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Arts & Entertainment, Community, Do Not Miss

Do Not Miss List

August 12, 2025 by Piper Langenfeld

Week of 8/14 – 8/20

Presented by

Thursday, August 14 – Saturday, August 16 | Tax-Free Week | Maryland 

Thursday, August 14 – Sunday, August 31 | Midnight Joe Look-Alike Contest | BD Provisions

Thursday, August 14 – Friday, August 22 | Cram the Cruiser School Supply Drive | Annapolis Mall 

Thursday, August 14 | Colonial Cocktails: Convict Cocktails | Historic London Town & Gardens

Thursday, August 14 | Unicorn Paint + Play | Play Street Museum

Friday, August 15 | Pretend Play: Camping | Discoveries: Library at the Mall

Friday, August 15 | The Doo Wop Project | Rams Head On Stage

Saturday, August 16 | Elementary School Allowance Workshop | CovingtonAlsina

Saturday, August 16 | Hello Kitty Café Truck | Annapolis Mall

Saturday, August 16 | Annapolis Maritime Museum Activation | Annapolis Mall

Saturday, August 16 | Halal Food Festival | Anne Arundel County Fairgrounds

Saturday, August 16 | Middle School Financial Literacy Workshop | CovingtonAlsina

Saturday, August 16 | O’Loughlin’s Anniversary Party | O’Loughlin’s Restaurant

Saturday, August 16 | Annapolis Sunset Cruise with Rick & The Revolving Doors | Annapolis City Dock

Sunday, August 17 | JAMAICA Fest | Silver Spring Civic Building

Sunday, August 17 | Wine Down at the Farm | Goshen Farm 

Sunday, August 17 | BloomHaven: Stephen Arnold & Sea Change | Maryland Hall

Monday, August 18 | Pokémon Locals Competition | TokenMTG

Monday, August 18 & Tuesday, August 19 | The Best of the Jukebox | Classic Theatre of Maryland

Tuesday, August 19 | Elementary Glee | Naptown Sings and Plays

Tuesday, August 19 | Women, Wine & Wisdom | Federal House 

Wednesday, August 20 | Audra Lomax and the EC Jazz Collective | Historic London Town & Gardens

Wednesday, August 20 | Navy Athletics Movie Night: Moana 2 | Navy-Marine Corps Memorial Stadium

Wednesday, August 20 | The Machine Performs Pink Floyd Unplugged | Rams Head On Stage

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Related posts:

Eye on Annapolis: Top 5 in the News | August 4 2025 | Summer Weekday Fun: A Budget-Friendly Itinerary for Kids Do Not Miss List The Blue AngelsThe Ultimate Annapolis Guide to Commissioning Week 2025
Category: Arts & Entertainment, Community, Do Not MissTag: Activities, Annapolis, Family Friendly See all posts by Piper Langenfeld

About Piper Langenfeld

Previous Post:Historic Maryland State House TourEye on Annapolis: Top 5 in the News | August 11 2025 |
Next Post:Forks Up, Pinkies Out: Ladies Lunch in Annapolis

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🌸 Spring in Annapolis just hits different… 🌼

Boats in the harbor, flowers in bloom, and that fresh Chesapeake breeze 🌊⚓️

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