Sleepy Hollow Street Fair event image
Sleepy Hollow, Hudson Valley

Sleepy Hollow Street Fair

Beekman Avenue closes to traffic for 145+ craft, food and vintage vendors, live music and a kids zone - the day Sleepy Hollow formally opens its Halloween season.

Wikimedia Commons image; Public domain; attribution: Detroit Publishing Co. (w) , publisher.; source page: https://commons.wikimedia.org/wiki/File:NYC_Mulberry_Street_3g04637u.jpg

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Free

This is the one day the village hands its main street over entirely to walkers, and it is the honest, non-ticketed version of Sleepy Hollow before the Halloween crowds and timed-entry attractions arrive. The vendor count is genuinely large for a village fair, weighted toward handmade goods, vintage and Halloween-leaning makers. Coming by train makes it a clean car-free day trip from Grand Central.

What to expect

A long, flat stretch of closed street packed shoulder to shoulder by midday, with craft and vintage stalls, food trucks and local restaurants serving out front, live music at several points along the route, and a kids zone. Expect the Headless Horseman and costumed witches working the crowd, and plenty of dogs.

Good to know

  • Metro-North's Hudson Line reaches Tarrytown, the main station for both villages; Philipse Manor is the smaller stop one station further north
  • Beekman Avenue is closed to vehicles, so park on nearby side streets or in Tarrytown municipal lots and walk in
  • It is free and unticketed - there is no registration and nothing to reserve
  • Dogs are welcome and the organizers actively encourage bringing them
  • Give yourself enough time to walk the full avenue and back; the vendor stretch is long
  • Fall Crafts at Lyndhurst runs the same weekend nearby if you want to pair the two

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Common questions

How do I get there by train?

Take Metro-North's Hudson Line from Grand Central to Tarrytown, the main station serving Tarrytown and Sleepy Hollow, and continue on foot or by local ride north to Beekman Avenue. Philipse Manor is the smaller stop one station past Tarrytown.

Is there an admission charge?

No. The fair is free and unticketed - the chamber's own listing says there are no tickets and no registration. You only pay for what you buy from vendors.

What time does it run?

Sunday, September 20 from 10 a.m. to 5 p.m. on Beekman Avenue between Pocantico Street and Broadway.