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Sleepy Hollow, New York. Visit Sleepy Hollow's calendar of events is the most complete guide to planning your visit. Our Halloween in Sleepy Hollow page is a quick guide to major events where you will find classics The Great Jack O’Lantern Blaze, the Haunted Hayride, Hulda's Night and the gravity-defying Legend Cirque joined by new entry ...
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Enjoy live music, river views and a laid-back setting at...
- Events
The Sleepy Hollow Tarrytown Chamber of Commerce’s annual...
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We travel with pets, too! Wherever possible we have...
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Sleepy Hollow Tarrytown Chamber of Commerce - The chamber...
- David Rockefeller Creative Arts Center at Pocantico
The David Rockefeller Creative Arts Center inhabits the...
- Headless Horseman Statue
Headless Horseman Statue. The Headless Horseman statue is...
- Historical Society
The Historical Society, Inc. Serving Sleepy Hollow and...
- Kykuit
Sleepy Hollow Country; How Charles Dickens Stole Christmas;...
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The top attractions to visit in Sleepy Hollow are: Kykuit, The Rockefeller Estate; Sleepy Hollow Cemetery; Philipsburg Manor; Old Dutch Church and Burying Ground; Rockwood Hall State Park; See all attractions in Sleepy Hollow on Tripadvisor
- Tour Kykuit Estate. The Rockefeller family is as close as one can get to New York royalty. John D. Rockefeller, founder of Standard Oil, made his millions in the petroleum industry in the 19th century, and the family has left its mark all over New York City and the Hudson Valley.
- Feel a Chill at the Sleepy Hollow Cemetery. Sleepy Hollow is brimming with so much history, both factual and fictional. Many of its historic roots can be found right at the Sleepy Hollow Cemetery, one of its most popular places to visit.
- Step Back in Time at Philipsburg Manor. If you've ever wondered what New York State looked like in the mid-18th century, Philipsburg Manor is the place to find out.
- Tour the Old Dutch Church. Many know the iconic Washington Irving tale, The Legend of Sleepy Hollow, but few know that the tale is based on an actual place.
- Sleepy Hollow Farmers Market
- Have Dinner in A Castle
- Phillipsburg Manor
- Headless Horseman Monument
- Kykuit
- The Great Jack O’Lantern Blaze
- Visit The Armour-Stiner (Octagon) House
- The Old Croton Aqueduct
- Take A Stroll Around Tarrytown
- Order Up A Beer Flight
First on my list of things to do in Sleepy Hollow, New York, it’s the Farmer’s Market! If you love a good Farmers Market, then you’re in luck. With weekend farmers’ markets commonplace in Sleepy Hollow, it’s one of the best things to do in the area if you fancy living like a local. Whether you want to pick up fresh meat, bread, flowers, or dairy pr...
Next on our list of things to do in Sleepy Hollow, it’s a special dinner! If you’re looking for something romantic and impressive to do in Sleepy Hollow… this might tick all the boxes! Equusis a restaurant located inside the Castle Hotel and Spa, and it’s a fancy restaurant with amazing food and even better views. If you’re looking for a date idea ...
Philipsburg Manor is next on our list of things to do in Sleepy Hollow. If you want to explore Sleepy Hollow’s historical side, then be sure to swing by the historic Phillipsburg Manor. Once a thriving farming, milling, and trading center, it was owned by a family of Anglo-Dutch merchants. An excellent place to learn about 18th-century colonial lif...
Next on my list of things to do in Sleepy Hollow, New York, it’s the spooky Headless Horseman Monument. If you’ve read The Legend of Sleepy Hollow, then you won’t want to miss the Headless Horseman Monument. One of the top attractions in Sleepy Hollow, for literature fans, this headstone monument depicts the famous scene in the story where the mena...
Kykuit is the next suggestion on my list. One of America’s most famous private residences, Kykuit: The Rockefeller Estate is a great way to spend the day in Sleepy Hollow. Once home to the renowned oil tycoon John D. Rockefeller in the late 1800s, this amazing six-story stone house is a transportive step back in time. Read more about New York State...
Next on my list of things to do in Sleepy Hollow, New York, it’s one for the autumn months. During the fall months, The Great Jack O’Lantern Blaze is a must-visit for those passing through Sleepy Hollow. An amazing night-time display of carved pumpkins that take on various themes, it’s truly a sight to behold. If you’re a fan of Halloween, be sure ...
Next on my list of things to do in Sleepy Hollow, New York it’s the Armour-Stiner (Octagon) House is one of the most unique and eye-catching houses in the USA. Yes, that’s a big statement, but wait until you see it, we think you’ll agree. The Octagon House was built in the 1860s by Paul J. Armour, a New York City financier, and it’s really somethin...
Another one of the top things to do in Sleepy Hollow, New York for history buffs is a visit to the Old Croton Aqueduct. Touted as New York’s first water system, it now functions as a 26-mile walking trail that crosses through both Tarrytown and Sleepy Hollow. Offering stunning views and a great glimpse into both villages, it’s a great choice for na...
Next on our list of things to do in Sleepy Hollow, it’s Tarrytown. Tarrytown is right next door to Sleepy Hollow (literally you can walk from one to the other) and it’s a lovely scenic, historic town that you can stroll around. On a summer’s day, it’s a lovely town to wander through and dip in and out of local stores. Read more spooky travel ideas:...
If you love your beer and trying new brews – then taking a beer flight at the Bridge View Tavernis a great idea. A beer flight is basically a chance to try a variety of beer (in small measures) and sample lots of the local beer talent. The beer flight at the Bridge View Tavern is really well-known and a popular choice for visitors, and the perfect ...
- Celebrate Halloween. While this can’t be done year-round, if you’re able to visit in October, joining in on the town’s Halloween festivities is definitely one of the best things to do in Sleepy Hollow NY.
- Pay Your Respects at the Sleepy Hollow Cemetery. If you need even more spooky fun in your life, pay a visit to the Sleepy Hollow Cemetery. While it’s a popular spot to visit during Halloween, this is one of the best things to do in Sleepy Hollow NY at any time of the year.
- Take a tour of Kykuit, the Rockefeller Mansion. Since being built in 1913, Kykuit has been home to four generations of Rockefellers, starting with oil tycoon John D. Rockefeller for whom it was built.
- Marvel At The Gorgeous Stained Glass Work By Matisse And Chagall. Have you ever heard of Henri Matisse and Marc Chagall? If you haven’t then you may want to check them out.
Feb 18, 2021 · Made world-famous thanks to a book of the same name, The Legend of Sleepy Hollow, by Washington Irving, today the town is one of the most popular places to visit in New York state. Here’s your ultimate guide to the best things to do in Sleepy Hollow, as well as travel tips and things to know before you go.
Oct 1, 2023 · Destinations. How to Plan the Perfect Trip to Sleepy Hollow, New York. This small town is a fabled Halloween destination packed with history — and it's less than an hour from NYC by train....
