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Halloween events in Sleepy Hollow

Sleepy Hollow does Halloween properly: haunted houses that actually scare you, pumpkin patches worth the drive, and trick-or-treat streets the kids talk about all year. Here's what's on — confirmed dates first, then the annual traditions to watch for.

Annual traditions — dates TBA

These happen every year; exact dates are announced closer to the day.

Irving's 'Legend'

Dates TBA (Fridays-Sundays Oct 2-31; evening performances at 6pm and 7:30pm, with 9pm shows on peak dates) · Irving's Legend More info

Sleepy Hollow Cemetery Classic Evening Lantern Tour

Dates TBA (In October daily 7-9pm, plus 10pm-midnight tours on weekends through early November; two-hour lantern-lit walk) · Sleepy Hollow Cemetery More info

Sleepy Hollow Haunted Hayride

Dates TBA (Two nights only in 2026: Fri-Sat Oct 16-17; Beekman Ave block party from 5pm, hayrides from 7pm, timed online tickets) · Sleepy Hollow Haunted Hayride More info

The Great Jack O'Lantern Blaze

Dates TBA (Select evenings Sep 18-Nov 8, open every night in October; timed entry, advance tickets only) · The Great Jack O'Lantern Blaze · $24 More info

The Headless Horseman Files

Dates TBA (Fridays-Sundays Oct 2-31, daytime 10am-4:15pm; 45-minute guided experience) · The Headless Horseman Files · $35 More info

The Spirits of Sleepy Hollow Country

Dates TBA (October Fridays in 2026 (listed Oct 9, 16, 23, 30), matinee and evening performances) · The Spirits of Sleepy Hollow Country · $65 More info

Twilight Village at Sleepy Hollow

Dates TBA (Fridays-Sundays Oct 2-31; timed evening entry roughly 6:30-9pm (6-9pm on peak late-October dates)) · Twilight Village at Sleepy Hollow More info

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Good to know

Haunted houses sell out on the last two weekends — book ahead, don't walk up.
Pumpkin patches are best on weekday mornings: smaller crowds, better light for photos.
Bring cash for the farm stands; card readers and corn mazes don't always mix.
Check age guidance before bringing small kids to a haunt — 'family fright nights' are the gentler pick.

More in Sleepy Hollow

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