3360 Middle Cheshire Rd, Canandaigua NY
Saturday, September 5th, 2026
Join us in Canandaigua for a late-summer tradition that’s been bringing runners, walkers, families and the community together for over 23 years. Formerly known as the Crosswinds 5K, the Crosswinds Run Series now offers multiple race-day options designed for all ages and abilities: whether you’re chasing a PR, enjoying a scenic walk or supporting a great local cause.
Our iconic, USA Track & Field-certified course is as fun as it is challenging, perfect for walkers, first-time racers and competitive runners alike. You’ll enjoy an exhilarating downhill first mile through the City of Canandaigua, followed by the well-known climb up West Lake Road, and finish strong on the rolling hills of Ferris Hills.
Introduced to the series last year and back by popular demand, the 10K builds on the tradition of the 5K’s hills with a longer, more demanding route for seasoned runners looking for a rewarding challenge. This USATF-certified course has a 90-minute time limit, after which roads will reopen to traffic.
A half-mile course entirely on the event campus, perfect for young runners (preschool through 5th grade). It’s a safe, energetic, and memorable way for kids to experience race day. Every child receives:
The Crosswinds Run Series is more than a finish line, it’s a movement with a mission. All proceeds benefit The Spot, a local organization providing free school supplies, clothing, food and shoes to students in need across the Canandaigua and Victor School districts. Thanks to runners, walkers, volunteers and business sponsors, last year’s event raised $13,400 for The Spot. With the continued growth of the Run Series, our goal is simple: make an even bigger impact in 2026.
Whether you’re here to tackle the hills, cheer from the sidelines, or support local kids in a meaningful way, the Crosswinds Run Series offers something for everyone.
Be part of a tradition that truly gives back!
For more information and to register, visit the Crosswinds Run Series registration page.
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