How to Plan the Perfect Trip to Sleepy Hollow, New York

The charming Westchester County community of Sleepy Hollow is less than 30 miles from Midtown Manhattan. The under-11,000-person town attracts thrill-seekers

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Natasha Caputo, director of Westchester County Tourism & Film, adds that the vibrant community is known for its rich history and deep link to Washington Irving's 1820 story,

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“The Legend of Sleepy Hollow.” Sleepy Hollow is a must-see during Halloween, but it's packed, so prepare ahead. 

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Our definitive guide to Sleepy Hollow around Halloween, including with ideas, recommendations, and expert insights, will help you plan your visit

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The village has few hotels, including Sleepy Hollow. It has 11 acres of grass and trees. When not exploring, guests can swim in the lap pool, relax in the sauna,

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Castle-like hotels are available in Tarrytown, a few minutes away. The year-round indoor pool and seasonally open outdoor pool for adults make Tarrytown 

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Castle Hotel & Spa is ideal for romantic getaways. Amidst 10 acres of calm woodland, the refurbished castle has 31 rooms and suites with en-suite fireplaces, 

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The 40-room Rockefeller mansion and gardens are now a historic site available seasonally from May to November. Caputo adds, “Its gardens and art collections

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Philipsburg Manor, a former mill and commerce complex owned by the Philipse family, can teach visitors about the 18th-century enslaved people

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Over 45,000 people, including Irving, are buried in Sleepy Hollow Cemetery. Visitors can take multiple walking tours of the 90-acre, 1849-era

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