Visit Sleepy Hollow
Where the Legend Lives
Sponsored
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1 event,
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Trail and Road Half Marathon Looking for a change of pace? The Sleepy Hollow Half Marathon has the best of fun and scenery. Produced by Rivertown Runners, the 2025 Sleepy Hollow Half-Marathon features approximately 5 miles of carriage roads and groomed trails (crushed gravel and dirt) in the Rockefeller State Park Preserve. The 13.1-mile USATF-certified …
$60 – $70
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There's something for everyone in Sleepy Hollow Country—farmers markets, live music, street fairs, historic homes, hiking trails, kayaking and boating on the Hudson River. Halloween season brings even more for the whole family—haunted hayrides, blazing pumpkins, costumed 10K run, Halloween parade, and of course, the Headless Horseman! For the latest on Fall events, visit our guide to Halloween in Sleepy Hollow.