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

Saturday, November 21 9am-noon 
Trail Volunteer Day 
Join the fun. Help create a better trail connection near Westbrook’s schools. Meet at the end of Dale Avenue in Westbrook. Bring water and appropriate shoes and clothes for the weather. We will provide the rest. Email jaime at for more information.

Sunday, December 13 11am 
Portland Brewers’ Holiday Dash 5K
A Portland holiday tradition! Registration is now open!

Wednesday, December 16 5:30pm 
Bright Night: Solstice Parade
Celebrate the Solstice on the Bayside Trail, and light up the night with a festive bike parade! There’s nothing like friends, neighbors, twinkle lights and cocoa to make a cold December evening sparkle.

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.

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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!