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  1. Plan your visit to Sleepy Hollow with our calendar of events. From Halloween classics to new attractions, there's something for everyone!

    • See

      Planning the Ultimate Halloween Trip to Sleepy Hollow, NY;...

    • Events

      The Spirits of Sleepy Hollow Country; Twilight Village at...

    • Shop

      From adult and children's editions of “The Legend of Sleepy...

    • Dine

      This spot in the heart of Sleepy Hollow serves up your...

    • 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
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    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 ...

    Discover the best attractions and activities in Sleepy Hollow, New York, a spooky and historic town inspired by Washington Irving's legend. From farmers' markets and castles to haunted houses and pumpkin displays, there's something for everyone in this guide.

  2. Learn about the history, geography and attractions of Sleepy Hollow, a village on the Hudson River north of New York City. Known for its connection to Washington Irving's story The Legend of Sleepy Hollow, the village is also home to the Old Dutch Church and Sleepy Hollow Cemetery.

  3. Oct 11, 2023 · Explore the charming and spooky towns of Sleepy Hollow and Tarrytown, inspired by Washington Irving's legendary story of the Headless Horseman. Discover the attractions, history, and Halloween events in these scenic Hudson Valley destinations.

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  4. Village of Sleepy Hollow 28 Beekman Avenue Sleepy Hollow, NY 10591 Phone: 914-366-5100

  5. Join the Villages of Sleepy Hollow and Tarrytown in honoring Washington Irving, the author of the classic tale of the headless horseman. Explore the landmarks, events, news and players that bring the legend to life.

  6. Learn about the origins and evolution of Sleepy Hollow, a Hudson River village with a rich history and legendary stories. From Native American tribes to Dutch colonists, from Revolutionary War to industrial era, from Washington Irving to General Motors, discover the people and events that shaped this place.

  1. Sleepy Hollow Hotel & Conference Center at 455 S Broadway Tarrytown, NY Free WiFi. Find Daily Deals. Read Guest Reviews. 24/7 Fast Easy Booking. Up to 33% off.

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