Rockwood Ramble 10k

Rockwood Hall 1 Rockwood Road, Sleepy Hollow, NY

Starting and finishing in historic Rockwood Hall, the annual Rockwood Ramble 10K is a favorite. Scenic Hudson River views greet runners before the course veers into the woods. The wide carriage roads provide the perfect setting for experienced trail runners and first timers. Say goodbye to traffic, pavement and noise and hello to the Preserve! …

$20 – $50

Shakespeare at Sunset

Rockwood Hall 1 Rockwood Road, Sleepy Hollow, NY

As William Shakespeare famously wrote, "All the world's a stage." Bring a picnic and a blanket and come ready to read or just relax and listen. We will have fun with the Bard's work as it was meant to be experienced: outdoors and out loud, without homework, essays, or tests. Whether you're a novice, a …

$3
Recurring

History of Rockwood Hall

Rockwood Hall 1 Rockwood Road, Sleepy Hollow, NY

Join park Historian, David Teich, on an adventure into the past as he explores Rockwood Hall and its rich history through stories of the land and the people who called it home. Former estate of William Rockefeller, this site boasts scenic views overlooking the Hudson, lush forests, and remnants of 19th century luxuries. Leashed dogs …

$3

Pocantico Hills Marathon

Rockwood Hall 1 Rockwood Road, Sleepy Hollow, NY

This challenging and beautiful course begins and ends at the Rockwood Hall portion of Rockefeller State Park Preserve overlooking the Hudson River and the Palisades. This is just off Route 9 in Sleepy Hollow, next to Phelps Hospital. Both the half marathon and marathon are single loop courses almost entirely on wide groomed carriage roads, and …

$75 – $200

There’s something for everyone in the real Sleepy Hollow—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 5K run, Halloween parade, and of course, the Headless Horseman! For the latest on Fall events, visit our guide to Halloween in Sleepy Hollow.