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Arts & Entertainment, Community, Do Not Miss

Save The Date List

September 7, 2025 by Piper Langenfeld

Presented by

Wednesday, October 8 – Friday, October 31 | Watermark’s & Historic Annapolis’ Special Historic Hauntings Walking Tour | 188 Main Street

Wednesday, October 8 | The Garden Ramble with the Black-Eyed Suzies | Historic London Town & Gardens

Wednesday, October 8 – Sunday, November 2 | MD Corn Maze | Gambrills Road

Thursday, October 9 – Sunday, October 12 | Annapolis Sailboat Show | Annapolis City Dock

Friday, October 10 & Saturday, October 11 | A New World | Maryland Hall 

Saturday, October 11 & Sunday, October 12 | Art @ the Park | Quiet Waters Park

Saturday, October 11 | Bird Watching 101: Heading South for the Winter | Historic London Town & Gardens

Saturday, October 11 | Party in the ‘Port | Eastport Yacht Club

Saturday, October 11 & Sunday, October 12 | Audition for Holes | Children’s Theatre of Annapolis 

Saturday, October 11 | Close Enemies featuring Tom Hamilton of Aerosmith | Rams Head On Stage

Saturday, October 11 | Second Saturday Divorce Workshop | CovingtonAlsina: Virtual

Sunday, October 12 | A Conversation with Abby Phillip | Maryland Hall 

Sunday, October 12 | Nutcracker Storytime | William Paca House & Garden 

Sunday, October 12 | Wildflowers | Maryland Hall

Monday, October 13 | Columbus Day Brunch | Urbano 

Monday, October 13 | Social Security Webinar | CovingtonAlsina: Virtual

Tuesday, October 14 | Birds of a Feather | Historic London Town & Gardens

Tuesday, October 14 | National Dessert Day | Federal House 

Tuesday, October 14 | Northern Slavery in Colonial America | Historic Annapolis: Virtual

Thursday, October 16 | Colonial Cocktails: Spirits with the Spirits | Historic London Town & Gardens

Friday, October 17 – Sunday, October 19 | Ballet Theatre of Maryland’s Giselle | Maryland Hall

Friday, October 17 | Women in Business Networking Event | Trendy Tides Boutique

Saturday, October 18 | Defenders of the Chesapeake: Maryland State Marines | Hogshead Trades Museum 

Saturday, October 18 & Sunday, October 19 | The Wine Festival | Kurtz’s Beach

Saturday, October 18 | Bull & Oyster Roast | The Gunston School 
Sunday, October 19 | Watermark’s Fall Foliage Bay Lighthouse Cruise | Annapolis City Dock

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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 holidays give us precious time with the people who matter most. As you’re catching up, celebrating, and creating memories, you may notice small changes in how aging parents or grandparents are doing at home.

This season is one of the best opportunities to gently check in on their well being. From memory changes to mobility concerns, these subtle signs can help you understand when extra support may be needed.

Angel Care Network, a proud Community Sponsor of Annapolis Moms, has put together a simple, helpful checklist for families.

Head to our blog to read more. angelcarenetwork.com/blog/f/holiday-visits-with-aging-loved-ones

#AnnapolisMoms #HolidayCare #AgingInPlace #FamilySupport #AngelCareNetwork
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Holiday Visits With Aging Loved Ones

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The holidays bring families together, often for the first time in months. Between busy schedules, long distances, and everyday responsibilities, it is easy to miss the gradual changes aging parents ma...
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❄️🎲 Therapy m

❄️🎲 Therapy meets adventure this winter! At Nerd Adventure Therapy 20, a proud Community Sponsor,, licensed psychotherapist (and proud nerd!) Charlene MacPherson mixes the magic of role-playing, board games, and video games with real clinical support.

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