HALLOWEEN · OUTSIDE NYC · WESTCHESTER

Sleepy Hollow & Hudson Valley Halloween

13 things still on today, Saturday Oct 31, in Sleepy Hollow, Tarrytown and Croton-on-Hudson. Free and paid clearly marked.

← NYC Halloween weekend · Free Halloween in NYC · NYC boroughs

Outside NYC: Westchester County, about 25 miles north of Manhattan. Metro-North Hudson Line to Tarrytown or Philipse Manor. Most Halloween events here are paid and sell out online; every price is shown exactly.

🗺️ A Sleepy Hollow Halloween day plan

Built from what is still open today. Free first; tap to jump to the listing.

Free things to do 2

  • 7:20 AM–5:50 PM FREE

    Old Croton Aqueduct Trail ↗

    Admission: Free

    A flat walking trail on top of the 1842 aqueduct that passes right through Tarrytown and Sleepy Hollow. Open dawn to dusk daily. The Keeper’s House visitor center in Dobbs Ferry is open 1–4 PM on weekends.

    📍 Runs through Tarrytown and Sleepy Hollow (Yonkers to Croton) · Source: aqueduct.org · Checked Oct 31, 2026

  • 8:30 AM–4:30 PM FREE

    Sleepy Hollow Cemetery (Washington Irving’s grave) ↗

    Admission: Free

    Walk or drive the historic grounds where Washington Irving is buried. Free maps sit in the literature box at the office. Weekend hours 8:30 AM to 4:30 PM. Groups must go with cemetery staff; no costumed photo shoots, picnics or alcohol.

    📍 540 N Broadway, Sleepy Hollow, NY 10591 · Source: sleepyhollowcemetery.org · Checked Oct 31, 2026

Halloween daytime (ticketed) 3

  • 9 AM–4 PM

    Lyndhurst Halloween Roam On Your Own ↗

    Admission: $24–$30 + fees (kids 5 and under free; $5 with EBT)

    Explore the Gothic Revival mansion and grounds at your own pace on Halloween, during Lyndhurst’s Dark Shadows weekend. Last entry to the mansion is 4 PM. Adult $30, seniors and students $28, ages 6–17 $24. No large bags or strollers inside.

    📍 635 S Broadway, Tarrytown, NY 10591 · Source: lyndhurst.org · Checked Oct 31, 2026

  • 9 AM–5 PM

    Halloween at Collinwood: Dark Shadows Daytime Meet & Greet ↗

    Admission: $24–$30 + fees

    Dark Shadows marks its 60th anniversary at Lyndhurst with Kathryn Leigh Scott and friends. Check in at the Welcome Center; the ticket covers the mansion, pavilion and grounds. All ages. Last mansion entry 4 PM.

    📍 635 S Broadway, Tarrytown, NY 10591 · Source: lyndhurst.org · Checked Oct 31, 2026

  • 1:30, 3:30, 6 & 8 PM 16+

    An Audience with Poe ↗

    Admission: $65, advance tickets only

    An actor performs Edgar Allan Poe’s dark stories in an intimate room while guests sip drinks and nibble small treats. Shows at 1:30, 3:30, 6 and 8 PM. Recommended for ages 16 and up; tickets are sold online only, not at the door.

    📍 639 Bedford Rd, Sleepy Hollow, NY · Source: hudsonvalley.org · Checked Oct 31, 2026

Halloween tonight (ticketed) 3

  • 5 PM–6:30 PM 21+

    Small Bites at Collinwood: Soirée in the Mansion ↗

    Admission: $120 + fees

    An intimate Halloween-evening gathering inside the mansion with Kathryn Leigh Scott and special guests, 5 to 6:30 PM. Ages 21 and older only.

    📍 635 S Broadway, Tarrytown, NY 10591 · Source: lyndhurst.org · Checked Oct 31, 2026

  • 6 PM–9 PM

    Twilight Village at Sleepy Hollow ↗

    Admission: Adult $35, child $25, senior/young adult $34; advance only

    An after-dark village of storytellers, performers and the Headless Horseman’s ride at the historic Philipsburg Manor. Timed entry 6 to 9 PM tonight, the final night. Tickets are sold online only, never at the gate. Recommended for all ages.

