Sunday, September 20th - Saturday, September 26th

Participants of all ages and abilities welcome!

Portland Trails presents Trail to Prevail: a virtual 10K event to celebrate the prevailing spirit of our community!


The Portland Trails network has been a space for physical and mental wellness for so many during this challenging year. In response to the pandemic and resulting challenges, the Trail to Prevail will celebrate wellness, trails, and the power of community. It will replace this year's Trail to Ale 10K.

How it works:

Design your own route on the trails and walk, run, bike, rollerblade, unicycle, roll, skip, dance - whatever you'd like! - for 10 kilometers to raise funds for Portland Trails. All ages and abilities are welcome. Even if you won't be in the Greater Portland area for the event, celebrate with us from afar by participating on the trails closest to you. Participants are encouraged to share photos and videos of their 10Ks on social media. As a thank you for your participation, you'll receive a free Trail to Prevail buff (that doubles as a face covering!) in the mail.


Also new this year, participants will have the opportunity to fundraise for Portland Trails! 2020 has been, and continues to be, a difficult year for all of us. Because the trails have seen such a sharp increase in visitors this year, we have had to allocate a significant amount of time and resources to trail maintenance. Additionally, without our usual fundraisers and corporate sponsorships, 2020 will be a challenging financial year for Portland Trails, too. If you want to support our year-round trail work, active transportation advocacy, and community-building projects beyond your registration, you will have the option to create a fundraising page that you can share with your family and friends. If you raise at least $100, you will receive a free, limited edition Trail to Prevail t-shirt! Our top six fundraisers will also receive a prize package from local shops, restaurants, and breweries.

If you're participating with a team, you can also fundraise as a team! Team members will receive t-shirts if, collectively, the group raises at least $100 per team member. (For example, once a team of 4 raises $400, each team member will receive a t-shirt.) Our top three fundraising groups will receive a prize package from local shops, restaurants, and breweries for each of your group members.

Event details:

The Trail to Prevail event will be held for a week beginning Sunday, September 20th and ending Saturday, September 26th. Our intention is that participants will have plenty of time to complete their 10K without overcrowding our trails. All funds raised will directly support the Portland Trails network and our work in the Greater Portland community.

Ages 14 and up: $20

Ages 6-13: $10

Ages 5 and under: free

Thank you to our Trail to Prevail sponsors:



Interested in sponsoring this event? Learn more here.