Boots and Brews 5K

Lace up your running shoes for the Boots and Brews 5K, a vibrant celebration of Freeport, Maine's rich history and thriving present, taking place on Saturday, May 16, 2026. This popular event features a 3.1-mile race and a 0.5-mile Kids Fun Run, all starting and finishing in the charming downtown area of Freeport. The scenic course winds through the heart of this historic town, once a bustling hub for shoe and boot manufacturing, including the iconic L.L. Bean. Typical race day conditions in mid-May bring comfortable highs around 66°F and lows around 45°F, with a modest 16% chance of precipitation.

What truly sets the Boots and Brews 5K apart is its lively post-race atmosphere. All registrants receive access to a delightful lunch cookout, and runners aged 21 and over can enjoy a refreshing beer at the Finish Line Beer Garden. Indulge in local brews from renowned establishments such as Brickyard Hollow, Goodfire Brewing, Maine Beer Company, and Mast Landing Brewing, making it a perfect reward after your run. Beyond the finish line festivities, participants are entered into a bib-draw for exciting Freeport prizes and gain access to exclusive discounts from local businesses through a digital swag bag, providing a fantastic way to explore the town. The Kids Fun Run also contributes to the community, with all proceeds benefiting RSU 5 Community Programs.