Sleepy Hollow Street Fair 2025

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Sleepy Hollow Street Fair 2025. This october 5, immerse yourself in a bustling community. Haunted hayrides, gothic mansions, blazing pumpkins, farmers markets, live music, street fairs, our famous halloween 10k run.


Sleepy Hollow Street Fair 2025

Join us october 15th for our annual sleepy hollow street fair! There’s something for everyone in sleepy hollow country—farmers markets, live music, street fairs, historic homes, hiking trails, kayaking and boating on the hudson river.

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