Chilly Hilly Ride – Sunday, February 22nd 2026
The Chilly Hilly Ride is on February 22nd this spring.
This is a classic Pacific Northwest ride that has been going on for over 50 years. If you’re going to live in Seattle, you simply have to have your own Chilly Hilly anecdote to tell.
If you’d like some of the ride history, we have a tribute to the ride in the museum section of this website.
Bicycling Magazine named the Chilly Hilly “One of Four Classic Rides” in the nation!
The ride is guaranteed to be hilly. It’s likely to be chilly, possibly rainy, rarely sunny, but absolutely challenging and fun.
The course will be marshalled from 8 a.m to about 3 p.m. The ride starts in front of the former Classic Cycle spot on Winslow Way.
Join 4000 of your closest friends for a scenic 30 mile loop around the island.
For more information and event registration, go to:























