2026 Windham Woods School Thankful Trails 5K Run & Walk

Windham Woods is proud to host its 3rd annual Thankful Trails 5K Walk & Run. This event includes a 5K Walk/Run through the trails and Kids Fun Run across the Lower Field. We are excited to have Lord Storey emcee this event! All runners will receive a raffle ticket that can be used in our amazing raffle as part of their registration. Additional raffle tickets will also be available to purchase. This event is open to the WWS community and the public. Register now for the 5K as this event is limited to 200 participants. Shirt sizes can be guaranteed for those who register by October 15th. Anyone registered after 10/15 will receive shirt sizes available on a first come first served basis.

Timeline of Events

Raffle Opens- 8:45 am

Bib Pick Up- Bib pickup will be at 8:45 am on race day. Bibs/shirts can be found on the blacktop up the hill behind WWS.

Kid's Fun Run- 9:15 am

5K Walk/Run- 10 am

Raffle closes- 11:15 am

Awards Ceremony- 11:00 am

Lunch- 11am -12:30 pm

5K Event

The Windham Woods School community invites you to join our 3rd annual Thankful Trails 5K, a scenic 3.1 mile run/walk through the WWS campus trails. This is a two loop course. Runners and walkers of all ability are welcome. Please note that trails are thin and uneven in places. Course is not accessible to strollers. While we love dogs, we ask that you leave your furry friends at home for this event!

Fun Run

Runners ages 8 and under are invited to join us for a Race Across the Field run, starting at 9:15. The fun run is free and participants will receive a ribbon for joining the race. Please note: shirts are not provided for this free event.

Volunteering

We are looking for race volunteers. Please sign up for a volunteer opportunity here.

All volunteers will receive an email the week before the event with volunteer assignments and times. If you do not receive this, please reach out to Kristen Havey-Bergeron at khavey-bergeron@windhamwoods.org.

Sponsors

If you are interested in sponsoring this event, please review our sponsoring opportunities and then reach out to Suzanne Merrill at suzanneemerrill@gmail.com.