Annual Autumn Event in New York features 200 vendors, local cuisine, and the enigmatic headless knight next month.
The Sleepy Hollow Fair 2025 promises a lively fall celebration for visitors on Sunday, September 21st, from 10am to 4pm, located on Beekman Avenue between Pocantico Street and Broadway[1][5]. This event, which attracts nearly 200 local vendors, offers a variety of handmade trinkets, seasonal decorations, and a selection of delicious food from nearby eateries like Casaletto Pizza, ChuChok Thai, and The Taco Club[1].
Besides shopping and dining, the fair offers a range of activities for all ages. Live music, family-friendly crafts, and various seasonal activities are on the agenda[1]. Pets are welcome to join the festivities, making it a truly family-oriented event[1]. Local businesses such as Cozy Coven, a shop offering witch accessories, and the Sleepy Hollow family bookstore will also be open during the fair[1].
A notable highlight of the event is the anticipated appearance of the Headless Horseman, a legendary figure deeply rooted in Sleepy Hollow's lore, popularized by Washington Irving[1]. Although the exact time and location for the Headless Horseman's appearance at the fair have not been announced, attendees are encouraged not to miss this spooky tradition[1].
For those seeking additional seasonal events in the area, Twilight Village at Sleepy Hollow runs from October 3 to November 1 and offers an immersive evening experience featuring live storytellers, a pop-up market, fire performers, music, fortune tellers, food trucks, and a dramatic Headless Horseman reenactment with sound and light effects[3].
In addition to the fair, Sleepy Hollow offers a variety of activities during the colder months, such as pumpkin picking, hayrides, and farmers markets[2]. This picturesque historic town is worth visiting for day trips and excursions, offering a unique blend of history, culture, and spooky legends[4].
- The Sleepy Hollow Fair 2025 offers a variety of delicious food from nearby eateries like Casaletto Pizza, ChuChok Thai, and The Taco Club, making it a perfect destination for food enthusiasts.
- This family-oriented event welcomes pets, providing an opportunity for furry friends to enjoy the festivities along with their owners.
- Beyond the fair, the Twilight Village at Sleepy Hollow offers an immersive evening experience during October and November, featuring live storytellers, music, and a dramatic Headless Horseman reenactment.
- For those interested in fashion and beauty, local businesses like Cozy Coven, offering witch accessories, can be found open during the fair.
- As the weather cools, Sleepy Hollow offers pumpkin picking, hayrides, and farmers markets, making it an ideal destination for fall relaxation and recreation.
