Westchester County, New York, makes for ideal fall family travel. The region comes alive with vibrant autumnal colors and family-friendly activities.
Add these experiences to your list for an unforgettable fall family getaway:
Fall Festivals
REV FEST 250 takes place Sept. 27–28. History comes to life during this event, with educational programming, family-friendly activities and reenactments. Enjoy free jazz performances at JazzFest White Plains, Sept. 10–14. Hudson Valley Restaurant Week hosts special culinary deals and events, Oct. 27–Nov. 9. Take part in Family Fun Day at Untermyer Gardens Conservatory on Oct. 5. Visit Sherwood House Museum, the oldest pre-Revolutionary tenant farmhouse in the region. Open Sept. 7–Dec. 7 on Sunday, admission is free.
Spooky Events
In its 21st year, The Great Jack O’Lantern Blaze will be held Sept. 12–Nov. 16. This spectacular event features more than 7,000 hand-carved, illuminated Jack-O-lanterns on display. New for 2025, stop at the Headless Horseman Hideaway for a spirited beverage. Visit Tarrytown, New York, for a one-of-a-kind telling of The Legend of Sleepy Hollow, with performances on select dates Oct. 3–Nov. 1. Lyndhurst Mansion serves up spooky fun, starting with the Halloween Season Opening Party Sept. 25. Take a special tour of the mansion after dark, Oct. 16–26. Practice your paddleboard skills with the annual SUP Witches, witch-themed paddleboarding event.
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