

Welcome to Sleepy Hollow, NY—where history meets Halloween 365 days a year! This charming village boasts stunning riverside views, the legendary Headless Horseman folklore, and the enchanting Old Dutch Church. Don’t miss the mesmerizing Sleepy Hollow Cemetery, where you can pay respects to Washington Irving. With cozy cafes and scenic trails, it’s a delight for both the spooky and the serene!
Landmark4.6/5
Kykuit, the Rockefeller Estate at Pocantico
Step into the lavish world of the Rockefellers at Kykuit, their grand estate in Sleepy Hollow. From stunning gardens to impressive art collections, this historic landmark offers a peek into the life of one of America's wealthiest families. Don't miss the underground art galleries or the scenic views of the Hudson River.
Landmark4.4/5
Philipsburg Manor
Step back in time at Philipsburg Manor, a charming historic site in Sleepy Hollow, NY. Immerse yourself in the daily life of 18th-century America as you explore this working farm and manor house. Watch costumed interpreters bring history to life with demonstrations of traditional crafts, take a stroll through the picturesque gardens, and don't forget to grab some goodies at the on-site bakery! Fun awaits around every corner at Philipsburg Manor.
Landmark4.8/5
Old Dutch Burying Ground
Dive into history at Old Dutch Burying Ground in Sleepy Hollow! Dating back to the 17th century, this charming cemetery is a spooky yet serene spot where legends abound, including tales of the Headless Horseman. Wander among ancient gravestones, snap eerie selfies, and soak up the ghostly atmosphere—perfect for thrill-seekers and history buffs alike!
Landmark4.4/5
Sleepy Hollow Lighthouse
Welcome to Sleepy Hollow Lighthouse in Tarrytown, NY! This charming lighthouse stands tall on the scenic Kingsland Point Path, making it a must-see for history lovers and nature enthusiasts. With its picturesque views of the Hudson River and unique architecture, it's the perfect spot for an idyllic stroll or a whimsical photo opportunity. Don't forget to make a wish as you soak in the lighthouse's enchanting vibes!
Landmark4.6/5
Welcome to Historic Sleepy Hollow Sign
Welcome to Sleepy Hollow, where legends come alive! Located at 199 Broadway, this charming sign is your gateway to a world of spooky tales and enchanting views. Snap a selfie with the iconic marker, then explore the picturesque town steeped in history and eerie beauty. Don’t forget your camera—you might just catch a glimpse of the Headless Horseman! 🎃👻
Transport4.6/5
Philipse Manor
Nestled in the enchanting Sleepy Hollow, Philipse Manor is a must-visit gem for history buffs and adventure seekers alike! This stunning 18th-century estate boasts lush gardens and stunning Hudson River views. Explore the manor’s fascinating tales of the past, then stroll the picturesque grounds – who knows, you might just catch a glimpse of the Headless Horseman!
Landmark4.6/5
Sleepy Hollow Cemetery
Welcome to the eerie yet enchanting Sleepy Hollow Cemetery in NY! Home to the legendary Headless Horseman, this spooky resting place oozes Gothic vibes. Marvel at the 90-acre expanse filled with quirky tombstones and visit the famous graves of Washington Irving, Andrew Carnegie, and Elizabeth Arden. Hauntingly beautiful, this cemetery is a must-see for thrill-seeking travelers!
Landmark4.3/5
Headless Horseman Statue
Get ready for a spook-tacular visit to the Headless Horseman Statue in Sleepy Hollow, NY! This iconic tribute to Washington Irving's legendary ghostly figure boasts impressive detail and a dash of local folklore. Snap a selfie with the eerie equestrian and soak in the leafy surroundings—perfect for a whimsical adventure in this charming, historic town! 🎃🏇✨
Culture4.7/5
Old Dutch Church of Sleepy Hollow
Step back in time at the Old Dutch Reformed Church in Sleepy Hollow! This charming gem, built in 1685, features stunning colonial architecture and a picturesque graveyard where you might spot the final resting place of Washington Irving! Perfect for history buffs and spooky seekers alike, it’s a must-see pit stop during your Hudson Valley adventures.
