THINGS TO DO
Create Your Legendary Visit
Dive deeper into the enchanting village of Sleepy Hollow, where every park, venue, shop and restaurant is filled with wonders waiting to be explored. From chasing the infamous Headless Horseman to delicious bites by the Hudson River, there’s no shortage of fun thrilling escapades.
Embark on a journey through time as you explore the iconic landmarks and hidden gems of Sleepy Hollow. From the legendary Headless Horseman Bridge to historic mansions, each attraction weaves its own magical story
Stroll through the charming boutiques and delightful shops of Sleepy Hollow. Whether you’re searching for unique treasures or handmade crafts, our enchanting marketplaces are sure to delight.
Embark on a journey through time as you explore the iconic landmarks and hidden gems of Sleepy Hollow. From the legendary Headless Horseman Bridge to historic mansions, each attraction weaves its own magical story
ATTRACTIONS
Where Legends Come to Life
Embark on a journey through time as you explore the iconic landmarks and hidden gems of Sleepy Hollow. From the legendary Headless Horseman Bridge to historic mansions, each attraction weaves its own magical story
540 N Broadway, Sleepy Hollow, NY 10591
Famed as the final resting place of Washington Irving, Sleepy Hollow Cemetery is a serene and picturesque site rich in history. Wander through the beautifully landscaped grounds on a guided tour and discover the graves of notable figures, including industrialists, politicians, and writers. The cemetery’s Gothic architecture and tranquil atmosphere create an experience that’s both peaceful and hauntingly beautiful.
430 Broadway, Sleepy Hollow, NY 10591
One of the oldest churches in New York, the Old Dutch Church is steeped in history and legend. Built in the late 17th century, it is intimately connected to Irving’s tale of the Headless Horseman. Visitors can explore the charming church and its adjoining burial ground, soaking in the rich historical context and serene environment.
415 N Broadway, Sleepy Hollow, NY 10591
No visit to Sleepy Hollow is complete without a trip to the Headless Horseman Bridge. This iconic landmark, immortalized in Irving’s story, offers a picturesque spot for a leisurely walk. The bridge and its surroundings exude a timeless charm, perfect for capturing memorable photos and imagining the thrilling tales of yesteryear.
Philipsburg Manor
381 N Broadway, Sleepy Hollow, NY 10591
Step into the 17th century at Philipsburg Manor, a meticulously restored colonial estate. This historic site offers guided tours that transport visitors back to the days of early American settlers. Explore the manor house, mill, and farm buildings while learning about the lives of the inhabitants and the enslaved African community that worked there. The lush grounds and interactive exhibits make it a fascinating visit for history buffs of all ages.
381 N Broadway, Sleepy Hollow, NY 10591
Kykuit, the Rockefeller Estate, is a stunning property with magnificent gardens, art collections, and breathtaking views of the Hudson River. Guided tours take you through the grand rooms and showcase the Rockefeller family’s extensive art and antique collections.
635 S Broadway, Tarrytown, NY 10591
Step into the grandeur of the Gilded Age at Lyndhurst Mansion, a Gothic Revival country house set on 67 acres overlooking the Hudson River. Take a guided tour to explore the lavish interiors, stroll through the beautifully landscaped grounds, and enjoy special events and art exhibits that transport you to a bygone era.
SHOPS
Trick or Treat
Stroll through the charming boutiques and delightful shops of Sleepy Hollow. Whether you’re searching for unique treasures or handmade crafts, our enchanting marketplaces are sure to delight.
95 Beekman Ave Store # 3, Sleepy Hollow, NY 10591
For book lovers and literary enthusiasts, Sleepy Hollow Bookshop is a treasure trove. Specializing in rare and second-hand books, this cozy store offers a curated selection of literature, history, and local interest titles. The friendly staff and charming atmosphere make it a perfect spot to find a new favorite read or a unique gift.
35 N Broadway, Tarrytown, NY 10591
Bella’s Boutique is a charming and stylish shop that offers a carefully curated selection of clothing, accessories, and gifts. The boutique’s unique items and personalized service make shopping here a delightful experience. Whether you’re looking for a special gift or a new wardrobe addition, Bella’s Boutique is the perfect place to find something unique and beautiful.
92 N Broadway, Tarrytown, NY 10591
Grape Expectations is a charming wine shop offering a curated selection of fine wines from around the world. The knowledgeable staff can help you find the perfect bottle for any occasion, making it a great stop for wine enthusiasts.
