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, presented by Kennebec Savings Bank, 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!
REGISTER TODAY!
*Trail to Ale 10K and Bayside Ride participants get 2 free post-race drinks at participating breweries.
Trail to Ale 10K - 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.
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. Note: E-bikes are welcome!
Trail Mix 2-Miler - 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), new trail users, and people getting into (or returning to) running. This event isn't timed, and will focus on fun and camaraderie. And then once you cross the finish line, it’s time to party!
Jul 01, 2025
Jul 25, 20259:30 AM - 5:00 PM
Jul 25, 20256:00 PM - 9:00 PM
Jul 25, 20255:30 PM - 8:00 PM
Jul 28, 20259:00 AM - 5:00 PM
Aug 01, 20255:30 PM - 8:00 PM