Welcome to Sleepy Hollow
A Quaint and Historic Village
Sleepy Hollow, located in Northern Westchester, is a small, quiet village known for its beautiful scenery and long history. Along the eastern banks of the Hudson River, this town offers a serene escape while maintaining convenient access to New York City. The village is renowned for its stunning views, charming architecture, and a deep connection to its storied past.
What to Love
- Charming historic atmosphere with beautiful architecture
- Close-knit community feel
- Easy access to scenic hiking trails and outdoor activities
- Renowned for its Halloween festivities and historical significance
- Convenient proximity to New York City
Local Lifestyle
The village is compact and easy to navigate, with a strong sense of community that makes it a great place for families, professionals, and retirees alike. Residents enjoy a slower pace of life, surrounded by nature and friendly neighbors, while still having access to modern amenities and services. Sleepy Hollow is a place where you can truly enjoy the best of both worlds—a small-town feel with big-city convenience.
The lifestyle in Sleepy Hollow is relaxed and community-focused. With its small-town charm and scenic surroundings, residents enjoy a laid-back pace of life that emphasizes outdoor activities and local traditions. On weekends, locals can often be found exploring the nearby trails, attending community events, or enjoying a meal at one of the village's popular eateries. The village's strong sense of community and welcoming atmosphere make it easy for newcomers to feel right at home.
Dining and Shopping
Sleepy Hollow offers a selection of delightful dining options that cater to various tastes. Bridge View Tavern is a local favorite, known for its casual atmosphere and delicious comfort food. With its hearty burgers, craft beer selection, and views of the Hudson River, it’s a great spot to unwind with friends or family after a day of exploring.
For those seeking a bit more history with their meal, Horsefeathers is a charming restaurant that has been a staple in the community for decades. With a cozy interior filled with memorabilia and a menu that features a mix of American and international dishes, it’s a great place to enjoy a relaxed dining experience.
Shopping in Sleepy Hollow is a quaint experience, with several small boutiques and specialty stores scattered throughout the village. While it may not have the extensive shopping options of a larger city, what it lacks in quantity, it makes up for in quality and charm. Locals appreciate the personalized service and unique finds that these small businesses offer.
Things to Do and Entertainment
Sleepy Hollow is perfect for anyone who loves the outdoors, with a variety of parks and trails to explore. The Old Croton Aqueduct Trail is a favorite among hikers and bikers, offering scenic views of the river and surrounding landscape. The Rockefeller State Park Preserve is another popular destination, with miles of well-maintained trails that wind through forests, fields and along the Pocantico River.
The village is perhaps best known for its association with Washington Irving's famous short story, "The Legend of Sleepy Hollow." This connection is celebrated with various events and activities, particularly around Halloween. The annual Halloween Parade is a highlight, drawing visitors from all over to experience the spooky festivities and immerse themselves in the village's storied past.
Schools
Sleepy Hollow offers a range of educational opportunities for families. Sleepy Hollow High School is known for its strong academic programs and diverse extracurricular activities, providing students with a well-rounded education. For younger children, W.L. Morse Elementary offers a nurturing environment where students can grow and learn in a supportive setting.
