Great Annapolis Pumpkins
Don’t miss the Great Annapolis Pumpkins! This is the time to see the giant 1,000+ pound pumpkins that are already on display throughout Annapolis carved into works of art and …
Annapolis Harbor & USNA Cruise
Join Watermark for the Annapolis Harbor & USNA Cruise! Step aboard the classic Harbor Queen for a narrated cruise of the Annapolis Harbor and the banks of the U.S. Naval …
Jazz in the Garden
Join us in the Paca Garden on a festive fall afternoon and enjoy the musical stylings of Annapolis Jazz Collective with Jazz in the Garden! Stroll in the garden at …
Maryland Corn Maze
Don’t miss the Maryland Corn Maze! Wear your costume if you want. We’re open November 1, 2024 from 9:30 am to 3:30 pm. Let’s keep the fun going! It’s Bring …
Fall Foliage Hike
Take in the beauty of the season on Scenic Rivers Land Trust’s Fall Foliage Hike! Scenic Rivers staff will lead a guided hike of the Contee Farm portion of the …
Midnight Madness
Downtown Annapolis Partnership proudly presents Midnight Madness. This is a historic downtown Annapolis holiday tradition that encompasses the charm and character of our most beloved memories of Norman Rockwell and …
Horse and People Project Open House
Don’t miss the Horse and People Project Open House! Learn about the Project and enjoy a morning out in nature with horses. You’ll do a barn tour, talk about natural …
Howl-O-Ween Barkin’ Bash
Get your furry friend dressed in their best Halloween costume for this Howl-O-Ween Barkin’ Bash! There’ll be food, vendors, and lots of fun for everyone! Tickets for the dog costume …
Baysox Stadium Trunk or Treat
Come join us for a spooktacular evening at the Baysox Stadium for our annual Trunk or Treat event! A Halloween party co-hosted by Macaroni KID and the Bowie Baysox! Dress …
Paws and Pumpkins Fall Fest
The Paws and Pumpkins Fall Fest is a dog-friendly festival that offers a variety of activities for dogs and their owners to enjoy. Join us for a fun-filled day at …