The countdown to Halloween has begun, with just 62 days left until the spookiest day of the year arrives. For those who live and breathe the eerie excitement of the season, there’s no better time to start planning a ghoulish getaway. If you’re in search of a Halloween getaway destination that takes the experience to a whole new level, look no further. We’ve rounded up seven enchanting locations across the United States that offer a perfect blend of history, haunts, and pumpkin-spiced festivities.
1. Westchester County, NY: Unveiling the Shadows of Sleepy Hollow
For Halloween enthusiasts, Westchester County, New York, is a must-visit. This region boasts a rich history intertwined with the supernatural. Explore the Village of Sleepy Hollow, where the legend of the Headless Horseman still lingers. Venture through The Great Jack O’Lantern Blaze, an awe-inspiring display featuring over 7,000 illuminated jack-o’-lanterns. Halloween in Westchester offers haunted houses, historic homes, craft fairs, and spine-chilling reenactments. When the sun sets and the spirits awaken, check into iconic haunted lodgings like Castle Hotel & Spa, Sleepy Hollow Hotel or Tarrytown House Estate for an immersive experience.
2. Canandaigua, NY: A Harvest of Haunts and Mysteries
Canandaigua, New York, not only treats visitors to breathtaking fall foliage but also embraces the Halloween spirit with open arms. Dare to embark on a Haunted Stroll through the Sonnenberg Gardens, where witches, goblins, and ghouls await your company. Mansion Mysteries, an engaging whodunit drama performance, promises a thrilling evening. Discover the science behind Halloween legends at the New York Kitchen’s Spooky Sips & Science event, all while sipping on blood-red wines. As the sun sets, find comfort at The Lake House on Canandaigua, a lakeside retreat offering leaf peeping cruises and cozy lakeside cocktails.
3. New Orleans, LA: Embrace the Eerie Elegance
Known for its voodoo vibes and historical haunted tours, New Orleans transforms into a Halloween wonderland that shouldn’t be missed. Explore the French Quarter and savor Café du Monde beignets by day, then venture into the city’s renowned cemeteries and indulge in a voodoo-themed ghost tour by night. The Old No. 77 Hotel, a mere three blocks from the heart of the French Quarter, offers an adventurous stay for intrepid spirits.
4. Boston, MA: Unveiling Dark Secrets Along the Freedom Trail
Boston’s haunted history is as old as the nation itself, making it a prime destination for Halloween enthusiasts seeking spine-chilling experiences. Embark on a Freedom Trail Lantern Tour, where a cloaked guide leads you through the macabre side of Boston’s iconic sites. Hear tales of fatal duels, ruthless pirates, and the hangings of convicted witches. To complement your eerie exploration, the Boston Harbor Hotel, nestled by the harbor, offers a convenient launchpad for a haunting getaway.
5. Roanoke, VA: Delve into Appalachian Mysteries
Nestled amidst the Appalachian and Blue Ridge Mountains, Roanoke, Virginia, embraces its reputation as one of the spookiest cities in the region. Eerie legends like “The Woman in Black” and an array of haunted spots await your curiosity. Hotel Roanoke sets the stage for an unforgettable adventure, and guided tours by Colonial Ghosts promise to lead you through Roanoke’s most haunted corners.
6. Lake Placid, NY: A Scenic Escape with a Hint of Haunt
Lake Placid, famed for its picturesque charm, becomes even more alluring during the Halloween season. Engage in the 6th Annual Trunk or Treat, savor Whiteface Mountain’s Oktober Fest, or catch a hauntingly good film at the Lake Placid Film Festival in the historic Palace Theater, known for its resident jester ghost, George. Your stay at the renowned Whiteface Lodge, nestled in the Adirondacks, promises a rustic retreat complete with luxurious amenities.
7. Pebble Beach, CA: Hauntingly Beautiful Coastal Charms

California’s “Secret Season” beckons during fall, offering a tranquil escape with pleasant temperatures. At Pebble Beach’s Pescadero Point, the Ghost Tree cluster stands as a haunting coastal spectacle. Legend speaks of the “Lady in Lace,” a spectral figure said to appear on foggy nights. Pebble Beach Resorts invite you to explore this coastal wonderland, providing access to the famed 17-Mile Drive and offering premier accommodations and world-class golf courses.
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