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Arts & Entertainment, Community, Do Not Miss

Do Not Miss List

October 7, 2025 by Piper Langenfeld

Week of 10/9-10/14

Presented by

Thursday, October 9

Bring a Friend Week with Chesapeake Youth Symphony Orchestra | Maryland Hall

Annapolis Sailboat Show | Annapolis City Dock (Oct. 9-12)

Watermark’s and Historic Annapolis’ Special Historic Hauntings | 188 Main Street (Oct. 9-11)

Crystal Sale | Annapolis Crystals’ Instagram Live 

Friday, October 10 

iDance4aCure | Creative Force Dance Center

Field Work Fridays | Jug Bay Wetlands Sanctuary 

Social Bridge | Captain Avery Museum 

A New World | Maryland Hall (Oct. 10 & 11)

Kristen DeBruycker Jiu-Jitsu Classes | Kogen Severna Park 

Saturday, October 11

Art @ the Park | Quiet Waters Park (Oct. 11 & 12)

Bird Watching 101: Heading South for the Winter | Historic London Town & Gardens

The Climb with Postpartum Support International | Annapolis Mall

Second Saturday Divorce Workshop | CovingtonAlsina: Virtual

Fall Fun Day | Kinder Farm Park 

Storytime at Hogshead: Tales of a Tradesperson | Hogshead Trades Museum

Naptown Vinyl Record Show & Vintage Market | Maryland Hall

Sacred Spaces Artist Talk | Banneker-Douglass-Tubman Museum 

Party in the ‘Port | Eastport Yacht Club

Watermark’s Weird, Wacky, & Unusual History of Annapolis Tour | 188 Main Street

Close Enemies featuring Tom Hamilton of Aerosmith | Rams Head On Stage

Sunday, October 12

Chestertown Challenge Half Marathon Run & 5K Run/Walk | Wilmer Park

Fall Harvest Festival + War of 1812 | Historic Hancock’s Resolution 

Cantori Presents: Wildflowers | Maryland Hall

A Conversation with Abby Phillip | Maryland Hall

Steven Page (Formerly of Barenaked Ladies) | Rams Head On Stage

Monday, October 13 

Social Security Webinar | CovingtonAlsina: Virtual 

Tuesday, October 14 

Birds of a Feather | Historic London Town & Gardens

National Dessert Day | Federal House 

Northern Slavery in Colonial America | Historic Annapolis: Virtual 

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

About Piper Langenfeld

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The Latest from our Facebook Page

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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