If you want to be right in town, the best spot is the DoubleTree Tarrytown. (You can do it!) Where to Stay in Sleepy Hollow Want something more challenging? Try the Lemon Squeezer, a 7.5 mile trek with lots of scrambling in Harriman State Park. If you don’t have time to do them all, don’t miss the 13 Bridges Loop Trail (2 miles) in Rockefeller State Park Preserve. The Hudson Valley is beautiful - even more so with fall colors - and you’re spoiled for choice when it comes to being outside. It wouldn’t be a blog post from me if I didn’t at least mention the outdoors 🙂 You can get a flight of four beers to sample, and you’ll probably want the nitro smoked maple porter or one of their other ultra-local flavors. I favored Sing Sing Kill Brewery because they have a good variety of beers and not just IPAs (sorry, but all those trendy we-only-serve-IPA-places are a pet peeve of mine). Honestly, you’d probably need about a week. There are a LOT of breweries in the Hudson Valley and you’d have to make a concerted effort to visit them all. (No photos allowed inside, sorry!) Sing Sing Kill Brewery
PUMPKIN BLAZE SLEEPY HOLLOW PLUS
It’s just a few minutes from the main drag and features a Matisse stained glass window plus nine other stained glass windows by Marc Chagall. While the church alone is not worth planning an entire trip for, it’s definitely worth a visit if you’re in Sleepy Hollow anyway. It’s been described as “where God would live, if he had the money” and while I don’t know about that, I do know you’ll want to check out the view from the west porch. Touring Kykuit shows off antiques, fine art, sweeping views of the Hudson River, and lovely gardens. Want to know what it was like to live as the rich and famous (100 years ago)? There are classic lantern tours - again, more focused on history and famous residents - and then there are “murder and mayhem” tours. The nighttime tours, though, give you the right amount of spooky.
If you go during the day, you’ll be treated to local history and a surprisingly beautiful outdoor setting (with ornate sculptures and monuments). It’s the final resting place not only for Washington Irving, but also Andrew Carnegie, William Rockefeller, and plenty more. Sleepy Hollow’s cemetery seems to have more incredible stories attached to it than your average cemetery. Sure, you’ll find some pretty tacky Halloween activities in the area, but there are also four things to do in Sleepy Hollow that are perfect for Halloween without being ridiculous. Now, people visit not only for Halloween, but also because they’re familiar with the place and its connections in both history and literature. Slowly, people started visiting, not just for an eerie setting on Halloween, but also to see an area they felt connected to from literature, television, and movies. Their plan? Rename the town to Sleepy Hollow and bring in tourism dollars. Then, in 1996, the General Motors plant in town shut down and North Tarrytown needed an economic lift.
The story takes places in North Tarrytown in the Hudson Valley, although Irving refers to it as “Sleepy Hollow”, a title he entirely made up, nothing more than a literary flourish.įor 176 years, North Tarrytown lived on in reality while Sleepy Hollow lived on in legend. I’m sure you know the tale, a story about a schoolmaster named Ichabod Crane who was terrorized by a headless horseman. It’s been a quiet spot for the vast majority of its history, without many claims to fame even though it’s been settled since the 1600s.īut then Washington Irving came along and wrote “The Legend of Sleepy Hollow” in 1820. Just 30 miles north of New York City on the Hudson River, it’s a small town with less than 10,000 residents. If it weren’t for Halloween, most travelers would probably overlook Sleepy Hollow. A Little Back Story about Sleepy Hollow, NY
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