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Eat, Shop, Enjoy

Sleepy Hollow Street Fair

Sleepy Hollow Street Fair

October 14, 2023 10:00 AM – 4:00 PM

Beekman Ave, Sleepy Hollow, NY

Rain or Shine


175+ Vendors, Arts and Crafts, Food and Entertainment for the entire family…pooches included! Halloween and Holiday items too!


Thank you to our Street Fair Sponsors. The generosity of our sponsors makes the Street Fair possible. Please show your support by frequenting their businesses.

Presenting Sponsor

Music Sponsor

Headless Horseman Sponsor

Balloon Display Sponsor

Why Join the Chamber?

We're bringing businesses & our community together!

The Sleepy Hollow Tarrytown Chamber of Commerce is here to connect, support, represent and elevate our members via dynamic networking events, social media promotion, the organization of popular annual events like the street fair, and active collaborations with the Villages themselves.