Check back often, we’re always adding new events, treks, and activities on the trails!

Every Sunday 9a-4pm 
Sundays on the Boulevard
*Event is cancelled for Oct. 4th due to Maine Marathon)

Every Tuesday, 12-1pm 
Weekly Federal Street Folly Run with Fleet Feet Maine Running
Executive Director Kara Wooldrik and Fleet Feet’s Eric Martinson lead a guided lunch time run. Group will cover 2-4 miles, and include warm ups and stretches, and make sure you’re back to the office by 1

October 6-October 8
Forest in the Folly 
Portland Trails gives the Folly its classic parklet treatment. With natural greening, trees and rustic elements, come spend an afternoon on a city block transformed. Imagine green space in a new way, and take your lunch break or spend the whole day with us! Federal St. Folly, in front of Press Hotel between Exchange & Market Sts.

Thursday, October 15 5pm to sunset 
DISCOVERY TREK: Walk the Working Waterfront
Join Bill Needleman, Portland’s Waterfront Director, for a unique behind-the-scenes exploration of our one of city’s most important industries. Click here for more info and to sign up.

Sunday, November 1 10am 
Bayside 5K-9: Portland’s Most Dog-Friendly 5k
Support the Bayside Trail and join us for a fun, four-legged friendly run/walk! Dogs welcome and encouraged, but not required.

Bayside 5K logo update_transparent

Sunday, December 13 11am 
Portland Brewers’ Holiday Dash 5K
A Portland holiday tradition! Registration opens October 9 @ 7am!

Discovery Treks
Portland Trails Discovery Treks are guided walks, runs, and off-road bike rides throughout the year. This series is a great way to discover more about Portland’s trail network. There is a suggested $5 donation for members, $7 for non-members (your $7 can go toward your new membership!). Please register for any Trek or call us (207) 775-2411.

Schedule subject to change due to weather and other factors so check here and our Facebook page for updates each week.

* * *

Snowshoe Rental Program
Members: Child snowshoes free “rental”;  Adults: First day free; $5/additional day; $10/weekend
Non-members: $5/day for children, $10/day for adults, $20/weekend for adults and $10/weekend for children
Email us at or call 775-2411 to reserve snowshoes!