@exploresleepyhollow: Third time’s the charm! 🤞🍂 After being rescheduled TWICE, the Sleepy Hollow Street Fair is back on for this Sunday, November 8th! Fingers crossed the weather finally cooperates! 🤞 And if you’ve been wanting to visit Sleepy Hollow, NY but wanted to avoid the crazy October crowds, this might be the perfect weekend to come! The Halloween rush has slowed down, the fall foliage around Sleepy Hollow and Tarrytown is still beautiful, and there’s a whole street fair happening right in the heart of town! 🍁 📍 Sleepy Hollow Street Fair 🗓 Sunday, November 8th ⏰ 10 AM - 5 PM 📍 Beekman Avenue, Sleepy Hollow, NY Here’s what you can expect: 🛍️ 120+ arts, crafts & local vendors 🍔 Food trucks, snacks & treats 🎶 Live music & entertainment 🐴 Headless Horseman appearances & photo ops 🎨 Family-friendly activities And of course, we’ll be there with The Horseman’s Shop! 🧡 If you missed us during spooky season, come check out our Sleepy Hollow souvenirs, sweatshirts, T-shirts, hats, pins, magnets & more! We’ll have plenty of goodies to take home a little piece of Sleepy Hollow. 🍁 Local tip: If you’re making the trip, take some time to explore the fall foliage around town too! Early November is one of my favorite times in Sleepy Hollow. It’s typically a lot quieter than October, and the scenery is just as beautiful. Come spend the day exploring Sleepy Hollow, supporting local businesses, grabbing some good food, and enjoying one of the last big outdoor events of the season! Who’s coming out on Sunday?! 🎃🍂 #SleepyHollowNY #SleepyHollowStreetFair #HudsonValley #WestchesterCounty #headlesshorseman

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Tuesday 03 November 2026 02:21:16 GMT