Sleepy Hollow

Philipse Manor, Sleepy Hollow Neighborhood

Tarrytown offers a variety of housing options, including single detached homes, duplexes, small and large apartment buildings, with a good selection of sizes from lofts to four or more bedrooms. Parks and green spaces are easily accessible throughout the area, providing peaceful spots for relaxation near most residences. The neighborhood features over 50 restaurants and coffee shops, along with supermarkets conveniently located for daily needs. Transportation options include proximity to train stations like Philipse Manor and Tarrytown on the Hudson, as well as several bus lines and nearby highways such as I-287, making regional access straightforward.

The character of Tarrytown is exemplified by its slower-paced ambience. This part of the Greater New York metropolitan area is reasonably quiet, as noise from streets and other parts of the city is rarely an issue - although there are still several louder sections, especially around the railway line, I-287 or Cross Westchester Expy. Finally, there are over 50 parks nearby for residents to explore, including Irvington Woods and Cross County Trail Area, making them very easy to access from a large number of locations in Tarrytown.

Highlights of Philipse Manor

Parks, schools, dining, and what makes this neighborhood special

🌳 Philipse Manor Beach Club

A private Hudson River beach club located right on River Road, offering exclusive river access, a pool, swim programs, and social events for local families—it's a summer hub unique to the Philipse Manor community.

🏫 Kingsland Point Park

Nestled at the Hudson River’s edge just off Palmer Avenue, this scenic park features walking trails, ball fields, picnic areas, and direct access to the historic Sleepy Hollow Lighthouse, making it a beloved gathering spot for residents and visitors alike.

🍽️ Bridge View Tavern

Just a stone’s throw outside the Manor, this longtime local favorite on Beekman Avenue draws neighbors with its craft beer selections, pub food, and spacious outdoor seating overlooking the riverbank—a neighborhood go-to for casual dining.

🛒 Philipse Manor Metro-North Station

More than just a commuter hub on Riverside Drive, the stately stone station anchors the neighborhood, inspiring pride and walkable convenience for residents seeking easy rail access to Manhattan and nearby villages.

🚴 Old Croton Aqueduct Trail

Running quietly along the eastern side of Philipse Manor, this historic greenway trail is beloved for jogging, dog walking, and biking while offering leafy views of classic manor homes and a tranquil path that feels worlds away from the bustle.

A Sleepy Hollow Neighborhood

This October in Philipse Manor

Things to do, events, and what's happening this month

October 3, 2026

TaSH Farmers Market

Patriot’s Park, Tarrytown • 8:30 AM–1:30 PM

This weekly market is a convenient, close-to-home outing for Philipse Manor residents, with Hudson Valley produce, baked goods, prepared foods, crafts, children’s activities, and live music. It pairs especially well with a walk through Patriot’s Park or an autumn morning along the river.

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October 3, 2026

Sleepy Hollow Music Festival

Kingsland Point Park, Sleepy Hollow • 12:00 PM–8:00 PM

This waterfront festival is one of the most accessible major October events for Philipse Manor residents, featuring multiple bands, two stages, a costume parade, and a dramatic Headless Horseman appearance. The park setting makes it easy to enjoy live music, food, and Halloween-season atmosphere close to home.

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October 10, 2026

SUP Witches Festival

Kingsland Point Park, Sleepy Hollow • 12:00 PM–5:00 PM

A signature local Halloween-season event, the SUP Witches Festival brings costumed witches, warlocks, and wizards to the Hudson for a lively paddle-by spectacle. Residents can enjoy live music, food, brews, vendors, and waterfront viewing without traveling far beyond Sleepy Hollow.

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October 16–17, 2026

Sleepy Hollow Haunted Hayride and Block Party

Downtown Sleepy Hollow • 7:00 PM–11:00 PM

This is a particularly convenient evening activity for Philipse Manor residents who want a full Halloween experience nearby. The hayride combines theatrical scares with a downtown block-party setting, making it suitable for groups of friends and older families looking for seasonal entertainment without a long drive.

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October 16, 2026

Twilight Village at Sleepy Hollow

Philipsburg Manor, Sleepy Hollow • 6:30 PM–9:00 PM

Held at the historic Philipsburg Manor site, Twilight Village offers an atmospheric local night out with storytellers, fire performers, iconic legends, a roving brass band, and an evening market. Its close location and walkable historic setting make it a natural choice for Philipse Manor residents embracing Sleepy Hollow’s October traditions.

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From the Neighborhood

Stories, updates, and things to know in Philipse Manor

Know Your Neighborhood

Local characteristics and demographics for Philipse Manor

Neighborhood Characteristics

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Demographics

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