Chilly Hilly

Embrace a beloved Pacific Northwest tradition and kick off the riding season in style at the Chilly Hilly 2026: February 22, 2026, celebrating its 54th year. This iconic 33-mile loop begins with a scenic Washington State Ferry ride from Seattle to Bainbridge Island, offering stunning skyline views before you tackle the famously rolling hills. The fully supported route winds along picturesque shorelines and through serene forests, providing a challenging yet achievable early-season benchmark for thousands of cyclists. Your registration acts as a fundraiser for Cascade Bicycle Club's vital advocacy and education programs, making every pedal stroke count for a greater cause.

The event boasts comprehensive support with mechanical and SAG services, a lively mid-point rest stop at Battle Point Park, and a festive finish line community at the Bainbridge Island Senior Community Center. With registration opening January 8th and increasing on February 10th, securing your spot early guarantees the best price for this unforgettable day on two wheels. Layer up, prepare for classic Northwest weather, and join the spirited tradition where community, challenge, and breathtaking scenery collide.