Sleep Hollow Returns

25.3 miles

Sleepy Hollow Returns: The Legend Rides Again

Darkness falls once more over the haunted hamlet of Sleepy Hollow. Whispers of the Headless Horseman echo through the misty woods, and your journey begins where legend and terror intertwine. Step into the chilling lore of Washington Irving’s classic tale as you make your way through this eerie 25.3-mile adventure.

Race Details

Distance: 25.3 miles at your own pace

Location: Anywhere, your streets, trails, treadmill, or training grounds

Theme: Inspired by the legend of the Headless Horseman and the ghostly charm of Sleepy Hollow, New York

Race Highlights

Travel the same fog-shrouded paths that have inspired ghost stories for generations.
Encounter echoes of Ichabod Crane and the Horseman himself as you push through each haunted mile.
Earn a Sleepy Hollow-themed reward that proves your courage under moonlight.

Your Mission

The horse’s hooves thunder in the distance. Do you run toward the legend, or away from it?

Summon your courage and outrun the Headless Horseman before dawn breaks. The legend lives on, and now, you’re part of it.

Learn More About Yes.Fit

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Trackers

Yes.Fit connects with 25 of the best fitness trackers including Yes.Fit’s own integrated tracker. You can also use Manual Entry if you’re not into the fancy watches and apps!