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The Headless Horseman shares his favorite spooky spots to ride around town. This famous fictional phantom - who made his literary debut in Washington Irving's 'The Legend of Sleepy Hollow' in 1820 - was kind enough to contribute his itinerary, which thankfully does not include chasing down local schoolteachers. It does sport a variety of places and activities centered on Sleepy Hollow, with a certain fondness for Jack O’ Lanterns and equestrian activities.

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Bridge View Tavern
Bridge View Tavern
This family owned establishment boasts a stone fireplace, an eclectic menu and 18 beers on tap. Ask about taking home a 64 oz Growler of your favorite brew. “The pulled pork is a favorite” says Mr. Horseman, “and the view of the bridge is great too, though I doubt I’ll be crossing it any time soon.”

226 Beekman Avenue | Sleepy Hollow, NY 10591 | T: (914) 332-0078
www.bridgeviewtavern.com
Great Jack O’Lantern Blaze
Great Jack O’Lantern Blaze
This annual event is the tri-state area’s biggest Halloween event. “You can’t go wrong with over 5,000 blazing pumpkins set against the mysterious and spooky backdrop of the 18th century buildings of Van Cortlandt Manor” claims Mr. H., “I like to wander through and get ideas for neck toppers for the coming year.”

525 South Riverside Avenue | Croton-on-Hudson, NY 10520 | T: (914) 271-8981
www.hudsonvalley.org
Horsefeathers
Horsefeathers
A staple of the Westchester restaurant scene for over 30 years, this family-friendly restaurant serves up over 100 different menu items daily. “Any place with ‘horse’ in the name is a good bet. Weekend brunch hits the spot, especially if you happen to be a night owl like me.”

94 North Broadway | Yonkers, NY 10591 | T: (914)631-6606
www.horsefeathersny.com
Old Croton Aqueduct
Old Croton Aqueduct
Limited to pedestrians, bicycles and horses, this leafy oasis can’t be beat when the leaves turn color. Stretching for miles among the Hudson River villages, “It’s the perfect place for an autumn ride. Keep an ear open for hoofbeats. I’ve been known to fancy a race every now and then.”

15 Walnut Street | Tarrytown, NY 10591 | T: (914) 693-5259
www.nysparks.com
Rockefeller State Park Preserve
Rockefeller State Park
“There’s nothing like a gallop through the old Sleepy Hollow- the valley of the Pocantico River. It’s a great spot for hiking, birdwatching and photography, too, but I mostly prefer the horseback. The park is one of the only places in town that welcomes equestrians. Of course, I don’t meet many people willing to ask me to stop.”

125 Phelps Way | Plesantville, NY 10570 | T: (914) 762-0209
www.friendsrock.org
Tarrytown Music Hall
Tarrytown Music Hall
“I first rode by the Music Hall when it opened in 1885.” It still offers an eclectic mix of music, theater, film and comedy. After catching a performance, be sure to stop by some of the restaurants on Tarrytown’s Main Street, where the food is “as abundant as the larder of old Baltus Von Tassell himself.”

13 Main St. | Tarrytown, NY 10591 | T: (914) 631-3390x100
www.tarrytownmusichall.org
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