Annapolis Skelly Run

Sat Oct 04 2025 at 08:00 pm to 11:59 pm UTC-04:00

Annapolis, Annapolis, Maryland | Annapolis

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Annapolis Skelly Run
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Get ready to lace up your running shoes for the most spine-tingling fun run of the year “Skelly Run”!
Inspired by the beloved 12ft Halloween decoration “Skelly,” this event is a celebration of all things skeletal and spooky. Whether you’re a die-hard Skelly fan or just looking for a unique, fun-filled experience, this run is for you!
The Skelly Run is a family-friendly 1-5k course filled with Halloween-themed surprises, including larger-than-life Skelly decorations, eerie music & fog, and plenty of photo ops to capture your spookiest running moments. Dress up as your favorite skeleton, Halloween character, or even as Skelly himself for a chance to win prizes in our costume contest!
After crossing the finish line, the fun continues at Skelly City, the ultimate after-party for Skelly enthusiasts. Step into a skeletal wonderland featuring:
Skelly City
The Hollows: Feast of the Dead & Nightmare Market
🦴 Feast of the Dead (Spooky Sustenance)
Food & Beverage Village
👁️ Nightmare Market (Wicked Wares)
Merchandise Vendors
After you conquer the Skelly Run, step into Skellington Square: Midnight Macabre City—a Halloween lover’s paradise where skeletal art, music, and mischief collide!
🏆 Skelly Showdown Display Contest
Calling all skeleton artists and Halloween fanatics! Transform Skelly City into an open-air gallery of the undead. Show off your most creative, spooky, skeleton displays—think “A haunted town square vibe with a Tim Burton-esque twist”. The crowd votes for the Best Skelly Display, so bring your A-game (or should we say, A-bone?).
🎵 Monster Mash Dance Party
The graveyard’s rocking tonight! Bust out your best moves to a killer Halloween playlist at the Monster Mash Dance Party. Skeletons, zombies, and creatures of the night welcome—just no stiff dancing (well, unless you’re in character).
💀 Costumes Encouraged, Skeletons Celebrated!
This is your night to shine (or at least glow in the dark). Whether you’re dressed as a classic monster or a 12ft Skelly superfan, you’ll fit right in.
Skelly City—where Halloween never dies! 🎃💀
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Annapolis, Annapolis, Maryland, United States

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