This 5k Road Race welcomes runners of all ages and skill levels. We’ll begin at the scenic First Encounter Beach, through the rolling hills of Eastham’s Samoset Road, looping back around at the Eastham Library back down to First Encounter Beach. A fun filled run, walk or stroll for all!

Sunday, September 13, 2026
8:00 - 9:30 am
First Encounter Beach (Start & Finish)

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 and between 2:00-4:00 PM on Saturday at the Eastham Windmill Green.

  • Participants are encouraged to arrive at least one hour before the race to check in and prepare for an on-time start.

General Race Entry includes free beach parking, race entry, professional race timing and t-shirt (to first 75 participants). Prizes will be awarded to first place winners in all age groups.

Under 3: Free!
Ages 3 - 12: $20
Ages 12 - 70: $25
70+: $20

**Rain or Shine**

Road Race                         

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.

Sponsor the Road Race

Sponsorship Recognition:

Businesses and individuals who contribute $100 or more are eligible for additional sponsorship recognition, including:

⭐ Name or business logo featured on the official race t-shirt*

⭐ Recognition on the Eastham Windmill Weekend website

*Logo placement is subject to sponsorship deadline and available space.

Sponsors seeking logo recognition should email a high-resolution logo (PNG, JPG, or PDF format preferred) to easthamww@gmail.com after completing their contribution.

Thank you for helping us celebrate community, kindness, and the lasting impact of giving back.