The Bryant Park Winter Village opens on October 24, 2025. This is when the holiday season starts in New York City! They have holiday shops, food stands, and an ice skating rink that is free admission. You do have to rent skates if you don't have them and that can cost anywhere from 20-60 dollars. It's great for both kids and adults! Parking can be a bit tricky, I recommend a garage and there are a ton nearby (Icon parking garage, Champion parking, Hertz public park, etc)! P.S. They might look cool and fun but don't get on the Rickshaws (guys driving people on bikes), they charge a lot of money and don't tell you until it's too late..