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Arts & Entertainment, Community, Do Not Miss

Do Not Miss List

August 19, 2025 by Piper Langenfeld

Week of 8/21 – 8/27

Presented by

Thursday, August 21 – Sunday, August 31 | Midnight Joe Look-Alike Contest | BD Provisions

Thursday, August 21 & Friday, August 22 | Cram the Cruiser School Supply Drive | Annapolis Mall 

Thursday, August 21 – Wednesday, August 27 | Watermark’s Annapolis Harbor & USNA Cruise | Annapolis City Dock

Thursday, August 21 | Open Mic Night | Rams Head Tavern

Thursday, August 21 | Hot Sips & Divorce Tips | Betty Center

Thursday, August 21 | Colonial Cocktails: Convict Cocktails | Historic London Town & Gardens

Thursday, August 21 | Live Music from Tim and Katie | O’Loughlin’s Restaurant

Friday, August 22 | Movies Under the Stars: In the Heart of the Sea | Bay Ridge Shopping Center 

Friday, August 22 | Summer Concert Series: 21012 Band & The Biondis | Goshen Farm 

Friday, August 22 | Timmie Metz Band & Tambo | Rams Head On Stage

Saturday, August 23 | Mr. Paca’s Garden Storytime: Plants Feed Me | William Paca House & Garden

Saturday, August 23 & Sunday, August 24 | Maryland Renaissance Festival | Crownsville Road

Saturday, August 23 | Watermark’s Annapolis Sunset Cruise with Live Music Featuring Steven Dunn | Annapolis City Dock

Saturday, August 23 | Morning Message with Spirit | Annapolis Crystals

Saturday, August 23 | The Washington Roast | Rams Head On Stage

Sunday, August 24 | Anchors & Artisans | Annapolis Town Center 

Sunday, August 24 | Puppy Plunge | Camp Letts

Sunday, August 24 | Nature Walk + Mindful Make | Yoga Barn

Monday, August 25 | School Skills for Preschoolers | Eastport-Annapolis Neck Library

Monday, August 25 | Savvy Women | CovingtonAlsina: Virtual

Monday, August 25 | Navy vs William & Mary Soccer Game | Glenn Warner Soccer Facility

Tuesday, August 26 | Southern Slavery in Colonial America | Historic Annapolis: Virtual 

Tuesday, August 26 | The Imaginary Invalid | Reynolds Tavern

Wednesday, August 27 | Annapolis Candidates Preservation Forum | William Paca House & Garden 

Wednesday, August 27 | Author Event: Madeline Martin | Park Books: Community Space

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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 Anne Arundel County Easter Events Guide Eye on Annapolis: Weekly Round-Up
Category: Arts & Entertainment, Community, Do Not MissTag: Activities, Annapolis, Family Friendly See all posts by Piper Langenfeld

About Piper Langenfeld

Previous Post:Navy Athletics Fall Preview: The Perfect Family Outing
Next Post:Eye on Annapolis: Top 5 in the News | August 18, 2025 |

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We are so excited to

We are so excited to introduce Riptide Remodeling LLC as a new Community Supporter! The owners are so great and believe that you don't have to overpay to get amazing quality work. If you are in need of any remodeling project you need to get a bid from Riptide Remodeling LLC!

"Too often, we see homeowners end up paying twice because a bathroom wasn’t done right the first time by the contractor.

These problems don’t always show up right away, but when they do, repairs can be costly.

That’s exactly why we do things differently.

Our work is built to last, with the right materials, proper preparation, and real warranty support.

We believe a remodel should last - not become the next repair.

Message us for a FREE design consultation to get started."
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April is Financial L

April is Financial Literacy Month, and our Community Sponsor CovingtonAlsina is proud to support financial education through a full lineup of workshops and events designed to help individuals make informed financial decisions.

From investing basics to Social Security and retirement planning, their April sessions offer practical insights for every stage of the financial journey. Join them this month and take the next step toward greater financial confidence!

Learn more at: [www.covingtonalsina.com/events](www.covingtonalsina.com/events)
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