Six rides. One county. A season-long build.
Tour de Rockland is a progressive ride series built by riders, for riders. The goal is simple. Start where people are, keep things interesting, and build real fitness over the course of the season.
We start from different corners of Rockland County on purpose. It keeps the rides fresh, spreads out the terrain, and shows just how good the riding is here when routes are chosen carefully. These are not one-off loops. Each ride fits into a bigger progression.
For first-timers, this is an on-ramp. The early rides are approachable and structured, with natural regroup points and plenty of chances to learn how group riding works. How to ride predictably, communicate clearly, and move with a group instead of fighting it. No one is expected to already know everything. This series is designed to teach that along the way.
For experienced and strong riders, this is not a watered-down experience. The terrain gets harder. The miles add up. Harriman shows up, twice. Perkins is still Perkins. These rides reward fitness, good pacing, and smart riding. If you want honest work on familiar roads, you will get it.
As the season progresses, the rides ask more of us. Climbs get longer. Elevation stacks up. The work becomes more deliberate. By the time we reach Perkins, Bear Mountain is no longer a question mark. It is a shared benchmark. We regroup at the top because everyone earns it in their own way.
This series is also about learning how to support each other. Strong group riding means knowing when to pull, when to sit in, and when to check on the rider next to you. It also means being willing to accept help when you need it. That culture does not happen by accident. It is built ride by ride.
The series concludes with our Ninth Ride Round Rockland, our 63-mile year-end ride. By then, the distance and elevation are no longer abstract. The legs know the work. The roads feel familiar. Confidence comes from repetition, not bravado.
Tour de Rockland is not about one big effort. It is about consistency, progression, and finishing the season stronger than it started. It respectes riders at every level.
We offer multiple pace groups so riders can ride hard or ride steady and still ride together. That only works with support. We need experienced riders willing to help guide groups, keep things safe, and set the tone. We also need volunteers who want to help with regroups, communication, and making the series run smoothly. If you have experience, this is a chance to give back. If you are new, this is a great way to get involved. Talk to any Ride Leader to voulenteer.
If you want a place to learn, a place to push, and a reason to keep showing up week after week, the Tour de Rockland is it!