Sleepy Hollow, New York, is the best place to experience the Halloween spirit. The place is famous for its connection to Washington Irving's The Legend of Sleepy Hollow, and in October, the village is a great place for family fun and tons of spooky thrills. During Halloween, Sleepy Hollow is completely different and truly encompasses the feel of the season.
This guide explores the top Halloween events near Sleepy Hollow, NY, making it easy for you to decide and select an event or events that you wish to attend.
A fascinating event you won’t want to miss this Halloween is the Tarrytown Music Hall’s Haunted Tour. Led by master storyteller Jonathan Kruk, this directed visit brings you profoundly into the past of the Music Corridor, which worked in 1885 during the level of Mogul's State period. In those days, it was a spot for extravagant balls and shows went to by unmistakable families like the Rockefellers and Vanderbilts. Throughout the years, it's likewise been a setting for ladies' testimonial conventions and official talks, and, surprisingly, persevered through pandemics, including those of 1918 and 2019. The most chilling part? Some accept that spirits of the past actually wait here.
As an official stop on the Haunted History Trail of New York, the Tarrytown Music Hall has been investigated multiple times by the Gotham Paranormal Research Society. Their findings consistently detect paranormal activity, including eerie EVP recordings and electromagnetic field readings. The 45-minute tour starts in the theater lobby and includes stair climbing and standing, but it’s worth every moment for a glimpse into the supernatural side of this historic venue. It’s the perfect blend of history and haunts, making it a key stop for your Halloween in Sleepy Hollow.
The drive from Sleepy Hollow to Tarrytown Music Hall is approximately 1 mile. If you prefer walking, it’s a pleasant stroll of about 1 mile along the scenic Hudson River waterfront, allowing you to soak in the beautiful views before the tour begins.
For a spine-tingling Halloween experience, visit the Myths & Mysteries Guided Tour at the Armour-Stiner Octagon House. This immersive tour takes one on a journey into the eerie history, spiritualism, and unexplained phenomena tied to this one-of-a-kind 19th-century mansion. With mysterious tales and ghostly encounters, it offers a unique way to explore the Hudson Valley’s haunted past.
The house is just about 2 miles from The Sleepy Hollow Hotel, making it an easy addition to your spooky itinerary during your stay. This event is perfect for thrill-seekers and history buffs alike.
Looking for an evening filled with mystery, illusion, and a touch of the supernatural? Head to Philipsburg Manor for The Spirits of Sleepy Hollow Country, an event that brings the magic and lore of Sleepy Hollow to life. Acclaimed illusionists Mark Clearview and Nick Wallace will weave a spellbinding experience, blending storytelling with awe-inspiring illusions inspired by the area's legends. From the haunting spirit of Hulda of Bohemia to the infamous Headless Horseman, you’ll be transported into a world where history and the supernatural collide.
Clearview and Wallace’s performances will leave you mesmerized as they connect with the spirits said to still roam Sleepy Hollow. It’s a night of enchantment for magic lovers and those fascinated by Sleepy Hollow’s folklore. The event runs on select dates from September 27 to November 3, with performances on Fridays, Saturdays, and Sundays, making it the perfect Halloween outing.
Philipsburg Manor, where The Spirits of Sleepy Hollow Country event takes place, is about 2 miles from Sleepy Hollow. For a more immersive experience, you can walk the 2-mile path along the river, taking in the sights and sounds of the historic Sleepy Hollow area.
For a quieter but equally spooky adventure, consider Hulda’s Night at the Rockefeller State Park Preserve. Guided by lanterns, this hike takes you through the woods to Hulda the Witch’s hut. Along the way, you’ll hear local legends and ghost stories that make the hike all the more eerie. This event brings the myths of Sleepy Hollow to life in a more intimate setting.
Rockefeller State Park Preserve is approximately 3 miles from Sleepy Hollow. The entrance to the park will be on your left. Alternatively, enjoy a leisurely bike ride or a longer walk through the picturesque surroundings, immersing yourself in nature.
This Halloween season, Twilight Village at Sleepy Hollow transforms Philipsburg Manor into a captivating outdoor festival filled with spooky delights. Guests can explore haunted paths, interact with lively fortune tellers and eerie performers, and even snap a photo with the iconic Headless Horseman. Fall-themed food and drinks add to the cozy atmosphere, while unique souvenirs offer a perfect memento of the evening. Running on select nights through November, Twilight Village is an exciting blend of autumnal charm and Halloween thrills, promising an unforgettable night for all ages.
The Twilight Village event is also about 2 miles from Sleepy Hollow. For a more immersive experience, you can walk along the river, taking in the sights and sounds of the historic Sleepy Hollow area.
After your spooky adventures, you’ll want a nice, relaxing place to stay. This is why Sleepy Hollow Hotel is the perfect spot. Located just minutes from these attractions, it’s the ideal base for your Halloween trip. After a day of pumpkin blazes and cemetery tours, you can relax in comfort and be ready for the next day's adventure.
Book your stay at Sleepy Hollow Hotel and get ready for a Halloween season you won't forget!