Food Truck Friday 2024 Season
Hey Annapolis, Food Truck Friday is the answer to “what’s for dinner?” This event is held on 275 Harry S. Truman Pkwy in Annapolis at the intersection of Harry S. …
Blue Crab Cupcakes Trunk or Treat
Blue Crab Cupcakes is having their third annual trunk or treat! We will have two kid bands playing all night, food trucks, tons of trunks (last year we had over …
Eastport vs Annapolis Tug of War
The Eastport vs Annapolis Tug of War officially starts at the crack of noon! The 2024 Slaughter Across The Water is almost here and the teams are getting together on …
Halloween Spooktacular
Mark your calendar for October 25 and join us for this Halloween Spooktacular presented by KMA Law Office! This free event is open to all. Bring your family and friends …
AA County Sheriff Run & Fall Festival
Don’t miss the AA County Sheriff Run & Fall Festival! Are you ready to make a difference and have a fantastic time doing it? We’re thrilled to announce that registration …
Fall Fest
Spend the afternoon of Saturday, October 26 at the GBIA Carnival Grounds with their Fall Fest! There will be live music, food trucks, and a variety of vendors. Experience Maryland’s …
Fall Fest
Don’t miss the Fall Fest at Annapolis Town Center! Activities include: Pick your own pumpkin patch and decorating Witches brew arts and crafts station Face painting Costume contest Photo ops …
Oktoberfest
Get ready for this year’s Oktoberfest, where West Annapolis welcomes RAR Brewing and Chessie’s Wharf as their beer garden sponsor! Enjoy a cold beer, great food from a variety of …
Art @ the Park
This marks the 34th year for Art @ the Park, a fine arts festival held in beautiful Quiet Waters Park. Art @ the Park is on October 12 and October …
CTA’s Fall Festival
Join Children’s Theatre of Annapolis as they celebrate the beauty of the season at their annual Fall Festival! Bring your family and friends to enjoy: Family-friendly spooky attraction, Apparition Alley …