Halloween Hike: Sleepy Hollow

Join Girls Gone Hiking for a spooky-season hike through the Sleepy Hollow countryside on Halloween morning! 🎃👻 We’ll wander the trails of Rockefeller State Park Preserve, a few miles from the village that inspired The Legend of Sleepy Hollow, through fall woods, open meadows, and along the Pocantico River. Along the way, we’ll visit Spook Rock—where legend tells of celestial maidens dancing beneath the stars—before continuing to Hulda’s Hut, the former home of Sleepy Hollow’s mysterious healer and “witch.” Come wearing something festive! A costume, witch hat, cat ears, cape, face paint—whatever makes you smile. Just make sure it's something you can walk comfortably in for 4 miles (no heels, long trailing hems, etc). We’ll take a group photo on the trail. Slow-paced, friendly, and all levels welcome. You don’t need to know anyone to come. The Trail: WITCH’S TRAIL in ROCKEFELLER PARK PRESERVE Elevation Gain: 450 ftHike Time: 2 HoursDifficulty: EasyDistance: 3.5 Miles What to Bring Warm layers 1–2L of water and snacks Sneakers are okay for this trail! No cotton socks—wool or synthetic only Hat/SPF and a rain layer if the forecast looks iffy Itinerary 9:00am: Take the 9:25am Metro-North train from Grand Central to Philipse Manor, arriving at 10:21am 10:30am: Walk 15 minutes to Sleepy Hollow Cemetery to begin the hike 10:45am: Hit the trail 12:00pm: Wrap up; optional lunch in Tarrytown or Sleepy Hollow afterward. There’s also a farmers market open until 1:30pm! Questions?