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Boots and Brews 5K

Date
May 16, 2026
Distance
5th Annual Boots and Brews 5K · Fun Run, Boots and Brews · Fun Run, Boots and Brews (no BBQ) & more

From the Organizer

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.

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 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


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:

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

Distances & Pricing

5th Annual Boots and Brews 5K10 AMRegister →
Fun Run, Boots and Brews9:15 AMRegister →
Fun Run, Boots and Brews (no BBQ)9:15 AMRegister →
Non-Runner BBQ 21+11 AMRegister →
Non-Runner BBQ (under 21)11 AMRegister →

Race Location

About This Sport

From Endurance Grid's Founder

Endurance Grid is here to help you understand the sport, decide if it's the right fit, and learn how to prepare. For course distances, logistics, and race-day specifics, always defer to the race organizer's event page.

With running, there's a distance for every fitness level, a community at every start line, and nothing beats the feeling of crossing a finish line you trained for.

Running is an endurance sport that rewards consistency, and showing up every week compounds in ways that will surprise you.

Running

From 5K to marathon, running races are the most accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.

Frequently Asked Questions (FAQs)

What is the Boots and Brews 5K?
Boots and Brews 5K is a running event held in Freeport, ME. Learn more about the different endurance sports here.
When and where is the Boots and Brews 5K?
Saturday, May 16, 2026 in Freeport, ME at 23 Depot St., Freeport, ME. Check the official event page for exact start times and wave schedules.
How do I register for the Boots and Brews 5K?
Registration is handled through their official registration page. Confirm pricing, distances available, and sign up there.

Boots and Brews 5K

May 16, 2026

Register →