Boots and Brews 5k

Sun May 15, 2022 Directions


9:30AM EDT All registrants receive a Freeport Swag Bag!


The inaugural Boots and Brews 5k celebrates the past and future of Freeport—a gem of Maine’s coast!

From its shoemaking past (in addition to L. L. Bean, Freeport was once home to over 30 shoe and boot factories!) to its current status as a craft beer destination, Freeport has so many stories to tell.

Join us for a 5k downtown, stick around to sample brews from across town (featuring Brickyard Hollow, Gritty McDuff’s, Maine Beer Company, and Mast Landing Brewing), and get outdoors in Freeport, Maine!


If you miss online registration you may register in person at our packet pickup event on Saturday May 14 from 4:00 to 7:00 PM at the L.L. Bean Flagship Store or on the morning of the race at 23 Depot St. Freeport.

What You Get


All registrants will receive a Freeport Swag Bag and all 21+ runners receive one free beer at the Finish Line Beer Garden.



Event Details


All net proceeds support the Greater Freeport Chamber of Commerce, a 501 nonprofit organization dedicated to supporting and connecting local business owners in Freeport, Durham, and Pownal, Maine.


Divisions and Prizes

Male and female divisions for:

  • 19 & Under
  • 20-29
  • 30-39
  • 40-49
  • 50-59
  • 60-69
  • 70 & up

The overall top three male finishers and top three female finishers will win iconic L. L. Bean boots (or equivalent store credit)! Top 2 finishers of both genders in each age division will receive prizes.

Bib drawings will take place post-race and will feature prizes courtesy of some Greater Freeport Chamber of Commerce businesses.

We will be on the lookout for the runners with the most spirit so bring your energy and your best outfit and you just may receive our Spirit Award!


Interested in sponsoring the Boots and Brews 5k? Contact the Greater Freeport Chamber of Commerce at to get involved.



Click the course map for more detail or to download to your device!

Race Contact Info

If you have any questions about this race, click the button below.


23 Depot St.
Freeport, ME 04032

Ample free parking throughout downtown Freeport—or take the Amtrak Downeaster directly to the start line!


Join this event and invite your friends on Facebook.

Boots and Brews

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