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East Bayside Trail Fest

Sun June 22, 2025 Portland, ME 04101 US Directions

Events

Trail to Ale 10K

$50 9:15AM EDT - 11:30AM EDT Price increases after June 20, 2025 at 11:59pm EDT

Bayside Ride

$50 9:00AM EDT - 12:00PM EDT Price increases after June 20, 2025 at 11:59pm EDT

Trail Mix 2-Miler

$15 9:30AM EDT - 11:00AM EDT Registration ends June 22, 2025 at 11:59pm EDT

Place

38 Diamond Street
Portland, ME US 04101

Description

East Bayside Trail Fest

On Sunday, June 22nd, support Portland Trails and the Bicycle Coalition of Maine at this first annual, one-of-a-kind event in the heart of the East Bayside neighborhood. A collaboration between nonprofit organizations and local businesses, the East Bayside Trail Fest consists of three events: the Trail to Ale 10K, the Bayside Ride, and the Trail Mix Two-Miler. The events will be staggered throughout the morning and will culminate in a community celebration on Diamond Street featuring music, food trucks, local beer, cider, and spirits, and more!

Trail to Ale 10K

That's right – the Trail to Ale 10K is back! This race was a favorite among locals back in the day, and now it's returning with an updated course, new start and finish lines, and a bigger post-race party. The scenic course features views of Casco Bay, Back Cove, and Portland's iconic skyline. Registration for the Trail to Ale 10K includes a beverage from a participating brewery or distillery at the East Bayside Trail Fest post-race celebration.

 

Event details:
  • Registration: $40 – early-bird pricing!
  • Packet pickup information: Time and location to be announced

 

Race course:

Bayside Ride

Join us for a brand new event – the Bayside Ride! This a casual, non-competitive group bike ride with scenic views of Casco Bay. With 15-mile and 30-mile route options, the ride will head north through the towns of Portland, Falmouth, Cumberland, and Yarmouth. Rest stops will be positioned along the way with refreshments. Cyclists of all skill levels are welcome to participate! Registration for the Bayside Ride includes a beverage from a participating brewery or distillery at the East Bayside Trail Fest post-race celebration.

 

All proceeds from the ride will support the Bicycle Coalition of Maine's work advocating for safer cycling, walking, and rolling throughout the state. 

 

Event details:
  • Registration: $40 – early-bird pricing!
  • Packet pickup information: Time and location to be announced

 

15-mile course:

Map link

 

30-mile course:

Map link

Trail Mix 2-Miler

The Trail Mix Two Miler is a family-friendly fun run and walk on the trails. All ages and skill levels are welcome! This two-miler is perfect for...

  • Families – including strollers!
  • Anyone who is new to trails
  • People getting into (or returning to) running

This event isn't timed. Instead of being a competition, the Trail Mix will focus on fun and camaraderie. And then once you cross the finish line, it’s time to party!

 

Event details:
  • Registration: $15 – discounted rate available for families of four or more!
  • Packet pickup information: Time and location to be announced

 

Course:

Race Contact Info

If you have any questions about this race, click the button below.

Thank you for supporting our organizations!

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