Races

Boots and Brews 5K & Kids’ Fun RunA Celebration of Freeport’s Rich History and Vibrant Future Join us for the annual Boots and Brews 5K and Kids’ Fun Run—a fun, family-friendly event celebrating Freeport's rich history and vibrant future! Once home to over 30 shoe and boot factories, including the iconic L.L. Bean, Freeport’s legacy as a hub of craftsmanship remains at the heart of the community. Today, the town thrives as a destination for craft beer lovers, outdoor enthusiasts, and history buffs. The Boots and Brews 5K starts and ends in downtown Freeport, showcasing the beauty and charm of this historic town. After the race, stick around to sample brews from local favorites like Brickyard Hollow, Goodfire Brewing, Maine Beer Company, and Mast Landing Brewing. Plus, winners will take home a piece of Freeport! That's not all all participants will be entered into a bib-draw to win a variety of Freeport Prizes as well as receive access to exclusive discounts from local busin

Celebrate Independence Day by participating in the 49th annual L.L.Bean 4th of July 10K and 1-Mile Family Fun Run/Walk supporting the YMCA of Southern Maine Casco Bay Branch. Together, L.L.Bean and the YMCA are committed to building healthy, confident and secure communities for everyone to enjoy.

The Farm To Farm Ultra Run is held on a looped course in Freeport, Maine on the Wolfe's Neck Center & Freeport Conservation Trust trails, but also includes four virtual options: 5 miles, 10 miles, 30 miles, and 50 miles. This event is part of the Maine Track Club Grand Prix Series, and participants are allowed to earn points for one virtual event in addition to or instead of the in-person race. If you intend to do both in-person and virtual, you must register separately for each event. Click here to register for the in-person race on Sunday, Sep. 27 2026   The entry fee for each virtual event is $25, with no t-shirt included. If you would like a shirt, please contact us! They are 15$ for local pickup (greater Portland area) or 20$ to ship.    Participant will have from Sep. 14 2026 to Oct. 12 2026 (Indigenous Peoples' Day) to complete their chosen distance(s) and submit results.