Shop4.8/5
Sleepy Hollow Bookshop
Nestled in the enchanting Sleepy Hollow, the Sleepy Hollow Bookshop is a literary treasure trove! With cozy nooks and charming shelves crammed with books, it’s perfect for bookworms and casual readers alike. Don’t forget to browse their unique gifts and local art! Visit this haven to sip a coffee and lose yourself in a tale or two! 📚🌟
Landmark4.2/5
Headless Horseman Bridge
Get ready for a spine-tingling adventure at the Headless Horseman Bridge in Sleepy Hollow! This iconic spot, where the legendary tale roams, is a must-visit for Halloween enthusiasts and history buffs. Snap spooky selfies and soak in the eerie ambiance—just watch out for any spectral riders! Located at 415 N Broadway, it's a thrilling stop in this enchanting town!
Eat$$$4.6/5
Bridge View Tavern
Nestled in charming Sleepy Hollow, Bridge View Tavern is a hidden gem boasting stunning Hudson River views! Savor delicious dishes like classic burgers and fresh seafood while sipping on local craft beers. With a cozy atmosphere and friendly vibes, it’s the perfect spot to unwind after exploring the area. Don’t miss the sunset—it's truly Instagram-worthy!
Culture4.6/5
The Great Jack O’Lantern Blaze: Hudson Valley
Dive into a glowing wonderland at The Great Jack O’Lantern Blaze! Located in Croton-On-Hudson, NY, this enchanting event features over 7,000 meticulously carved pumpkins, each lighting up the night with whimsy and creativity. Perfect for families, this fall tradition runs weekends in October and November, ensuring an unforgettable evening filled with artistry and Halloween magic! 🎃✨
Eat$$$4.5/5
J.P. Doyle’s Restaurant & Public House
At J.P. Doyle’s Restaurant & Public House, savor hearty American fare in a cozy, historic setting, where friendly service and a vibrant atmosphere make it a beloved gathering spot in Sleepy Hollow.
Outdoor4.6/5
Kingsland Point Park
Nestled along the Hudson River, Kingsland Point Park offers stunning views of the Tappan Zee Bridge and serene walking paths, making it a perfect escape for nature lovers and history enthusiasts alike.
Outdoor
Katherine Wasserman Davis Riverwalk Center
Nestled in the heart of Sleepy Hollow, the Katherine Wasserman Davis Riverwalk Center offers breathtaking views of the Hudson River and scenic walking trails, making it a perfect destination for nature lovers and history enthusiasts alike.
Outdoor4.5/5
Devries Park
Nestled in Sleepy Hollow, Devries Park offers breathtaking views of the Hudson River and scenic trails, making it a perfect spot for nature lovers and those seeking a peaceful retreat.
Shop4.7/5
Trilogy Consignment
Nestled in the heart of Tarrytown, Trilogy Consignment is a treasure trove waiting to be uncovered! This stylish shop brims with unique finds, from vintage fashion to quirky home decor. Stroll through its charming aisles and hunt for that perfect piece to remember your trip. With friendly staff and rotating inventory, every visit promises new discoveries. Happy treasure hunting!
Cafe$$4.6/5
Coffee Labs Roasters Inc.
Nestled in charming Tarrytown, Coffee Labs Roasters Inc. is a caffeinated haven that brews magic in every cup! With a cozy vibe and aromatic delights, it’s the perfect spot for coffee aficionados and casual sippers alike. Don’t miss their locally roasted beans and scrumptious pastries—your taste buds will thank you as you savor the scenic Hudson River backdrop!
