Sleepy Hollow

Sleepy Hollow 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 Sleepy Hollow Manor

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

🌳 Philipse Manor Beach Club

Located right on the Hudson River within Sleepy Hollow Manor, this private club offers residents seasonal access to a small sandy beach, swim dock, and kayak launch, making it a cherished waterfront amenity tucked directly into the neighborhood.

🏫 W.L. Morse Elementary School

Situated a short walk from many Manor homes, this highly regarded public school is part of the Tarrytown Union Free School District and serves as a centerpiece for young families in the neighborhood seeking excellent education within a tight-knit community.

🍽️ Hudson Anchor Restaurant

Nestled along River Street near the entrance of Sleepy Hollow Manor, this neighborhood favorite offers waterside dining and an inviting seafood-focused menu, providing local residents with a convenient, scenic option for meals and celebrations.

🛒 Kingsland Point Shopping Area

A small cluster of shops and services near North Broadway and Kingsland Point including a grocer, coffee shop, and pharmacy, this area is a go-to spot for Manor residents running daily errands without leaving the neighborhood.

🚴 Old Croton Aqueduct Trail Access

With a dedicated entrance at Manor’s western edge, this historic and scenic trail offers Manor residents direct access for walking, running, and biking north toward Rockefeller State Park or south into Tarrytown, all beneath a lush tree canopy.

A Sleepy Hollow Neighborhood

This October in Sleepy Hollow Manor

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

October 1–November 1, 2026

Rivertown Pumpkin Trail

Participating locations in Sleepy Hollow and nearby Rivertown villages • All day

This free regional public-art trail lets Sleepy Hollow Manor residents explore decorated pumpkins displayed around Sleepy Hollow, Tarrytown, Irvington, Ardsley, and Dobbs Ferry. It is an easy, flexible seasonal outing for families, visitors, and anyone looking for a festive autumn walk close to home.

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October 3, 2026

Sleepy Hollow Music Festival

Kingsland Point Park • 12:00 PM–8:00 PM

Residents can enjoy a full day of live music beside the Hudson without traveling far from Sleepy Hollow Manor. The 2026 festival features Everclear, The Smithereens featuring Marshall Crenshaw, Fastball, Halloween-themed activities, a Kids’ Zone, food trucks, and local vendors.

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October 10, 2026

SUP Witches Festival

Kingsland Point Park • 12:00 PM–5:00 PM

This distinctive waterfront festival brings costumed witches and warlocks onto the Hudson for a paddle near Sleepy Hollow. The afternoon also includes live music, food, drinks, vendors, and family-friendly activities, making it a convenient local event for residents who want Halloween atmosphere without a long drive.

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October 16–17, 2026

Haunted Hayride and Block Party

Sleepy Hollow • Starting at 5:00 PM

Sleepy Hollow’s signature Halloween weekend offers an especially convenient night out for Manor residents, with a haunted hayride, neighborhood block-party energy, food vendors, and seasonal entertainment. It is one of the village’s most recognizable October traditions and is designed around the community’s legendary spooky identity.

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October 17–18, 2026

Trick-or-Treat Weekend at Lyndhurst

Lyndhurst Mansion, Tarrytown • 9:00 AM–4:00 PM

Just minutes from Sleepy Hollow Manor, Lyndhurst’s family-focused weekend combines trick-or-treating with the mansion’s expansive historic grounds. It is a strong nearby option for families seeking a daytime Halloween activity, especially for children who prefer festive costumes and treats over scarier nighttime attractions.

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October 24, 2026

Sleepy Hollow 10K Run

Throughout the Village of Sleepy Hollow • 9:30 AM–11:00 AM

The Sleepy Hollow 10K gives local runners and spectators a chance to participate in an autumn race through the village’s atmospheric streets. For residents, it offers a nearby fitness-oriented community event and an easy way to support local participants while enjoying October scenery close to home.

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From the Neighborhood

Stories, updates, and things to know in Sleepy Hollow Manor

Know Your Neighborhood

Local characteristics and demographics for Sleepy Hollow Manor

Neighborhood Characteristics

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Demographics

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