
From the Organizer
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:
General Race Entry Includes:
Awards: This race will be professionally timed, with awards presented to:
Parking: Free beach parking for participants and spectators will be available at both:
We can’t wait to see you all for another memorable Windmill Weekend Road Race!
Eastham Windmill Weekend Committee
Events
Weather
It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.
Typical High
72°
Typical Low
59°
Chance of Rain
43%
Based on US Climate Normals data from Chatham Muni Ap, 11 mi from the venue.
Host City
Elevation
42 ft
Nearest Airport
HYA
Cape Cod Gateway Airport · 19 mi
Major Hub
BOS
Boston Logan International Airport · 64 mi
Time Zone
Eastern Time
From Endurance Grid
Line up lodging and travel early to lock in your race weekend.
Race Location
Your Next Start Line
Every finish line starts with a single decision. Claim your spot at Eastham Windmill Weekend Road Race - 2026, put it on the calendar, and turn “someday” into a start date.
97
Days to train
Coming Up
Healthy Hustle 5K
10 miles away
45th Chatham Harbor Run
11 miles away
Annual Dennis Road Race & Walk
13 miles away
The 48th Brew Run 5.2 Miler
8 miles away
From Endurance Grid
Endurance Grid is here to help you understand the sport, decide if it's the right fit, and learn how to prepare. For course distances, logistics, and race-day specifics, always defer to the race organizer's event page.
With running, there's a distance for every fitness level, a community at every start line, and nothing beats the feeling of crossing a finish line you trained for.
Running is an endurance sport that rewards consistency, and showing up every week compounds in ways that will surprise you.
From 5K to marathon, running races are the most accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.
Frequently Asked Questions (FAQs)
Eastham Windmill Weekend Road Race - 2026
Sep 13, 2026