June 2019
National Trails Day 10-Mile Hike
Celebrate National Trails Day on our annual 10-mile Forest City Trail hike, guided by co-founder Tom Jewell, City of Portland Parks and Recreation Director Ethan Hipple and Portland Trails Executive Director Kara Wooldrik. Explore hidden gems throughout Portland on a cross-city urban hike from the Stroudwater River to the Presumpscot River. We’ll start early on Saturday at Blueberry Rd. on the Stroudwater Trail and hike the entire Forest City trail across town, hitting the Fore River Sanctuary, Evergreen Cemetery, and lots of…
Find out more »July 2019
City at Your Feet Scavenger Hunt
Join us for a cross-town scavenger hunt and people-powered trail adventure. Teams compete to crack as many clues as possible and gain points for finding unique locations along the trail network, all while traveling car-free throughout the city.
Find out more »August 2019
Trail to Ale 10K PREVIEW Run
Want a preview of the 10K race course? Wondering if it's a good distance or course for you? Join PT staff and board for a preview run at various paces for folks who want to test out the course before they run it on the big day. SIGN UP HERE! Join us! Free if you've already signed up for Trail to Ale! $5/Portland Trails members or $7/non-members for all other participants. Bring cash day of.
Find out more »September 2019
Trail to Ale 10K Preview Run
Want a preview of the 10K race course? Wondering if it's a good distance or course for you? Join PT staff and board for a preview run at various paces for folks who want to test out the course before they run it on the big day. SIGN UP HERE! Join us! Free if you've already signed up for Trail to Ale! $5/Portland Trails members or $7/non-members for all other participants. Bring cash day of.
Find out more »20th Annual Trail to Ale
Experience Portland’s waterfront trails in their most glorious season, then break it down at our Eastern Prom After-Party, with beer, pizza, music, dancing, free massages, yoga, healthy snacks and more. All proceeds from the 20th Annual Trail to Ale 10K go right back to supporting Portland Trails and the green spaces you love. This race attracts over 1,500 runners and walkers as well as hundreds of volunteers, sponsors, and spectators. We hope to see you there!
Find out more »December 2019
Portland Trails Holiday Dash 5K
What's better than a festive 5K? A festive 5K followed by beer and brunch! Challenge your friends to support the trails and join RiRa Irish Pub, Portland Trails, and local brewers for a fabulous and festive holiday tradition. All funds from the Holiday Dash support Portland Trails and the 70-mile network of trails in Greater Portland.e welcome all runners and walkers of legal drinking age to participate.
RiRa and Portland Trails welcome spectators, families, and friends to join the post race brunch festivities. You must be over 21+ to consumer beer at brunch.
Find out more »September 2020
Trail to Prevail Virtual 10K Event
The Trail to Prevail is a virtual 10K event celebrating our community’s prevailing spirit while raising funds for Portland Trails! Design your own 10K route on the trails and walk, bike, roll – whatever you’d like! – to support the trail network you love. All ages and abilities are welcome, and participants are encouraged to share photos & videos from their 10Ks on social media. As a thanks for your support, we’ll send you a free Trail to Prevail buff…
Find out more »June 2021
National Trails Day
On National Trails Day, you're invited to a birthday party celebrating the local trails we all love! This year is Portland Trails' 30th birthday! In 30 years, with the help of so many in our community, we have built a trail network that stretches over 70 miles throughout Greater Portland. In fact, there's a trail within half a mile of every home in Portland! What better day to celebrate three decades of local trails than National Trails Day? How…
Find out more »July 2021
City at Your Feet Scavenger Hunt
See Portland like you've never seen it before! City at Your Feet is a cross-town scavenger hunt and people-powered trail adventure. Teams compete to crack as many clues as possible and gain points for finding unique locations along the trail network, all while traveling car-free throughout the city. Whether you walk, or bike, bus or pogo-stick, City at Your Feet will get you and your friends and family out the door and exploring all the incredible sights that Portland Trails has to…
Find out more »September 2021
Waypoints
You're invited to Waypoints, a celebration of Portland Trails, the accomplishments we've shared, and the transformative work ahead of us. Waypoints will begin with a brief annual meeting, and then attendees will be invited to stop by each of our four interactive stations. To help us celebrate, the Ideal Maine Social Aid & Sanctuary Band will perform lively, big band music! We'll also have a few games for you to play and plenty of good cheer. Attendees can choose to stay for…
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