East Bayside Trail Fest
- Date Sun 28th June 2026
- Time 9:00AM EDT
- Location Portland, Maine
- Price $16.90 - $43.40
- Races 3 races
- Distances 10km
Event summary
Get ready for an unforgettable day of outdoor fun at the East Bayside Trail Fest on Sunday, June 28, 2026, in the vibrant East Bayside neighborhood of Portland, Cumberland! This exciting event features three thrilling races: the Trail to Ale 10K, the Bayside Ride, and the Trail Mix Two-Miler, catering to participants of all levels and interests.
As the first annual fest of its kind, this community celebration will not only promote local trails but also support the important work of Portland Trails and the Bicycle Coalition of Maine. After the races, join in the festivities on Diamond Street, where you can enjoy live music, delicious food trucks, and a selection of local beers, ciders, and spirits. Don’t miss out on this fantastic event that brings together the community for a day of fitness, fun, and friendship!
As the first annual fest of its kind, this community celebration will not only promote local trails but also support the important work of Portland Trails and the Bicycle Coalition of Maine. After the races, join in the festivities on Diamond Street, where you can enjoy live music, delicious food trucks, and a selection of local beers, ciders, and spirits. Don’t miss out on this fantastic event that brings together the community for a day of fitness, fun, and friendship!
Organiser's Description
EAST BAYSIDE TRAIL FEST, PRESENTED BY KENNEBEC SAVINGS BANK
On Sunday, June 22nd, support PORTLAND TRAILS [https://www.trails.org] and the BICYCLE COALITION OF MAINE [https://www.bikemaine.org] 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 [https://www.kennebecsavings.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!
_IS THE REGISTRATION FEE A BARRIER TO YOU? _We're excited to partner with our friends at Northeast Runners Alliance for the Shared Miles Program [https://nerunners.org/shared-miles/] to offer a limited amount of waived entries for our 10K and 2-Miler. If you or someone you know is interested in learning more, please reach out to Lindsay Conrad at [email protected].
_INTERESTED IN VOLUNTEERING_? We need great people to join our crew! VOLUNTEER SIGN-UP [https://www.trails.org/get-involved/volunteer-opportunities/sign-up/]
On Sunday, June 22nd, support PORTLAND TRAILS [https://www.trails.org] and the BICYCLE COALITION OF MAINE [https://www.bikemaine.org] 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 [https://www.kennebecsavings.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!
_IS THE REGISTRATION FEE A BARRIER TO YOU? _We're excited to partner with our friends at Northeast Runners Alliance for the Shared Miles Program [https://nerunners.org/shared-miles/] to offer a limited amount of waived entries for our 10K and 2-Miler. If you or someone you know is interested in learning more, please reach out to Lindsay Conrad at [email protected].
_INTERESTED IN VOLUNTEERING_? We need great people to join our crew! VOLUNTEER SIGN-UP [https://www.trails.org/get-involved/volunteer-opportunities/sign-up/]
Races
-
Trail to Ale 10K
Incl. $3.40 Fee
Sun 28th June 2026 (9:15AM EDT)
$43.40
OPENS 01 FEB 26The Trail to Ale 10K starts and finishes in East Bayside. The race course includes Back Cove Trail, the Bayside Trail, and Payson Park. -
Bayside Ride
Incl. $3.40 Fee
Sun 28th June 2026 (9:00AM EDT)
$43.40
OPENS 01 FEB 26Participants have the choice of going for a 15-mile or 30-mile loop ride. Both rides start and finish in East Bayside. The 15-mile ride turns around at the Falmouth Town Landing, and the 30-mile ride turns around at Cousins Island in Yarmouth. -
Trail Mix 2-Miler
Incl. $1.90 Fee
Sun 28th June 2026 (9:30AM EDT)
$16.90
OPENS 01 FEB 26The Trail Mix 2-Miler starts and finishes in East Bayside. The course includes the Bayside Trail and the Eastern Prom Trail.
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38 Diamond Street, Portland, 04101, ME, United States
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East Bayside Trail Fest
