©

Sleepy Hollow trip planner

Create a fully customized
day-by-day itinerary for free

Itinerary Planner
+ Add destination
2 adults
Adults
- +
Teens
- +
Kids
- +
Close

Sleepy Hollow

Sleepy Hollow is a village in the town of Mount Pleasant in Westchester County, New York. The village is located on the east bank of the Hudson River, about north of New York City, and is served by the Philipse Manor stop on the Metro-North Hudson Line. To the south of Sleepy Hollow is the village of Tarrytown, and to the north and east are unincorporated parts of Mount Pleasant. The population of the village at the 2010 census was 9,870.Originally incorporated as North Tarrytown in the late 19th century, in 1996 the village officially adopted the traditional name for the area. The village is known to many via "The Legend of Sleepy Hollow", a short story about the local area and its infamous specter, the Headless Horseman, written by Washington Irving, who lived in Tarrytown and is buried in Sleepy Hollow Cemetery. Owing to this story, as well as the village's roots in American history and folklore, Sleepy Hollow is considered by some to be one of the "most haunted places in the world".The village is home to the Philipsburg Manor House and the Old Dutch Church of Sleepy Hollow, as well as the Sleepy Hollow Cemetery, where Washington Irving, Andrew Carnegie, Walter P. Chrysler, Brooke Astor, Elizabeth Arden, Thomas J. Watson of IBM, Samuel Gompers, and many others are buried.
To arrange what you want to do in Sleepy Hollow, use our United States trip planner.
Source
Create a full itinerary — for free!

Plan your trip to Sleepy Hollow

  • Get a personalized plan

    A complete day-by-day itinerary
    based on your preferences
  • Customize it

    Refine your plan. We'll find the
    best routes and schedules
  • Book it

    Choose from the best hotels
    and activities. Up to 50% off
  • Manage it

    Everything in one place.
    Everyone on the same page.

Where to stay in Sleepy Hollow

Browse hotels, guesthouses, and unique homes and book your stay on the world's leading accommodation sites.
Live like a local, find unique places to stay
Millions of travel reviews on TripAdvisor

Recently planned trips to Sleepy Hollow

5 days in Sleepy Hollow BY A USER FROM IRELAND October, popular PREFERENCES: October ATTRACTION STYLE: Popular PACE: Medium 2 days in Sleepy Hollow BY A USER FROM UNITED STATES November, popular PREFERENCES: November ATTRACTION STYLE: Popular PACE: Medium 1 day in Sleepy Hollow BY A USER FROM UNITED STATES November, culture, outdoors, relaxing, historic sites, shopping, popular & hidden gems PREFERENCES: November, culture, outdoors, relaxing, historic sites, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 1 day in Sleepy Hollow BY A USER FROM UNITED STATES November, popular PREFERENCES: November ATTRACTION STYLE: Popular PACE: Medium 1 day in Sleepy Hollow BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: October, culture, outdoors, relaxing, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 2 days in Sleepy Hollow BY A USER FROM UNITED STATES December, popular PREFERENCES: December ATTRACTION STYLE: Popular PACE: Medium 2 days in Sleepy Hollow BY A USER FROM UNITED STATES December, popular PREFERENCES: December ATTRACTION STYLE: Popular PACE: Medium 1 day in Sleepy Hollow BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, wildlife, popular PREFERENCES: October, culture, outdoors, relaxing, wildlife ATTRACTION STYLE: Popular PACE: Medium 2 days in Sleepy Hollow BY A USER FROM UNITED STATES December, popular PREFERENCES: December ATTRACTION STYLE: Popular PACE: Medium 1 day in Sleepy Hollow BY A USER FROM UNITED STATES October, popular PREFERENCES: October ATTRACTION STYLE: Popular PACE: Medium 11 days in United States BY A USER FROM UNITED STATES October, outdoors, historic sites, hidden gems PREFERENCES: October, outdoors, historic sites ATTRACTION STYLE: Hidden gems PACE: Medium 3 days in Sleepy Hollow BY A USER FROM UNITED STATES October, culture, outdoors, historic sites, popular & hidden gems PREFERENCES: October, culture, outdoors, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium
View more plans