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Arts & Entertainment, Community, Do Not Miss

Save The Date List

August 16, 2026 by Piper Langenfeld

Wednesday, September 16

Anne Arundel County Fair | Anne Arundel County Fairgrounds (Sept. 16-20)

Friday, September 18

For the Love of the Library | Busch Annapolis Library 

Official Baygrass Kick-Off Party with Jammy Buffet | Maryland Hall 

Compass Rose Theater Presents You’re a Good Man, Charlie Brown | Live Arts Studio (Sept. 18-Oct. 4)

Saturday, September 19

Annapolis Baygrass Music Festival | Sandy Point State Park (Sept. 19-20)

21st Annual Boatyard Beach Bash | Annapolis Maritime Museum

Ballet Theatre of Maryland Presents Ballet in the Garden | Hammond-Harwood House 

Naptown Philharmonic Orchestra Presents ¡Viva la Música! A Night of Fire & Flair | Maryland Hall 

Sunday, September 20

Annapolis RUN for The Light House | Quiet Waters Park 

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

Cyril Neville | Rams Head On Stage

Thursday, September 24

Historic Annapolis Presents Blazers . Bourbon . Cigars | William Paca House & Garden 

Brett Dennen | Rams Head On Stage 

Friday, September 25

All Things Go Music Festival | Merriweather Post Pavilion (Sept. 25-27)

Saturday, September 26 

Greater Crofton Chamber of Commerce Presents the Fall Festival on the Green | Crofton Country Club 

Navy Women’s Soccer vs. Colgate | United States Naval Academy 

Kunta Kinte Heritage Festival | Navy-Marine Corps Memorial Stadium

Sunday, September 27

Inner West Street Association Presents Oktoberfest | West Street, Annapolis

Ballet Theatre of Maryland and Historic Annapolis Present a La Sylphide Storytime | William Paca House & Garden 

Monday, September 28

Annapolis Area Christian School Athletic Golf Classic | The Golf Club at South River

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Category: Arts & Entertainment, Community, Do Not MissTag: Activities, Annapolis, Family Friendly See all posts by Piper Langenfeld

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Our Community Suppor

Our Community Supporter, Davy Dance Academy, is bringing a little holiday magic to the stage with their Polar Express Holiday Musical! 🚂✨

🎟️ Tickets are on sale now!
📅 Saturday, December 19, 2026
⏰ 2:00 PM & 6:00 PM
📍 Anne Arundel Community College
🎫 Tickets: $15 kids (ages 2–12) & $20 adults

🔗 Get your tickets here: 22055.recitalticketing.com

We love seeing local businesses like Davy Dance Academy bring our community together through the arts. ❤️

#AnnapolisMoms #AnnapolisDance #HolidayMusical
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A LITTLE CULTURE, A LITTLE COMEDY, AND SOME HOLIDAY SHOPPING — WHAT’S ON YOUR WEEKEND CALENDAR? 👀

There’s a good mix of things happening around Annapolis this weekend, from live performances and local shopping to wine tastings and a celebration of Indigenous arts.

Here’s what’s coming up November 13–15:

🎭 Oklahoma! at Maryland Hall
🍷 Tastings & Tunes: Wine & Beer Fest on West
🎁 Holiday Pop-Up Shop at Severna Park Community Center
😂 Comedian Paul Mecurio at Rams Head on Stage
🥁 Uhwachi-Reh Indigenous Arts at Pip Moyer Recreation Center

There’s a little something for every kind of weekend plan, so take your pick and get those dates on the calendar!

👉 See the full Do Not Miss List here: annapolismomsmedia.com/do-not-miss-list-november-12-2026/

#AnnapolisMoms #DoNotMissList #AnnapolisEvents #WeekendPlans #ThingsToDoAnnapolis
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