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Fall Festival admired in New York will make a comeback next month, featuring around 200 vendors, local cuisines, and the iconic figure, the Headless Horseman.

Preparing for the Sleepy Hollow Fair 2025! Expect a plethora of autumnal amusement, coupled with the occasional spook or thrill!

New York's beloved autumn fair resurfaces in a month, featuring 200 vendors, local cuisine, and the...
New York's beloved autumn fair resurfaces in a month, featuring 200 vendors, local cuisine, and the specter of the Headless Horseman.

Fall Festival admired in New York will make a comeback next month, featuring around 200 vendors, local cuisines, and the iconic figure, the Headless Horseman.

Get ready for a day of fun and festivities as the Sleepy Hollow Fair 2025 is set to take place in the picturesque town of Sleepy Hollow, New York. On Sunday, September 21st, from 10:00 AM to 4:00 PM, Beekman Avenue will transform into a vibrant hub of activities, attracting close to 200 local vendors and offering a variety of experiences for all ages.

A Day of Shopping and Entertainment

The fair promises an array of handmade trinkets, seasonal decorations, crafts, and delicious food from local vendors. Attendees can enjoy music, family activities, and crafts, making it a community-focused fall festival.

Supporting Local Businesses

In addition to shopping, nearby eateries like Casaletto Pizza, ChuChok Thai, and The Taco Club will be open to support visitors, along with local businesses such as Cozy Coven and Sleepy Hollow Bookshop.

A Touch of the Supernatural

A highlight of the event is the anticipated appearance of the Headless Horseman, a legendary figure tied to the town’s lore (from Washington Irving’s stories). Although the exact time and location of his appearance are not disclosed yet, the mystery surrounding his visit adds an extra layer of excitement to the day.

A Warm Welcome for Furry Friends

Good news for pet owners! Furry friends are welcome at the Sleepy Hollow Fair, making it a truly family-friendly event.

More Seasonal Activities in Sleepy Hollow

If you're interested in more events around this time or other seasonal activities in Sleepy Hollow, such as pumpkin picking and hayrides, those continue into the colder months. More information about activities in Sleepy Hollow can be found on the Sleepy Hollow website.

Organisation and Contact Information

The Sleepy Hollow Fair is organised by the Sleepy Hollow/Tarrytown Chamber of Commerce, which might be the best source for vendor application or participation information.

Preparing for Halloween Season

Eight Spirit Halloween stores are opening in NYC during August, marking the start of Halloween season preparations. If you're looking for more Halloween-themed activities, Sleepy Hollow offers a unique and spooky experience, perfect for those who love the supernatural.

Exploring Beyond Sleepy Hollow

The Sleepy Hollow Fair is just one of the many day trips and excursions from NYC worth exploring. Whether you're a local or a visitor, the Sleepy Hollow Fair 2025 is an event not to be missed. So, mark your calendars and get ready for a day filled with fun, food, and a touch of the supernatural in the Hudson Valley town of Sleepy Hollow.

  1. Attendees can buy handmade trinkets, seasonal decorations, and delicious food at the Sleepy Hollow Fair's variety of local vendor stalls.
  2. The Taco Club, Casaletto Pizza, ChuChok Thai, Cozy Coven, and Sleepy Hollow Bookshop are among the local businesses that will support visitors during the event.
  3. The Headless Horseman, a legendary figure from Sleepy Hollow's lore, is expected to make an appearance at the event, adding an element of mystery to the day.
  4. Pet owners are welcome to bring their furry friends along to the Sleepy Hollow Fair, making it a truly family-friendly event.

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