Mount Kisco
Skateboard Lessons in Mount Kisco
One-on-one instruction at Leonard Park and spots around the village center.
Why Learn in Mount Kisco
Leonard Park
One of the best teaching spots in northern Westchester. Paved paths, open flat areas, and enough room to set up drills without competing for space. Parents can sit nearby while kids skate.
Central Northern Westchester
Mount Kisco is right between Chappaqua, Bedford, and Armonk. If you're in any of those areas, meeting Leon in Mount Kisco is easy and keeps lesson time focused on skating, not driving.
Mount Kisco has the feel of a small village with the kind of parks and infrastructure that work well for learning to skateboard. Leonard Park is the main draw — it’s got paved paths that wind through enough flat terrain that beginners can practice without running out of room or dodging crowds.
For families in Chappaqua, Bedford, or Armonk who want a central meeting point, Mount Kisco is usually the sweet spot. Leon knows the area and picks surfaces based on what the student needs — smooth pavement for first-timers, slight inclines for riders working on stopping and control.
Where Lessons Happen
Leon teaches at parks and flat areas around Mount Kisco. Here are the spots he uses most.
Leonard Park
The go-to spot in Mount Kisco. Paved walking paths with plenty of flat stretches for pushing and balance drills. Benches nearby for parents, shade when it's hot, and enough room to set up proper stations.
Village Center Area
Smooth pavement and quieter parking areas near the village shops. Leon uses these on weekday mornings when foot traffic is minimal — a good option for quick sessions.
Nearby Flat Areas
Mount Kisco has several school and community areas with flat, paved surfaces that work for lessons. Leon picks based on time of day and what you're working on.
What to Expect
Leon sizes up each student before they step on the board—where they’re at, what they want to learn, and what pace feels right. For first lessons, that means stance, balance, and pushing. For returning students, he builds on what you already know and introduces new skills at your pace.
Each session is about an hour. Wear flat-soled sneakers and clothes that don’t restrict movement. Leon can provide a board if needed, but having your own is best for practicing between lessons. Helmets are required for students under 18.
Want to try it yourself?
Book a private lesson with Leon. NYC and Westchester, all ages and skill levels.
Lesson Rates
Leon travels to you. Board available if needed. No extra charge for travel in Mount Kisco.
Want to skate regularly? See all lesson options — duo, monthly, and multi-session
What Students Say
“Leon was great with my 5 years old boy! It was his first time on skateboard and Leon made him feel so comfortable and safe! He had so much fun. Definitely would use him again whenever we are in town!”
Eva R.
Google Review
“Leon is patient, encouraging, and leans on years of experience to clearly explain techniques. He does a great job of challenging skaters within their skill levels, keeping things fun while learning new tricks.”
Ali A.
Google Review
Frequently Asked Questions
Start Skating in Mount Kisco
Book a private lesson with Leon at Leonard Park or a spot near you.