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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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💦 Sunshine, swimsuits, and pool days are calling… and our Annapolis Moms community supporter The Pool Peeps is making it easy to dive right in! ☀️🏊‍♀️

If your backyard oasis still needs its seasonal glow-up, our friends at Pool Peeps are the crew to call. They make pool openings feel effortless so Annapolis families can skip the stress and get straight to the fun. 💙

From sparkling clean water to taking care of all the chemicals, Pool Peeps handles it all and they’re known for making pool season way more fun (and way less work 🙌).

If you’ve been looking for a reliable local company to keep your pool party-ready all summer long… we definitely recommend Pool Peeps! 💦✨

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#AnnapolisMoms #CommunitySupporter #PoolPeepsMD #AnnapolisPool
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We are so excited to introduce Michael Sallustio, owner of Arundel Mediation as our newest Community Supporter. Michael is a Mediator and Parenting Coordinator. When couples are separating or divorcing, he helps them create legally enforceable Parenting Plans (Custody Agreements) that serve the children's best interests while saving the parents considerable time and money. Call or email him for a free consultation. ... See MoreSee Less

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Arundel Mediation - Mediation | Dispute Resolution | Parenting Coordination | Maryland

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Arundel Mediation and Parenting Coordination provides conflict resolution services for disputes concerning family, business, child custody, neighbor issues, workplace, school, estates, etc. Whether yo...
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