Top 6 cultural & heritage things to do in Westchester County

1. Interactive scavenger hunt in Westchester County

Approximately two hours of team-based gameplay — explore Pleasantville with a live remote host, solving clues related to local art and history.

2. Interactive scavenger hunt in Croton-on-Hudson

Self-guided scavenger hunt around Croton-on-Hudson, combining art, history, and culture with creative challenges, all while competing for points on a global leaderboard.

3. Private helicopter tour for fall foliage in Hudson Valley

Thirty-minute helicopter tour from Westchester County Airport — scenic views of historic sites and vibrant autumn colours, narrated by experienced pilots.

4. Private helicopter tour of Hudson Valley fall foliage from Westchester

Thirty-minute helicopter flight over Hudson Valley — spectacular fall colours, narrated by your pilot, including Castle-on-Hudson, Kykuit, and the US Military Academy at West Point.

“They were incredible. I coordinated my engagement with them, and Anna was always available for support during the booking process. Our pilot Kevin was fantastic, helping me capture photos during my proposal. The flight was smooth, and the views were stunning. I will definitely do this again.”— 349bennym

5. Hudson Valley fall foliage helicopter tour from Westchester

Thirty-minute shared helicopter tour departing from Westchester Airport — soar over autumn landscapes including Kykuit, Bear Mountain, and West Point.

“We took the 15-minute trip to celebrate my son's 8th birthday, and it was unforgettable. Christine was amazing throughout, and pilot Chris was truly inspiring. We will definitely do this again.”— Z2833RQtracys

6. Self-guided ghost tour of Sleepy Hollow

Explore Sleepy Hollow at your own pace with a GPS-linked audio guide that includes local legends and the story of "The Legend of Sleepy Hollow."

“I found this to be precisely what I needed. It was user-friendly and required no downloads. The stroll through Sleepy Hollow was enjoyable.”— B_E