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The best family-friendly activities in Westchester County for parents and kids (Updated November 2026)

Westchester County, USA
Sleepy Hollow Ghost Tour (Self-Guided Audio Driving/Walking Tour)

This is a low-tech, low-data audio tour that does not track or trace users. The tour runs in any smartphone browser, no cut-rate app required! …More

This is a low-tech, low-data audio tour that does not track or trace users. The tour runs in any smartphone browser, no cut-rate app required!...

1 hour 15 minutes
3.4 (22)
from
$10
Manhattan Helicopter Tour from Westchester (Shared)

Soar above New York City and the picturesque Hudson Valley on a helicopter tour departing from Westchester Airport, just outside NYC. Choose between a 30-minute …More

Soar above New York City and the picturesque Hudson Valley on a helicopter tour departing from Westchester Airport, just outside NYC. Choose between a 30-minute...

30 to 45 minutes Free Cancellation
4.8 (30)
from
$415
Hudson River Brunch Cruise from Peekskill

Spend a relaxing late morning on the Hudson River aboard the Emerald Princess, a 90-foot, two-level yacht sailing from Fleischmann Pier in Peekskill, New York. …More

Spend a relaxing late morning on the Hudson River aboard the Emerald Princess, a 90-foot, two-level yacht sailing from Fleischmann Pier in Peekskill, New York....

2 hours 30 minutes
5.0 (1)
from
$104
Hudson Valley Fall Foliage Helicopter Tour from Westchester (Shared)

New York State’s picturesque fall foliage season is not to be missed. Instead of crowded parks and trails marvel at the cascade of blazing reds, …More

New York State’s picturesque fall foliage season is not to be missed. Instead of crowded parks and trails marvel at the cascade of blazing reds,...

30 to 45 minutes Free Cancellation
5.0 (1)
from
$415
Sleepy Hollows Ghost Self Guided Audio Walking Tour

Walk through the real-life landscape that inspired one of America’s most famous ghost stories. This self-guided Sleepy Hollow adventure takes you to the Headless Horseman …More

Walk through the real-life landscape that inspired one of America’s most famous ghost stories. This self-guided Sleepy Hollow adventure takes you to the Headless Horseman...

50 to 75 minutes Free Cancellation
5.0 (1)
from
$8
Playful Pleasantville, NY Scavenger Hunt

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to …More

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to...

2 hours
4.0 (1)
from
$23
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