Boots and Brews 5K

Boots and Brews 5K & Kids’ Fun Run

A 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.

Event Details

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!

Participant Rewards

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 businesses through our digital swag bag—a great way to enjoy even more savings in Freeport!

Race Day Schedule

• Fun Run (Ages 12 & Under): 9:15 AM – 9:45 AM
• 5K Race: 10:00 AM – 12:30 PM

Registration Information

ONLINE REGISTRATION CLOSES at 11:59 PM on Wednesday, May 14th

Did you miss online registration? No problem! You can still sign up in person during packet pickup:

• Date: Friday, May 16th from 4:00 – 7:00 PM at the L.L. Bean Flagship Store
• Additional Registration: On race day at 23 Depot Street in Freeport

For more information, visit the official race page.