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Flights

Sleepy Hollow is Only a 50-Min 🚂 from Grand Central in NYC🗽

Fly Nonstop to NYC from $36 RT & Grab a Train to Sleepy Hollow for Under $16

From $36

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Published by
Sophie_Coderre·8/28/2025
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The town of Sleepy Hollow, NY goes all out for the Halloween season, being the location of the famous spooky tale, the Headless Horseman. Did you know it's quite easy to reach Sleepy Hollow from central NYC? You can grab a train out of Grand Central Station that takes less than hour and costs under $16—making for the perfect day trip. So, whether you are a New Yorker, or are willing to fly into the city and grab an easy train to this location, we've provided options below to visit Sleepy Hollow.

Below, we've listed nonstop flight options surrounding peak Halloween dates from $36 round trip. Alternatively, there are some train and bus options to get you to New York City.

Departure

  • Boston
  • Massachusetts
  • United States
  • Chicago
  • Illinois
  • Washington
  • District of Columbia
  • Atlanta
  • Georgia
  • Nashville
  • Tennessee
  • Miami
  • Florida
  • Dallas
  • Texas
  • Houston
  • Los Angeles
  • California
  • San Francisco

Destination

  • New York City
  • New York
  • United States
  • Sleepy Hollow

Other Options

Our Recommendation for a Hotel in Tarrytown (Sleepy Hollow)

Additional Information

*All of our deals are available at the time of publishing, but prices are subject to fluctuations and changes at any time.

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