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Arts & Entertainment, Community, Do Not Miss

Save The Date List

May 17, 2026 by Piper Langenfeld

Presented by:

4th of July Celebration

Wednesday, June 17

Annapolis Blues vs. Hill City FC (M) | Navy-Marine Corps Memorial Stadium

Robyn Hitchcock | 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)

National Martini Day Celebration | Federal House

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 

Tuesday, June 23

Historic Annapolis Presents Mr. Paca’s Garden Storytime: Rafa Counts on Papa | William Paca House & Garden

Wednesday, June 24

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

Saturday, June 27

Eastport a Rockin’ | 701 2nd Street, Annapolis

Classical Music for People with Short Attention Spans | Maryland Hall 

Annapolis Blues vs. Virginia Atlantic WFC (W) | Navy-Marine Corps Memorial Stadium

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

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Related posts:

Eye on Annapolis: Weekly Round-Up Save The Date List The Ultimate Annapolis Guide to Commissioning Week 2026 Eye on Annapolis: Weekly Round-Up
Category: Arts & Entertainment, Community, Do Not MissTag: Activities, Annapolis, Family Friendly See all posts by Piper Langenfeld

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Talent Machine Prese

Talent Machine Presents Curtains: A Musical Comedy Whodunit

Get ready for mystery and musical magic as our Community Supporter The Talent Machine Company presents the hilarious whodunit Curtains, July 10-19 at Anne Arundel Community College! Featuring TMC’s outstanding teen cast, this high-energy production is directed by TMC alum Justin Brill, who has appeared on Broadway and as Boq in the First National Tour of Wicked. Packed with suspense, laughter and dazzling dance numbers, Curtains is must-see summer theater. Tickets: $20. talentmachine.com/
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🎨✨ ART IS ALL AROUND YOU ✨🎨
June is Anne Arundel Arts Month, and there has never been a better time to get out and experience the creativity happening all around our community. From painters filling the streets during Paint Annapolis to fairy houses hidden in the woods, family workshops, live performances, and local artists showcasing their work, there are countless ways to explore, create, and be inspired.

And don’t miss one of the biggest events of the month:

🎭 Arts Annapolis 2026
📅 Saturday, June 13 | Noon–10 PM
📍 Historic Annapolis

This FREE, family-friendly festival will feature more than 35 performances, 80+ artists and vendors, buskers, kids’ activities, make-and-take art projects, food trucks, outdoor dining, tango lessons, live music, and so much more. It’s a celebration of creativity, community, and the arts that you won’t want to miss.

Learn more about Anne Arundel Arts Month and find events happening all month long at the Arts Council of Anne Arundel County:
👉 www.acaac.org

And get all the details for Arts Annapolis:
👉 www.iwsannapolis.com/event-details/arts-annapolis-2026

#AnneArundelArtsMonth #ArtsAnnapolis #VisitAnnapolis #AnnapolisMoms #ArtIsAllAroundYou
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