The 14 best things to do in Westchester County (2026)

The ranked list

1. 

   1. Private New York City Helicopter Tour for Couples from Westchester

   Outty Ranking70

   Your private Robinson R44 helicopter will whisk you from Westchester County Airport to Manhattan and back at sunset, day or night. Dazzle your loved one with unforgettable aerial views of the iconic Manhattan Skyline fro. Solid Choice at 70/100, 4.8/5 from 51 traveler reviews, 0.5h from $995, free cancellation.

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2. 

   2. Manhattan Helicopter Tour from Westchester (Shared)

   Outty Ranking69

   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 helicopter flight with aerial views of Central Park, Yankee. Solid Choice at 69/100, 4.8/5 from 32 traveler reviews, 0.5h from $415, free cancellation.

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3. 

   3. Private Helicopter Flight Lesson from Westchester

   Outty Ranking68

   Experience the thrill of flying around the Hudson Valley with this helicopter flight lesson from Westchester Airport in White Plains, NY. Start with ground instruction to learn about basic flying technique and safety and. Solid Choice at 68/100, 5.0/5 from 13 traveler reviews, 1h from $705, free cancellation.

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4. 

   4. Private New York City Helicopter Tour for 2-6 from Westchester

   Outty Ranking61

   Take your friends, family or partner on a once-in-a-lifetime adventure over New York at sunset, day or night. Dazzle your guests with unforgettable aerial views of iconic landmarks from above while cozying up to one anot. Solid Choice at 61/100, 4.7/5 from 22 traveler reviews, 0.5h from $1,710, free cancellation.

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5. 

   5. Creative Croton-on-Hudson Scavenger Hunt

   Outty Ranking54

   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 assist and encourage you along through your phone. We are an Aust. Worth a Look at 54/100, 2h from $29, free cancellation.

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6. 

   6. New York Autumn Glow Immersive Chinese Lantern Festival

   Outty Ranking54

   After six years and over a million guests, Autumn Glow Festival returns! This unforgettable celebration of traditional Chinese lantern festivals is coming to Schenectady, NY and New Rochelle, NY. Pick your location at b. Worth a Look at 54/100, 2h from $19, free cancellation.

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7. 

   7. Murder Mystery Detective Experience in New Rochelle NY

   Outty Ranking54

   Step into the shoes of a newly-minted detective, tasked by Commander Mahoney to solve a gripping case... murder on the streets of New Rochelle. Throughout this crime-solving audio adventure, visit each of the 10 mapped. Worth a Look at 54/100, 2.5h from $15, free cancellation.

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8. 

   8. Guided Kayak Fishing Tour

   Outty Ranking51

   I am the only guide, giving kayak fishing tours in the NYC metro area. This is a once in a lifetime experience with a professional fisherman / kayaker. I supply everything you need to catch fish in the big apple. Worth a Look at 51/100, 6h from $564, free cancellation.

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9. 

   9. Hudson Valley Fall Foliage Helicopter Tour from Westchester (Shared)

   Outty Ranking51

   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, yellows and oranges of Hudson Valley fall foliage from the comfort of a hel. Worth a Look at 51/100, 4.0/5 from 2 traveler reviews, 0.5h from $415, free cancellation.

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10. 

    10. New York City and Westchester Holiday Lights Helicopter Tour

    Outty Ranking50

    Experience a magical nighttime helicopter ride during The Most Wonderful Time of The Year with up to 5 companions! Departing from Westchester County Airport, you'll soar over New York City and return, creating unforgetta. Worth a Look at 50/100, 2.8h from $1,420, free cancellation.

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11. 

    11. Couple's Private Hudson Valley Fall Foliage Helicopter Tour from Westchester

    Outty Ranking49

    Perfect for a romantic date, couples enjoy the beautiful Fall colors of Hudson Valley from the sky. Helicopters lift off from a quiet location at Westchester Airport and in just a few minutes you will find yourself soari. Worth a Look at 49/100, 4.7/5 from 3 traveler reviews, 0.5h from $995, free cancellation.

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12. 

    12. Sleepy Hollow Ghost Tour (Self-Guided Audio Driving/Walking Tour)

    Outty Ranking47

    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! Includes a bonus audiobook of Washington Irving's "The Legend of Sleepy Holl. Worth a Look at 47/100, 3.6/5 from 15 traveler reviews, 1.3h from $5.

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13. 

    13. Playful Pleasantville, NY Scavenger Hunt

    Outty Ranking47

    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 assist and encourage you along through your phone. We are an Aust. Worth a Look at 47/100, 4.0/5 from 1 traveler reviews, 2h from $29.

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14. 

    14. Private Fall Foliage Helicopter Tour for 2-6 from Westchester

    Outty Ranking42

    Perfect for couples, the whole family or group of friends, enjoy the beautiful Fall colors of Hudson Valley from the sky. Helicopters lift off from Westchester County Airport and in just a few minutes soar above historic. Worth a Look at 42/100, 0.5h from $1,710, free cancellation.

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