Top-rated Westchester County Attractions, Landmarks & More
Westchester County, USA
Looking for attractions and landmarks in Westchester County? Check out reviews and photos of 10 attractions in Westchester County on Cool Destinations.
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Westchester County attraction reviews
Michelle_S, Jul 2026
Sleepy Hollow Tour
Moderate hills but very interesting. Nice walk with beautiful sights and historic details. Definitely doing more in other cities. Software works wonderfully but instructions to use it were a little hard to figure out.
656alanap, May 2026
A Once-in-a-Lifetime Experience
I would especially like to thank Emile, Ryan, and Michael for the incredible experience they gave us on April 30th, 2026, during our 7:30 PM chauffeur + 45-minute helicopter tour package with Wings Air Helicopters.I had booked this activity to celebrate my partner’s 30th birthday, and it truly exceeded every expectation we had. It is a memory we will keep forever.Already during the booking process, Samantha answered all of my questions with efficiency and kindness, which made me feel reassured and excited before the experience had even begun!On the day itself, Emile picked us up and drove us to Westchester Airport. He was absolutely fantastic. He knew the helicopter tour was a surprise for my partner and kindly played along, helping build the excitement in such a natural and thoughtful way. The drive itself already made us feel incredibly special!Then we met Ryan and Michael for the helicopter tour, and from that moment everything felt magical from beginning to end. Our pilot was amazing: professional, reassuring, and attentive. He shared interesting information about New York while also giving us space to simply enjoy the breathtaking views together.What touched me the most throughout this entire experience was the way these three persons made us feel. They did not treat us like just another booking. They made us feel genuinely important, almost as if we were the only guests they had ever welcomed! That level of care, warmth, and attention is incredibly rare.Thank you again for giving us such a unique and unforgettable moment. We will cherish it forever.
Anthony_P, Apr 2026
Great experience. Just...
Great experience. Just the pilot and 2 passengers so it was possible to see everything. 45 wre minutes so were able to relax and enjoy the flight
Sabrina_P, Apr 2026
Can do walk or drive thru. A+ for an add in local activity
Since it was so crowded, we actually did this audio tour by car and it worked out perfectly. Great way to enhance and educate yourself on the area while driving through town. (In traffic)

New York City
Manhattan Helicopter Tour from Westchester (Shared)winnieo946, Feb 2026
Breathtaking experience
Absolutely amazing experience and definitely worth doing the 45 minute tour down to see Lady Liberty. We had to chamge the night due to the weather, (unfortunately something that can't be controlled) but it was hassle free, and complimentary champagne was given.
I did the evening flight, snd the views were spectacular, however if you want to see cental park etc you may be best doing it in the day, as nort much of it to see when it's pitch black.Overall, a breathtaking experience and highly recommended, and a great company to do it with. Staff really helpful and informative.

New York City
Manhattan Helicopter Tour from Westchester (Shared)Daydream664571, Dec 2025
Brilliant
Absolutely top draw. The staff we very helpful. The polit, was brilliant, taking us up close to all main buildings in NYC, inculding turning the helicopter through 180 degrees, so all passengers could get photos. This trip is a must do activity if your on holiday in NYC
LoveTravel563872, Feb 2025
Fantastic experience
We chose the 45 minute trip on board a twin engine helicopter. We had a wonderful trip. To get so close to the famous landmarks was amazing. We have some fantastic photographs! Definitely would recommend.
Edarktek, Jan 2025
Family trip memories for a Life Time
Booked a 45min private flight at beginning of an 8 night visit to NYC (recomended as weather is fickle and allowed rebooking) Left our booking a little late so had to travel to Westchester squeezed into an Uber instead of take off from city. Was careful to check the conditions for weight restrictions and full refund option if weather intervenes. Cancelled and rebooked with minimum of fuss. 4.30pm booking meant take off at Sunset (Recommended) Renegotiated on site before take off to finish and land in the city (Recommended) Spectacular sights, Sunset, all the landmarks lit up, SIL, ESB, MSG, the bridges Yankee Stadium, the Edge etc etc etc, absolutely no doubt was the highlight of our time in NYC. High confidence in safety (super important as whole family on board) The 45min flight became 60 mins and because we were landing in the city spent much longer over the city. Could not recommend any more highly as a bucket list item

New York City
Private Helicopter Flight Lesson from Westchester729christopherk, Nov 2024
A Great First Helicopter Flight Experience For Out-Of/Towners
A phenomenal experience, from end to end! We were picked up at our hotel, and driven to n the airport. The staff, and pilot/instructor were friendly and knowledgeable! They explained everything and made the hour long first helicopter flight experience truly enjoyable, and an event to talk about and share with friends and family!

New York City
Private Helicopter Flight Lesson from WestchesterTia_Y, Oct 2024
Memorable!
The whole process was seamless from the time we arrived and we made some great memories!Our instructor James was amazing - we highly recommend him!He was professional and maximized the time to make sure we learned from the time we got to the helicopter, into the air with different maneuvers and after landing.We did the 30 minute introductory lesson but we would love to come back again and work with James!Thanks so much for a great experience!
richgesq, Oct 2022
Great Birthday Gift.
Great Experience!
Anthony (From the Bx) was an amazing pilot and a pleasure to have as our guide. Sabina was lovely. We didn't want it to end. We will definitely do it again.
Z2833RQtracys, Nov 2021
Bday ride
We did the 15 min trip for my sons 8th bday. It was EPIC!!! Christine is nothing less than fabulous every step of the way and the pilot Chris was inspiring. Will do this again!
349bennym, Oct 2020
The BEST!!!
They were awesome.. I planed my engagement with them also. Anna kept me connected on the booking and allowed me to contact her anytime I needed some assistance. Our pilot Kevin was great. Help me take photos when I proposed to my fiance. The flying was so smooth and the scenery was breath taking.
Will deff do it again!!!
I2123WWflorianb, Apr 2026
Great flight, esp. at night.
The helicopter flight was great and more than expected. We extended the flight to 45 minutes to reach lower Manhattan. We booked the pickup by a car service. And pickup was possible even in Brooklyn. We just asked via email. We had to pay some additional 50 dollars.
Communication was fast and easy.
The pilot was also able to accommodate our wishes, for example flying slower at Midtown and Timesquare to allow for better photography.
We can only recommend the trip with Wings Air!Greetings from Germany,
Florian.
LFPA123, Apr 2026
Thanks Wing Air Helicopters team
Our experience with the Wings Air Helicopters team was absolutely amazing! A huge thank you to Samantha and Ryan—my wife and I had the best time. The communication was excellent, and everything was crystal clear from the very beginning. I personally recommend the 45-minute tour that includes the Statue of Liberty; the hotel pick-up and drop-off service is also a fantastic addition. Our pilot, Ryan, was incredible. You can truly tell he loves what he does. Since it was our first time in a helicopter, we weren't used to the sounds or movements, but Ryan explained everything in advance and made us feel incredibly comfortable. Thank you, Ryan, you rock! Best regards from Fernando and Anamaria
B_E, Apr 2026
Easy to use
This was exactly what I was looking for. Easy to use, didn't have to download anything. Nice walk through Sleepy Hollow.
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