Last Updated on October 9, 2023 by Katrina
Washington Irving’s 1820 story “The Legend of Sleepy Hollow” tells of a small town in upstate New York plagued by a Headless Horseman. Today, the actual town of Sleepy Hollow—tucked along the Hudson River Valley in Westchester County, about 27 miles north of New York City—is still home to real-life creepy sights. There’s the cemetery, the bridge, and the Old Dutch Church that reportedly inspired Irving. The author lived in neighboring Tarrytown, one of the prime areas to stay if you want to explore Sleepy Hollow. Here are the best hotels in Sleepy Hollow and the vicinity.
Sleepy Hollow Hotel (455 S Broadway; 914-631-5700) Sleepy Hollow
This 246-room hotel in the actual town of Sleepy Hollow is set on 11 acres of landscaped grounds, but still offers a lot of convenience. “It’s a short walk to Main Street in Tarrytown and to Beekman Avenue in Sleepy Hollow,” writes a Google reviewer. “It’s pretty affordable, and has a heated good-sized indoor pool.” The hotel offers free self-parking, and some rooms have terraces or balconies. The décor walk the line between modern and traditional. A Tripadviser user calls it a “hidden gem—it exceeded my expectations. I love the grounds… my bottom floor room had a patio looking out on a quiet park like garden.” >> Book this hotel for less
Tarrytown House Estate on The Hudson (49 E Sunnyside Ln.; 914-591-8200) Tarrytown
Sleepy Hollow is just three miles away from this 212-room hotel set on a 26-acre estate, which is almost as old as the Headless Horseman itself. It dates back to 1840 and includes a Georgian mansion. U.S. News & World Report likes the “spacious, comfortable rooms” and the hotel’s “romantic, awe-inspiring setting, complete with spectacular views overlooking the Hudson River.” Some online users note that the hotel hosts a lot of weddings. One says that it’s “not the easiest property to navigate, but a beautiful estate with personality and charm. It’s an ideal central location with that Legend of Sleepy Hollow vibe throughout the estate and town.”
Westchester Marriott (670 White Plains Rd.; 914-631-2200) Tarrytown
Some of the best hotels in Sleepy Hollow are on the outskirts of town. This 444-room Marriott is one of the largest hotels in the area. A Yelper calls it “a nice and cozy hotel on the outskirts of Tarrytown. The room was pretty nice and big.” The lobby of the 10-story hotel offers a big fireplace as well as a steakhouse and a Starbucks, and rooms feature a charming ivy-leaf wallpaper. “Excellent location right off Route 287 near the Hudson River and scenic Tarrytown and Sleepy Hollow,” writes a Tripadvisor user. “Staff truly couldn’t be friendlier or more helpful.” >> Book this hotel for less
Courtyard by Marriott Tarrytown Westchester County (475 White Plains Rd.; 914-631-1122) Tarrytown
A Yelper describes this 139-room Courtyard by Marriott as “a true ‘Courtyard,’ with the inside rooms offering a balcony and view into a spacious garden, with firepit seating and trees.” The hotel also “offers Starbucks and Bistro in the mornings, and is convenient to major parkways and restaurants. Parking is abundant and free.” A Google reviewer says that “once you get past the lobby you step back in time.” Another says “the breakfast was delicious and varied, with hot and cold options. The staff was friendly and helpful, and they made me feel welcome. The location was convenient, close to the highway and the downtown area.I would definitely stay here again.” >> Book this hotel for less
The Opus Westchester, Autograph Collection (3 Renaissance Square; 914-946-5500) White Plains
Located eight miles from Sleepy Hollow, this 146-room Autograph Collection hotel has “eclectic art and décor, authentic experiences and urban glamour,” according to Forbes. “The indoor rooftop heated swimming pool and lounge deck are a treat.” One Google reviewer likes the un-spooky ambience. “The staff is always happy, the rooms are well maintained, the location couldn’t be better—lots of great restaurants nearby and next to a Starbucks.” >> Book this hotel for less
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