Eastham Windmill Weekend Road Race - 2026

Join us for the 2026 Annual Windmill Weekend Road Race! Join us on Sunday, September 13, 2026 for the annual Eastham Windmill Weekend Road Race, a beloved Cape Cod tradition that brings runners, walkers, families, volunteers, and neighbors together to celebrate community and tradition. This scenic 5K welcomes participants of all ages and skill levels . The race begins at beautiful First Encounter Beach , travels through the rolling hills of Eastham’s Samoset Road, continues past the Eastham Library, and returns back to First Encounter Beach. A longtime favorite for many and an enjoyable race for all! This year’s race holds special meaning as we dedicate the event in memory of two beloved Eastham neighbors, Kit & Jerry, who were known throughout the community for their kindness, generosity, and dedication to others. In their honor, 50% of race proceeds will be donated to the Kit & Jerry Foundation for Good , helping continue the spirit of kindness and giving back that they shared with so many. Whether you run, walk, volunteer, or cheer from the sidelines, we invite everyone to come together to celebrate community, tradition, and the lasting impact of kindness . Race Information: The race begins at 8:00 AM. Registration & Bib Pickup: Bib pickup and registration will be offered the day prior at the Eastham Windmill Green from 2:00–4:00 PM. Please note: Registration will NOT be offered in person on race morning. Online registration will remain open until 7:00 AM on race day. Bib pickup will also be available the morning of the race. Participants are encouraged to arrive at least one hour before the race to check in and prepare for an on-time start. We run rain or shine! General Race Entry Includes: Free beach parking Race entry Professional race timing Official race t-shirt for the first 75 registered participants T-Shirts: Participants must register by August 1st to be guaranteed their correct t-shirt size. Awards: This race will be professionally timed, wi