    📍 381 N Broadway, Sleepy Hollow, NY · Source: hudsonvalley.org · Checked Oct 31, 2026

  • 6 PM–10:30 PM

    The Great Jack O’Lantern Blaze ↗

    Admission: From $24, advance timed tickets only

    More than 7,000 hand-carved, lit jack o’lanterns along a path at an 18th-century manor. Timed entry tonight from 6 PM, last standard slot ending 10:30 PM. Add-on tickets include a tavern or Headless Horseman’s Hideaway stop. No tickets sold on site.

    📍 525 S Riverside Ave, Croton-on-Hudson, NY · Source: pumpkinblaze.org · Checked Oct 31, 2026

Parks & farms (small fee) 2

  • 7:20 AM–5:50 PM

    Rockefeller State Park Preserve ↗

    Admission: $6 per vehicle (walk-in free)

    About 45 miles of wide crushed-stone carriage roads around Swan Lake and the Pocantico River, minutes from Sleepy Hollow. Open dawn to dusk. The state charges $6 per vehicle, collected 8 AM–4:30 PM. Dogs must be leashed; no bikes or drones.

    📍 125 Phelps Way, Pleasantville, NY 10570 · Source: parks.ny.gov · Checked Oct 31, 2026

  • 9:30 AM–3 PM

    Stone Barns Center ↗

    Admission: $20 per vehicle on weekends

    A working farm campus where you can walk the grounds, see the animals and stop in the café and market. Open Wednesday to Sunday, 9:30 AM to 3 PM. Weekend admission is $20 per vehicle through November; no reservation needed to walk the grounds.

    📍 630 Bedford Rd, Tarrytown, NY 10591 · Source: stonebarnscenter.org · Checked Oct 31, 2026

Bars & restaurants on Beekman Ave (paid) 3

Outside NYC, so our NYC health-inspection check does not cover these. Hours are from each place’s own site; call ahead on Halloween night.

  • 11:30 AM–midnight 21+ to drink

    J.P. Doyle’s ↗

    Admission: Paid (pub & restaurant)

    A neighborhood pub and restaurant on Beekman Avenue. Saturday pub hours 11:30 AM to midnight, kitchen until 10 PM. No reservations.

    📍 48 Beekman Ave, Sleepy Hollow, NY 10591 · Source: jpdoyles.com · Checked Oct 31, 2026

  • 12 PM–midnight 21+ to drink

    Beekman Ale House ↗

    Admission: Paid (bar & food)

    A Beekman Avenue bar for craft beer, cocktails and pizza, a short walk from Philipsburg Manor. Open every day noon to midnight; kitchen until 11 PM.

    📍 92 Beekman Ave, Sleepy Hollow, NY 10591 · Source: beekmanalehouse.com · Checked Oct 31, 2026

  • 12 PM–9 PM 21+ to drink

    Bridge View Tavern ↗

    Admission: Paid (tavern & beer garden)

    A Beekman Avenue tavern with a long beer list, comfort food and a seasonal beer garden. Open Tuesday to Sunday, noon to 9 PM.

    📍 226 Beekman Ave, Sleepy Hollow, NY 10591 · Source: bridgeviewtavern.com · Checked Oct 31, 2026

About Halloween in Sleepy Hollow

Sleepy Hollow and Tarrytown are the home of Washington Irving’s Legend of Sleepy Hollow, and Halloween is their biggest day. Historic Hudson Valley runs the ticketed evening events at Philipsburg Manor and Van Cortlandt Manor, Lyndhurst hosts daytime mansion visits, and the cemetery where Irving is buried is free to walk until 4:30 PM. Ticketed events are sold online in advance only. We checked every listing on its official page on October 31, 2026, and each one disappears from this page once it closes.