Kennebec Savings Bank East Bayside Trail Fest

Lace up your trail shoes for the Kennebec Savings Bank East Bayside Trail Fest, a vibrant celebration of community and trails set for June 28, 2026, in Portland, Maine. This unique event, taking place in the heart of the thriving East Bayside neighborhood, offers runners two fantastic distances: the challenging 10K "Trail to Ale" and the fun 2-mile "Trail Mix." As Portland Trails' largest annual fundraiser, every step you take supports the invaluable 100-mile trail network that connects communities and nature across the region.

The "Trail to Ale" 10K, a popular local race revived with an updated course, promises breathtaking scenery. Runners will navigate trails offering stunning views of Casco Bay, Back Cove, and Portland's iconic skyline, traversing the Back Cove Trail, the Bayside Trail, and Payson Park. Approximately 50% of this course is on unpaved trails, providing an authentic trail running experience. For a more relaxed experience, the "Trail Mix" 2-Miler is a family-friendly fun run and walk on the Bayside Trail and Eastern Prom Trail, perfect for beginners, families with strollers, or those seeking a casual outdoor stroll. Both running events kick off and conclude in East Bayside, with the 10K starting at the intersection of Cove St & Anderson St and the 2-Miler on Diamond St, where the post-race festivities await.

Typical race day conditions in late June bring comfortable highs around 77°F and lows around 59°F, with only a 16% chance of precipitation, creating ideal weather for hitting the trails. After crossing the finish line on Diamond Street, the celebration truly begins! The festival culminates in a lively community block party featuring music, delicious food trucks, and local craft beer, cider, and spirits, creating an energetic atmosphere that runners consistently praise for its high energy. Participants in the 10K even receive two complimentary drink tickets to join in the post-race revelry. This event is not just a race; it's a unique opportunity to experience Portland's natural beauty and vibrant culture while supporting a vital cause.