Explore Sleepy Hollow

Welcome to Sleepy Hollow 👻 - our hometown and the ultimate fall destination. October here is like nowhere else: haunted hayrides, cemetery tours, the SUP witches festival, and everything Headless Horseman. It’s what makes our village world-famous every spooky season.

We hope you find the info here useful as you plan your visit to Sleepy Hollow!

From lantern-lit cemetery tours and the Old Dutch Church to the iconic Headless Horseman Bridge, Sleepy Hollow is packed with must-see spots each spooky season. Between events and sightseeing, you can wander Rockefeller State Park for fall foliage or catch a sunset over the Hudson River at Kingsland Point Park.

Things to do in Sleepy Hollow

Spooky season here is next-level:

  • Haunted Hayrides 🎃

  • Halloween Parade & block parties

  • SUP Witches Festival

  • Street fairs & Spooky tours

And outside of October? Holiday markets, summer concerts, and farmers markets keep the calendar busy.

Events in Sleepy Hollow

Sleepy Hollow Souvenirs & Shopping

Want to bring a piece of Sleepy Hollow home? 🕯️

We run The Horseman’s Shop, an online shop based here in Sleepy Hollow. You’ll find Headless Horseman tshirts, enamel pins, magnets, and other souvenirs inspired by our hometown. Shop online 24/7 or catch us at pop-ups during spooky season.

  • Sleepy Hollow is only 25 miles north of NYC.

  • Train: Metro-North Hudson Line → Tarrytown stop or Philipsburg Manor → quick Uber/walk.

  • Car: I-87 or Saw Mill Parkway, 35–45 minutes from Manhattan.

  • On foot: Once you’re here, exploring by walking is the best way to soak it all in.

Getting Here

You won’t find Airbnbs in Sleepy Hollow itself, so your best bet is to book nearby hotels. The Sleepy Hollow Hotel and the historic Tarrytown House Estate are both close by. There are also additional hotels in Tarrytown and the surrounding towns. Just make sure to book ahead as rooms sell out fast!

Where to Stay

  • October weekends are packed - weekdays are more chill.

  • Parking fills early; the Metro-North train to Tarrytown is the hack.

  • Night cemetery tours? Book ahead, they sell out quick.

  • Want a break from the crowds? Rockefeller trails and the riverfront are our go-tos.

  • Don’t just ghost us after Halloween - Sleepy Hollow is fun in every season.

Tips from Locals