54 Main St, Tarrytown, NY 10591
Trilogy Consignment is a chic boutique that offers a carefully curated selection of pre-owned clothing, accessories, and home decor. The shop features high-quality, stylish items at affordable prices, making it a favorite among fashion-conscious shoppers. The friendly staff and constantly updated inventory ensure that you’ll find something unique and fabulous every time you visit.
34 Main St, Tarrytown, NY 10591
Village Soccer Shop is a fantastic destination for soccer enthusiasts of all ages. The shop offers a wide range of high-quality soccer gear, apparel, and accessories, catering to both amateur and professional players. The knowledgeable staff provide excellent service and advice, making it easy to find exactly what you need. It’s a go-to spot for all things soccer in the area.
37 N Broadway, Tarrytown, NY 10591
The Swan’s House is a beautiful boutique offering an array of elegant home goods, gifts, and accessories. The store’s curated collection includes fine china, luxurious linens, and unique decorative items that exude timeless style and sophistication. Whether you’re looking for the perfect gift or a special piece for your home, The Swan’s House provides a refined shopping experience.
OUTDOOR ACTIVITIES
With the Hudson River and numerous parks nearby, Sleepy Hollow offers ample outdoor activities. Explore Rockefeller State Park Preserve and Kingsland Point Park for hiking, picnicking, and basking in the natural beauty of the region.
299 Palmer Avenue, Sleepy Hollow, NY
The Sleepy Hollow Lighthouse, also known as the Tarrytown Lighthouse, is a charming historic lighthouse on the Hudson River. It offers scenic views and a glimpse into the area’s maritime history. Tours are available seasonally, providing an inside look at this local landmark.
Route 117, Sleepy Hollow, NY 10591
Rockefeller State Park Preserve is a nature lover’s paradise, featuring over 1,400 acres of woodlands, meadows, and streams. The well-maintained trails are ideal for hiking, bird watching, and horseback riding. The preserve’s serene environment and stunning natural beauty make it a perfect escape for outdoor enthusiasts.
250 W Main St, Tarrytown, NY 10591
The Hudson RiverWalk is a scenic pathway that offers breathtaking views of the Hudson River. Ideal for walking, jogging, or cycling, the RiverWalk connects various parks and historic sites along the river, providing a peaceful and picturesque route for exploring the area. It’s a fantastic way to experience the natural beauty and charm of Sleepy Hollow.
Tarrytown Light-Kingsland Point Path, Sleepy Hollow, NY 10591
Kingsland Point Park is a beautiful waterfront park that offers a variety of recreational activities. The scenic trails, picnic areas, and playgrounds make it a great destination for families and outdoor enthusiasts. The park’s proximity to the Sleepy Hollow Lighthouse adds to its appeal, providing a perfect blend of nature and history.
ROCKEFELLER STATE PARK
Trail Map
Frequently Asked Questions
Sleepy Hollow is renowned for its connection to Washington Irving’s 1820 short story, “The Legend of Sleepy Hollow.” This spooky tale of the Headless Horseman has captivated readers for generations and significantly influences the village’s culture and annual events, particularly around Halloween.
Yes, three days is an ideal amount of time to explore Sleepy Hollow thoroughly. With three days, you can delve into the village’s rich history, enjoy its natural beauty, experience local culture, and participate in seasonal events. You’ll have the opportunity to visit major attractions, savor local cuisine, and relax in charming accommodations without feeling rushed.
Sleepy Hollow is conveniently located in Westchester County, New York, just 30 miles north of New York City. You can reach Sleepy Hollow by car via major highways like I-87 and the Taconic State Parkway. Alternatively, take the Metro-North Railroad’s Hudson Line from Grand Central Terminal in NYC to the Tarrytown station, which is a short taxi or bus ride away from Sleepy Hollow.
Absolutely! Each season offers unique experiences in Sleepy Hollow:
- Spring and Summer: Ideal for outdoor activities, festivals, and exploring the natural beauty of the area.
- Fall: The village comes alive with Halloween festivities and stunning foliage.
- Winter: Enjoy a quieter, picturesque setting with opportunities for cozy indoor activities and local events.
Enjoy your visit to Sleepy Hollow, where history, legend, and modern charm create an unforgettable experience!
Need a hand putting together an itinerary? Stay tuned for a downloadable vistor’s guide!
Sleepy Hollow offers a variety of cultural experiences:
- Tarrytown Music Hall: A historic theater with performances ranging from concerts to plays.
- Local Art Galleries: Showcasing the work of local artists.
- Annual Festivals: Including the Sleepy Hollow Street Fair and other community events celebrating the village’s heritage and diversity.