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Arts & Entertainment, Community, Do Not Miss

Save The Date List

December 28, 2025 by Piper Langenfeld

Presented by


Wednesday, January 28 

Arundel Biz Expo | The Hotel at Arundel Preserve 

Thursday, January 29

Arts on Stage Presents The Rainbow Fish | Chesapeake Arts Center

Other Desert Cities | The Colonial Players (Jan. 29-31)

Friday, January 30 

Annapolis Symphony Orchestra Presents Legends | Maryland Hall (Jan. 30 & 31)

Saturday, January 31

The Great Gatsby | The Hippodrome Theatre (Jan. 31-Feb. 7)

Watermark Presents the Colonial Annapolis & Maryland State House Walking Tour | Annapolis City Dock: Visitor’s Information Booth (Jan. 31-Feb. 8)

Hanging Terrarium Workshop | Homestead Gardens: Severna Park 

Sunday, February 1

Naptown Flea with Annapolis Idiot | Maryland Hall 

Annapolis Symphony Orchestra Presents Legends | Strathmore Music Center

Monday, February 2

Hanging Terrarium Workshop | Homestead Gardens: Davidsonville

Tuesday, February 3

Maryland’s Best Expo 2026 | Navy-Marine Corps Memorial Stadium 

G. Love & Special Sauce with Makua | Rams Head On Stage (Feb. 3 & 4)

Thursday, February 5 

The American Revolution and the Fate of the World | Annapolis Maritime Museum

Friday, February 6 

Holes | Children’s Theatre of Annapolis (Feb. 6-22)

Compass Rose Theater Presents Rent | Anne Arundel Community College (Feb. 6-Mar. 8)

Saturday, February 7 

Watermark Presents the Scandalous Annapolis Walking Tour | Market House Park 

Monstera Master: Talk and Book Signing with Darryl Cheng | Homestead Gardens: Davidsonville

Monday, February 9

1960s Cabaret: Be My Baby | Classic Theatre of Maryland (Feb. 9 & 10)

Tuesday, February 10 

The Young Dubliners | Rams Head On Stage

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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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YOUR WEEKEND PLANS ARE HERE! 🍂

There’s plenty happening around Annapolis this weekend, from fall festivals and Oktoberfest to a heritage festival, book fair, and a special ballet storytime for little ones.

🎉 Fall Festival on the Green with @greatercroftonchamber
📚 AACLC Book Fair
🌍 Kunta Kinte Heritage Festival @kuntakuntefest
🍺 Oktoberfest with West Annapolis Business Association
🩰 La Sylphide Storytime with The Ballet Theatre of Maryland

And don’t miss Blazers . Bourbon . Cigars from Historic Annapolis on Thursday at the William Paca House & Garden.

For the little ballet fans, La Sylphide Storytime brings the classic ballet to life with dancers, a meet-and-greet, crafts, and refreshments also at the Paca House 🩰

Save this post, send it to your group chat, and start making plans!

👉 See the full list here: annapolismomsmedia.com/do-not-miss-list-sept-24/

#AnnapolisMoms #DoNotMissList #WeekendPlans #FamilyFun #LocalEvents
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