Check out some tips from us locals below!

Parking & Traffic:

Weekends in Sleepy Hollow can get seriously crowded, and finding parking is like hunting for a ghost—nearly impossible! As locals who park on the street, we know the struggle. By noon, spots are scarce, and traffic can be a real nightmare.

TIP: Ditch the car! Leave it at your hotel and grab a taxi—trust us, it’s more reliable than Uber or Lyft around here. Plus, Sleepy Hollow and Tarrytown are super walkable, so you won’t miss out on any of the spooky sights!

Arrive Early to Beat the Crowds:

Sleepy Hollow is a popular destination during the fall, and the earlier you start your day, the more you can see without getting stuck in the crowd, especially in places like the Sleepy Hollow Cemetery.

TIP: If you’re an early bird, you’ll have a better chance of snapping photos at popular spots like the Headless Horseman Bridge or Welcome to Sleepy Hollow Sign, without a crowd in the background. Plus, you’ll get a jump on parking!

Restaurant Wait Times:

Hungry? Be prepared to wait! Popular spots like Bridgeview Tavern and Horsefeathers often have lines stretching out the door. If you can, call ahead to see if they take reservations (though many don’t).

TIP: Keep a list of backup restaurants just in case the wait is too long. Both Sleepy Hollow and Tarrytown have plenty of delicious options to explore, so you won’t go hungry!

Planning Ahead:

The best events in Sleepy Hollow happen on the weekends, so planning ahead is key. To catch all the spooky action, check out the event calendar at the Visit Sleepy Hollow website! (https://visitsleepyhollow.com/events/)

Tour the Nearby Historical Sites

Sleepy Hollow is surrounded by rich history, with plenty of fascinating sites to explore. Don’t miss landmarks like the Old Dutch Church, Philipsburg Manor, Lyndhurst Mansion, and Washington Irving’s Sunnyside—each offering a unique glimpse into the past.

TIP: These popular sites often require advance reservations, especially during peak season. Be sure to book your tickets ahead of time to secure your spot and make the most of your visit.

Take Advantage of the Metro-North

The Metro-North Railroad is a fantastic way to explore the surrounding areas without the hassle of driving. It’s especially useful if you want to check out the nearby rivertowns or head to the famous Jack O'Lantern Blaze!

TIP: Hop on the train for a scenic ride along the Hudson River. It’s convenient, affordable, and saves you the stress of finding parking at popular events.