Sponsored

  • Rockwood Ramble 10k

    Rockwood Hall Phelps Way, Pleasantville, NY, United States

    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
  • Sunset Hike at Rockwood Hall

    Sunset Hike at Rockwood Hall
    Rockwood Hall Phelps Way, Pleasantville, NY, United States

    Join this 3-mile sunset hike at Rockwood Hall for what the organizer hopes will be a spectacular view over the Hudson River and the Tappan Zee Bridge. Please dress according to weather conditions and bring water. Leashed dogs are welcome. This hike is at Rockwood Hall, DO NOT go to the main Preserve entrance. The parking …

    $3
  • History of Rockwood Hall

    History of Rockwood Hall
    Rockwood Hall Phelps Way, Pleasantville, NY, United States

    Join Rockwood docent 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
  • Earth Day Sunset Hike at Rockwood Hall

    Rockwood Hall Phelps Way, Pleasantville, NY, United States

    Celebrate Earth Day on this 3-mile sunset hike at Rockwood Hall for what the organizer hopes will be a spectacular view over the Hudson and the Tappan Zee Bridge. Please dress according to weather conditions and bring water. Leashed dogs are welcome. This hike is at Rockwood Hall, DO NOT go to the main Preserve …

    $3
  • Hike with Mike: Rockwood Hall to Eagle Hill

    Rockwood Hall Phelps Way, Pleasantville, NY, United States

    Experience the variety of scenery Rockefeller State Park Preserve has to offer in this 5-mile hike from Rockwood Hall to Eagle Hill and back, guided by historian Mike Miernik. Enjoy multiple different views of the Hudson River, the park's famous triple-arch bridge, and more. You will hike at a steady pace; bring water and wear …

    $3

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.