Feel the chill in the air? Us too! 🍂 Share this list with who you want by your side this season. ✨ 🎃 Sep 28 – Oct 5: Cafe Diem Annapolis Coffee Crawl 🎃 Oct 2 – 5 & Oct 9 – 12: Powerboat Show Sailboat Show 🎃 Oct 6: The Great Annapolis Pumpkins arrive 🎃 Oct 11: Maryland Million Day 🎃 Oct 18: Annapolis Pride Parade & Festival 🎃 Oct 19: Fall Family Fun Day at the Visitor’s Center 🎃 Oct 19: Maryland Ave Fall Festival 🎃 Oct 24: Great Annapolis Pumpkin Carving 🎃 Oct 24: Annapolis Night Market

🍂FALL IS IN THE AIR!🍂 With Fall Festival happening on Maryland Avenue this Sunday, it’s the perfect opportunity to make it a true Annapolitan day with some fun AND history! Stroll down Prince George Street to the William Paca House for 👻 MOURNING & MEMORY: SPIRITS OF THE PACA HOUSE👻 tours! Enjoy the incredible Annapolis Living Historians as they give immersive tours, traveling through different time periods and showing how early Americans mourned and remembered. 🥀 Come by between 2 pm - 4 p

Create your moment in Annapolis. | Visit Annapolis

Every day, a team of cooks and waitstaff serves 13,500 meals at the United States Naval Academy in Annapolis, Maryland. | Insider Food