Boots and Brews 5K

Sat May 6, 2023 Directions


Boots and Brews 5K

10:00AM EDT All registrants receive a Freeport Swag Bag!



The annual 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!

***ONLINE REGISTRATION CLOSES AT 6:00 PM on Friday, May 5th***

If you miss online registration you may register in person at our packet pickup event on Friday, May 5th 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.
  • Runners 21+ receive two free beer vouchers for the Finish Line Beer Garden.
  • The first 200 registrants will receive a commemorative 2023 pint glass.

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
  • 70-79
  • 80 & 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.

Grab your complimentary beers and head on over to the bbq area for some tasty bites hot off the grill. 

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.

Race Website

Additional race information can be found at


23 Depot St.
Freeport, ME 04032

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

Boots and Brews
In Kind

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