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Leon Toppin mid-air doing a kickflip over a ramp with a crowd watching

Upper West Side

Skateboard Lessons on the Upper West Side

Riverside Skatepark, Central Park, and quiet neighborhood streets. One-on-one lessons on the UWS.

Why Learn on the Upper West Side

Riverside Skatepark

One of Manhattan's best skateparks sits right in the neighborhood at 108th Street. It's compact and well-built, with trees on all sides. Leon teaches here regularly because it has features for every level without the intensity of downtown parks.

A Neighborhood That Supports It

The UWS has families, park space, and a community that uses its outdoor areas. Skating here doesn't feel like fighting for space. People walk their dogs past you. Nobody cares that you fell.

Where Lessons Happen

Leon teaches at parks and open spaces across the Upper West Side. Here are the most common spots.

Riverside Skatepark

Tucked into Riverside Park at 108th Street. Smooth bowl, flat area, and trees everywhere. Leon's go-to for UWS lessons because it has something for every skill level.

Central Park (West Side Paths)

Wide pathways near the 72nd and 81st Street entrances on the west side. Good flat ground for beginners who want to learn pushing, turning, and stopping before stepping into a skatepark.

Riverside Drive Open Spaces

Smooth pavement along Riverside Drive works well for cruising practice and flat-ground fundamentals. Leon likes these spots for younger students or anyone who wants a quieter first lesson.

What to Expect

The UWS has something most Manhattan neighborhoods don’t — a real skatepark. Riverside Skatepark at 108th Street is where students go once they’re ready to move beyond flat-ground basics. But for beginners, Central Park’s west side paths are wide and smooth with plenty of room, and Riverside Drive has open areas that are quiet enough for a focused first session. Leon matches the spot to the student.

Sessions last about an hour. About half of Leon’s UWS students are adults learning to skate, and the other half are kids whose parents want something more independent than a team sport. Wear flat-soled shoes and clothes that let you move. Leon can bring a board if you need one. Helmets are required for anyone 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 on the Upper West Side.

Want to skate regularly? See all lesson options — duo, monthly, and multi-session

What Students Say

★★★★★

“Leon is one of the best skater/teachers in New York. He's very knowledgeable and very patient with his students. Highly recommended if you or your child wants to get into skating.”

Kenny A.

Google Review

★★★★★

“Leon, besides being an exceptional skater, is incredibly insightful and helpful when it comes to teaching and breaking down tricks in a very digestible way.”

Da C.

Google Review

Frequently Asked Questions

Start Skating on the Upper West Side

Book a private lesson with Leon at Riverside Skatepark or a spot near you.