Annapolis Italian Fall Festa
Join the Sons and Daughters of Italy Annapolis Lodge for a free, family-friendly Fall Italian Festival. Admission is free, with plenty of delicious food and drinks available for purchase. Proceeds …
Maryland Renaissance Festival
The Maryland Renaissance Festival, a tradition for the entire family, begins its 49th season August 23rd and runs Saturdays and Sundays and Labor Day Monday through October 19th for nine weekends of …
The Peach Truck @ Annapolis Mall
The Peach Truck is coming to Annapolis! We’re teaming up with the Annapolis Mall for a local pickup stop (or stops!), and we’d love to see you there. Whether it’s …
Salty Girl Book Sale
Beginning July 19, Homestead Gardens welcomes Salty Girl Books, a mobile book boutique delivering hand-picked romance and thriller novels right from the cutest coastal-inspired book truck. This woman-owned literary pop-up …
JAMAICA Fest
Welcome to JAMAICA Fest! Join us for a day filled with the vibrant culture, delicious food, and lively music of Jamaica. The event will be held at 1 Veterans Pl, so mark …
Annapolis Sailboat Show
Sailors from around the globe gather in beautiful downtown Annapolis every October for the Annapolis Sailboat Show. This annual celebration of sailing features floating docks lined with sailboats from manufacturers …
Annapolis Powerboat Show
October brings the transformation of Ego Alley and Annapolis Harbor into a boater’s dream. Floating docks create a temporary marina showcasing new and premiering boats. There will be the latest …
Fall Festival on the Green
Join us for the Fall Festival on the Green! Celebrate the season with us at the Greater Crofton Chamber of Commerce Fall Festival on the Green—a fun-filled day for the …
Annapolis Family Day Event
The Annapolis Local Organizing Committee presents The 9th Annual Annapolis Family Day Event at the Bates Athletic Complex. Includes phenomenal food vendors, product vendors, a children’s village, horseback riding, and …
Boozy Book Fair
Join us at Pherm Brewing Company for a Boozy Book Fair. Everything you love about an old-school book fair—books, journals, pens, bookmarks, and more—set at a brewery!