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






Know Before You Go: Annapolis Songwriters Festival