Chilly Hilly


Event has already happened
Start Locations
Colman Dock
801 Alaskan Way
Seattle, WA 98104
United States
Bainbridge Island Senior Community Center
370 Brien Dr SE
Bainbridge Island, WA 98110
United States


February 27, 2022

Chilly Hilly

Traditionally the start of the riding season in the Northwest, Chilly Hilly returns for its 50th year. The 33-mile route around Bainbridge Island starts with a scenic early morning ferry ride across Puget Sound from Seattle, or you can join the crowd directly on Bainbridge Island. Join us for the ride Bicycling Magazine named "one of four classic rides" in the nation. It's guaranteed to be hilly, chilly, and always a heck of a lot of fun. So get the dust off your bike and get ready to tackle some hills and enjoy some local dishes in town afterwards.

Registration Includes:

  • A scenic cruise on a Washington State Ferry (Seattle start)
  • Free food stop at Battle Point Park
  • Route support
  • Souvenier at the finish line in Winslow: Packet of pickling cucumber seeds from Kitazawa Seed Co.


  • Chili meal
  • Chilly Hilly T-shirt or hoodie

 -- Ride Details

Route: 33 miles /// Elevation Gain: +2,173 ft

Did you know Chilly Hilly supports our mission to improve lives through bicycling?

Your registration for Chilly Hilly raises funds that allow us to make Washington a better place for people riding bikes. Check out some of our programs like Let's Go, the Major Taylor Project, or our statewide advocacy. Our events are made possible with support from the local communities through which we ride. In addition to supporting Cascade’s programs, your registration fee helps Cascade give back to these communities and the organizations that thrive there. We’re grateful for all their continued support.

The Cascade Bicycle Club would like to acknowledge that we are on the traditional land of the first people of Seattle, the Duwamish People past and present, and honor with gratitude the land itself and the Duwamish Tribe.