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 November in Philipse Manor

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

November 1, 2026

Sleepy Hollow Dia de los Muertos Celebration

Sleepy Hollow Village Center

This nearby cultural celebration offers Philipse Manor residents an easy, walkable way to enjoy music, art, food, and community traditions while honoring loved ones. It is especially appealing for families looking for a meaningful autumn activity after the busy Halloween season.

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November 1, 2026

Glass Pumpkin Patch Fundraiser

Kingsland Point Park • 10:00 AM–5:00 PM

Just a short trip from Philipse Manor, this colorful outdoor fundraiser features hundreds of handcrafted glass pumpkins, food, and a scenic Hudson River setting. Residents can browse distinctive local art, enjoy the park, and support the Make-A-Wish Hudson Valley Chapter.

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November 8, 2026

Sleepy Hollow Street Fair

Beekman Avenue • 10:00 AM–5:00 PM

The annual street fair is one of the most convenient community outings for Philipse Manor residents, with more than 145 arts, crafts, food, and beverage vendors. Live music, a kids’ zone, costumed characters, and local shops make it suitable for families and casual browsing.

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November 7, 14, and 21, 2026

TaSH Farmers Market

Patriots Park • 8:30 AM–1:30 PM

The TaSH market is a close, low-key weekend tradition for Philipse Manor households, offering Hudson Valley produce, bread, meat, dairy, prepared foods, and seasonal goods. Live music, children’s activities, and the nearby aqueduct trail make it easy to combine shopping with a morning outdoors.

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November 21–29, 2026

Annie: A Professional Production

Tarrytown Music Hall • Multiple performances

This family-friendly professional production is an easy local theater outing from Philipse Manor, with Broadway and New York City performers and young actors in the orphan ensemble. The familiar story, upbeat songs, and multiple weekend performances make it a strong Thanksgiving-period activity.

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November 1–29, 2026

Philipsburg Manor Historic Site Visits

Philipsburg Manor • Friday–Sunday; hours vary

Philipsburg Manor is especially relevant to Philipse Manor residents because it connects directly to the area’s colonial history and namesake. November visitors can explore the reconstructed mill and manor setting, enjoy quieter grounds after Halloween crowds, and pair the visit with nearby Sleepy Hollow walks.

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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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