East Bayside Trail Fest

East Bayside Trail Fest

Presented by Kennebec Savings Bank, the East Bayside Trail Fest is a one-of-a-kind event in the heart of the East Bayside neighborhood, supporting Portland Trails and the Bicycle Coalition of Maine.

The festival includes three events: the Trail to Ale 10K, the Bayside Ride, and the Trail Mix Two-Miler. These 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.

Events:

• Trail to Ale 10K: A timed 10K race with scenic views of Casco Bay and Portland's skyline. Includes a beverage from a participating brewery/distillery. Awards for age groups.
• Bayside Ride: A casual, non-competitive group bike ride with 15-mile and 30-mile route options. Includes a beverage from a participating brewery/distillery. Supports the Bicycle Coalition of Maine.
• Trail Mix 2-Miler: A family-friendly fun run and walk on the trails, suitable for all ages and skill levels. Focuses on fun and camaraderie.

Date: Sunday, June 22, 2026

Location: 38 Diamond Street, Portland, ME 04101

Registration Opens: February 1, 2026, at 9:00 am EST

Packet Pickup: 38 Diamond St, Portland ME 04101 (Portland Trails Office) on Saturday June 21 (9am-12pm) and Sunday June 22 (7am-9am for 10K/2-Miler, 7am-8:50am for Ride).

Contact: For questions, reach out to Lindsay Conrad at [email protected].