Sleepy Hollow New York
The Halloween Capital
of the Hudson Valley

Experience Halloween like never before in Sleepy Hollow New York!  Wildly popular attractions, festivities, and events will keep your head spinning throughout the month of October.

But there's more to it than ghosts and goblins... Any time of year, you can explore beautiful neighborhoods, sprawls of parkland, the downtown village streets, and even a lighthouse.

Halloween Events & Activities in Sleepy Hollow, New York

Washington Irving wrote the famous short story: The Legend of Sleepy Hollow almost 200 years ago. And ever since, this little "lap of land" has captured the imaginations of millions.

If you're coming to visit for the Halloween festivities throughout the month of October, this is what you want to do: 

Roam through the headstones of the Van Tassels, and explore the haunts of the Headless Horseman at the...

Old Dutch Church Burying Grounds - the oldest church in New York State.

Here you can see storyteller Jonathan Kruk perform "The Legend of Sleepy Hollow," or perhaps catch a performance on their bellowing organ. 

On the adjacent property, enjoy a spooky lantern tour, and visit revolutionary war grave sites at the Sleepy Hollow New York Cemetery.

The cemetery is an enchanted resting place of winding paths, beautiful landscapes and incredible tombs.

It's a fun and free activity to go out and find the headstones of Washington Irving, Andrew Carnegie, Walter Chrysler, Rockefellers, Astors, and many other notables from American history!

And, whether you're a student of architecture, history, literature, or just dig picnic spots with hudson river views and gardens... can have a great experience as you tour Washington Irving's beloved home: Sunnyside, located on the Hudson River in Tarrytown NY. 

Every weekend in October two must-do events beckon the Halloween lover in us all:

The Great Jack O'Lantern Blaze

The Great Jack O'Lantern Blaze at the Van Cortlandt Manor in nearby Croton-on-Hudson, NY, 

At the Blaze, thousands of hand carved pumpkins are on display.

Many of them are stacked into eye popping statues which illuminate your path as you walk through the farmland.

This is a kid friendly event. Plus, they serve hot apple cider!

The Horseman's Hollow and Other Events in Sleepy Hollow

The Horseman's Hollow haunted trail event is held at the 17th century farm, Philipsburg Manor. 

Horseman's Hollow is a very popular event, drawing hordes of visitors each weekend night in October.

We don't recommend bringing children younger than 12 here. 

The actors are very aggressive and there's plenty of gory scenes.

Other popular October events in the Sleepy Hollow New York community like the Halloween Parade, and the Haunted Hayride are brilliant ideas for you and your family. 

Both of these events are hosted by Historic Hudson Valley - who operates a number of historical properties throughout the region - including Kykuit, and Sunnyside.

But What about the Real Sleepy Hollow NY? 

Of course, it's not all just a bunch of Halloween hype. Real people live in real communities around here. And they'll tell you the correct name of their village is North Tarrytown

Beekman Avenue and the surrounding village streets are where you'll find most of the restaurants, bars, bodegas, and multi-family houses.

It's the kind of place where you could do your grocery shopping, get your hair cut, and hop on the train without ever using your car.

Further afoot there are gorgeous neighborhoods like Philipse Manor and Sleepy Hollow Manor.

In these upscale neighborhoods you have many fine historic houses. Joggers and suit-and-tie commuters are a familiar site on the extra wide streets. 

The homes in Warren Park, another desirable residential neighborhood in Sleepy Hollow, New York, are modest in comparison to Philipse Manor.

But Warren Park really delivers for those who value being near good wooded trails. This neighborhood connects to the Rockefeller Preserve, a huge nature preserve, and New York State Park. 

There are also pricey waterfront condos at Ichabod's Landing and a new Toll Brothers mini mansion development off County House Road.

And of course, the new proposed mixed-use development Edge-On-Hudson, which will transform the empty GM lot. 

Check out this neighborhood map for a better perspective on all this.

The recently renovated Sleepy Hollow New York High School is part of the union-free public schools of the Tarrytowns and proudly serves a diverse population.

The attractive campus high up on a hill overlooking Broadway has sprawling brick buildings, excellent facilities, and river views.

The school mascot? You guessed it... The Headless Horseman!

For your rumbling belly, Sleepy Hollow New York restaurants offer a wide array of cuisine. And most of them are within walking distance from each other. But by far, our favorite is Finalmente's Italian Bistro. The dim setting, and authentic food makes for a romantic evening with your special someone.

We also like Santorini's, a Greek Restaurant on Valley Street. A good Mexican place, Que Chula Es Puebla, is across the street from it, too.

There's Thai cuisine on Cortlandt Street at Tyrynda Thai, and you can grab some Ecuadorian food and catch the soccer match at Amazonas on Beekman ave.

Another favorite of ours is Bridge View Tavern.

B.V.T. has tons of quality beer on tap, and offer great belly busting entrees and appetizers. J.P. Doyle's Irish Pub - the headquarters of the St. Patrick's Day Parade - is also a popular spot on Beekman Ave. 

Blue Hill at Stone Barns is a ritzy restaurant and working farm located at the Stone Barns Center. All the food is raised on site and the menu is crafted around the seasons harvest, making your farmer's feast wholesome and fresh. Do make reservations and wear formal attire!

Beautiful Settings...

Pass a beautiful day in the outdoors in one of these locations here in Sleepy Hollow New York.

sleepy hollow ny lighthouse

Rockefeller State Park Preserve has over 1,000 acres of woodlands, meadows, wetlands and a 24 acre lake!

There are seemingly endless trails to enjoy year round. Try Hiking, Birding, Horseback riding, or Cross-country skiing!

And of course, you can experience remarkable architecture, gardens, art, and scenery at the nearby Kykuit; The Rockefeller Estate.

Kingsland Point Park is an amazing river front space. There's a lighthouse, gazebos, ball fields, a fenced in Dog-Run, a Playground, BBQ's and even an occasional jazz concert!

And, well you might need an invitation, or a membership to enjoy this one, but the Sleepy Hollow Country Club is one of the most prestigious country clubs in the United States and simply a drop dead gorgeous golf course.

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