We Explored Sleepy Hollow! Headless Horseman Legends + The Great Jack O’Lantern Blaze 🎃

177 views · 9 likes · 3 comments · Sep 27, 2026 · 40:19 · Long
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Come explore Sleepy Hollow & Tarrytown, New York with us! 🎃🐎 We headed to the Hudson Valley to experience the legendary home of the Headless Horseman and see some of the places connected to Washington Irving’s The Legend of Sleepy Hollow. We visited the Headless Horseman statue, stopped at Washington Irving’s grave, checked out the Headless Horseman Bridge area, explored Sleepy Hollow and Tarrytown, and then ended the night at The Great Jack O’Lantern Blaze! We were invited by Hudson Valley to experience the Blaze, and it was incredible seeing thousands of illuminated jack-o’-lanterns and displays come to life after dark. 🎃✨ And the adventure didn’t quite end there—we made a few more stops on our way home! If you’re thinking about visiting Sleepy Hollow in the fall, come along with us to see what there is to do, what the Blaze is like, and whether this legendary Hudson Valley destination belongs on your fall bucket list. ☕🍵 We’re Steph & Deb — best friends for 35+ years — and this is What’s Up With The Girls! Subscribe and follow along for travel, cruises, attractions, road trips, food, haunts and whatever adventure we get ourselves into next! Thank you to Hudson Valley for inviting us to experience The Great Jack O’Lantern Blaze. #pumpkinblaze #SleepyHollow #Tarrytown #GreatJackOLanternBlaze #HeadlessHorseman #HudsonValley #SleepyHollowNY #JackOLanternBlaze #FallTravel #NewYorkTravel #FallInNewYork #WhatsUpWithTheGirls

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