Eat$$$4.5/5
Horsefeathers
Welcome to Horsefeathers, a cozy gem in Tarrytown! Nestled at 94 N Broadway, this vibrant restaurant offers a delightful mix of American cuisine, craft beers, and hand-crafted cocktails. The whimsical decor sets a fun vibe, perfect for family outings or catching up with friends. Don’t miss their delicious brunch—it's a local favorite! Come for the food, stay for the charm!
Stay4.25/5
Courtyard by Marriott Tarrytown Westchester County
Courtyard Tarrytown Westchester County, located 2 miles from Sleepy Hollow. Rooms offer free Wi-Fi, cable TV with HBO and pay-per-view movies. Guest rooms at Courtyard have seating areas and desks and are equipped with refrigerators and ironing facilities. They also provide bathrobes and hairdryers. Guests have access to a gym, business center and meeting rooms. The Bistro serves breakfast and is available for dinner in the evenings. Courtyard Tarrytown Westchester County is 3 miles from Philipsburg Manor and Kykuit/Rockefeller Estate. It is 14 miles from Playland Amusement Park and 17.5 miles from Botanical Gardens.
Stay4.2/5
SpringHill Suites by Marriott Tarrytown Westchester County
This hotel offers daily buffet breakfast, a bar, and rooms with a sofa bed. Free parking and free WiFi is available. Westchester Mall is 10.2 km away. Fitness center is currently under renovation. Each room features cable and pay TV, a microwave, a refrigerator and a work space with ergonomic chair. The hotel's daily hot breakfast includes a variety of American dishes. Snacks and cold drinks are available at the 24-hour mini-market. Bar serving drinks and appetizers open each evening. Playland Park and Pool is a 25-minute drive away from SpringHill Suites Tarrytown Greenburgh. West Point Military Academy is 53 km from the hotel.
Stay4.1/5
Westchester Marriott
Westchester Marriott offers 2 restaurants and a diverse beauty treatments at the on-site spa. Free parking is offered and free Wi-Fi is available in public areas. White Plains is 5.5 miles away. All air-conditioned rooms have luxury bedding and furniture. Each room is fitted with a 37” flat-screen TV with plug-in panel and cable TV. Relaxation facilities at Westchester Marriott include a well-equipped fitness center. Ruth’s Chris Steakhouse serves various meat dishes as well as light snacks and salads. It has a wide selection of wine and cocktails. The Crossing offers American cuisine made from local ingredients for breakfast, lunch, and dinner. Westchester Marriott is a 20-minute drive away from Golf Course at Saxon Woods. Historic Hudson Valley is one mile away.
Stay3.3/5
Sleepy Hollow Hotel, Dolce by Wyndham
Situated in Tarrytown, 11 km from The Palisades Center Mall, Sleepy Hollow Hotel features accommodation with a fitness centre, free private parking, a garden and a shared lounge. Featuring a bar, the property is located within 15 km of Manhattanville College. The hotel has an indoor pool, sauna and a 24-hour front desk. At the hotel the rooms have air conditioning, a seating area, a flat-screen TV with cable channels, a safety deposit box and a private bathroom with a shower. All rooms have a desk. Sleepy Hollow Hotel offers an à la carte or kosher breakfast. At the accommodation you will find a restaurant serving American cuisine. Vegetarian, kosher and vegan options can also be requested. A business centre and vending machines with snacks and drinks are available on site at Sleepy Hollow Hotel. State University Of New York At Purchase is 18 km from the hotel, while Wave Hill is 24 km from the property. Westchester County Airport is 16 km away.
Stay4.2/5
King Mansion
Nestled on the banks of the Hudson River, King Mansion in Tarrytown is an iconic treasure, renowned for its stunning architecture and lush gardens, making it a must-visit for history and nature enthusiasts alike.
Stay3.9/5
Tarrytown House Estate
Nestled on the scenic banks of the Hudson River, Tarrytown House Estate captivates with its historic charm, lush gardens, and stunning views, making it an ideal retreat for relaxation and memorable events.
Create a trip and start adding the places you want to visit in Sleepy Hollow