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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

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Some wise words from

Some wise words from our Community Sponsor A Team Family Law, LLC

Finding out your spouse has a significant amount of debt can feel overwhelming—but don’t panic. Start by gathering the full picture: what’s owed, whose name is on the accounts, and how the debt was incurred. Not all debt is treated equally in the case of a divorce, and understanding the details early can protect you later.

Before making any decisions, speak with an attorney who can help you navigate your rights and responsibilities. The steps you take now can directly impact your financial future—so move carefully, stay informed, and don’t go through it alone.

#marylandlawyer #annapolislawyer #marylandfamilylaw #MarylandDivorce #DivorceAttorney
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Experience the luxur

Experience the luxury you deserve

At our Community Supporter Sandel Duggal Center for Plastic Surgery and Medical Spa's West Annapolis Med Spa, every visit is more than just a treatment—it’s a personalized journey designed just for you. From the moment you walk in, you’ll feel welcomed, supported, and truly cared for.

Our expert team takes the time to listen and create customized plans tailored to your unique goals—so you can enjoy beautiful, natural-looking results with confidence.

#WestAnnapolis #MedSpa #SelfCare #GlowUp
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