Crosswinds Run Series 2026 — Canandaigua, NY

Date
September 5, 2026
Location
Canandaigua, NY
Venue
3360 Middle Cheshire Rd
Start Time
8:30 AM
Entry Fee
$0.00 – $45.00
Events
5K Run, 10K Run, Kids Fun Run
Includes
T-Shirt
Register NowRegistration OpenOfficial Race Website
Welcome to the Crosswinds Run Series! 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. 5K Run/Walk 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. 10K Run 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 h

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Crosswinds Run Series 2026 — Canandaigua, NY

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Race Travel Insurance

Don't forget travel insurance for September 5.

You've trained for months and booked a trip to Canandaigua, NY. A pre-race injury, a delayed flight, or a family emergency can derail the whole thing. Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it, and may cover medical costs if something goes wrong on the course. Plans typically only run 5-7% of your total trip cost — and running events are covered under standard plans with no additional coverage needed.

  • Trip cancellation up to 100% of prepaid costs
  • Running events covered under standard plans — no add-ons needed
  • Trip interruption up to 150% of non-refundable costs
  • Emergency medical up to $250,000
  • Cancel For Any Reason add-on available
  • 24/7 real-time support
Get a Quote — Faye Travel Insurance

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Frequently Asked Questions

When is Crosswinds Run Series 2026 — Canandaigua, NY?

Crosswinds Run Series 2026 — Canandaigua, NY takes place on September 5, 2026. The race is held in Canandaigua, New York.

Where is Crosswinds Run Series 2026 — Canandaigua, NY held?

Crosswinds Run Series 2026 — Canandaigua, NY is held at 3360 Middle Cheshire Rd in Canandaigua, New York.

Where can I find hotels near Crosswinds Run Series 2026 — Canandaigua, NY?

RaceHotelFinder shows hotels sorted by distance from the race venue in Canandaigua. Use the map or list view on this page to compare options and book race weekend accommodation.