

Makers of Maryland Presents the Anchors & Artisans Pop-Up Market | Annapolis Town Center 

Father’s Day Celebration | Federal House

Annapolis Blues vs. Virginia Beach United (W) | Navy-Marine Corps Memorial Stadium 

Annapolis Blues vs. Northern Virginia FC (M) | Navy-Marine Corps Memorial Stadium 

Wednesday, June 24

Sail250 Maryland & Airshow Baltimore | Baltimore Inner Harbor and Martin State Airport (June 24-30)

Annapolis Blues vs. VDA (W) | Navy-Marine Corps Memorial Stadium

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Related posts:

Save The Date List Eye on Annapolis: Weekly Round-Up Spilling the Tea on National Bubble Tea Day Kids Eat Free Around Annapolis
Category: Arts & Entertainment, Community, Do Not MissTag: Activities, Annapolis, Family Friendly See all posts by Piper Langenfeld

About Piper Langenfeld

Previous Post:The Ultimate Annapolis Guide to Commissioning Week 2026
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