Boots and Brews 5K

About the Event

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

$40.00

May 16, 2026

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Distance — 3.1 Miles

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Type — Running

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$40.00

Fun Run, Boots and Brews

May 16, 2026

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Distance — 0.5 Miles

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$8.00

Fun Run, Boots and Brews (no BBQ)

May 16, 2026

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Distance — Fun Run Boots and Brews (no BBQ)

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$5.00

Non-Runner BBQ (under 21)

May 16, 2026

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Distance — Non-Runner BBQ (under 21)

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$5.00

Non-Runner BBQ 21+

May 16, 2026

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Distance — Non-Runner BBQ 21+

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$15.00

Weather History

These values represent the 3-year monthly averages for May in Freeport.

thermostat Temperature

8.5° / 16.7°

wb_sunny Feels like

5.3° / 14.3°

light_mode Avg sunshine hours

9h 41m

water_drop Avg rainfall

3.9 mm

ac_unit Avg snowfall

—

air Avg wind speed

12.7 km/h (Gentle breeze)

opacity Sweat loss rate

Low

terrain Course conditions

Firm and slightly soft

sunny Max UV Index

High (6.0)

humidity_mid Humidity

76.1%

wb_twilight Sunrise

05:14

nightlight Sunset

19:59

About Freeport

Learn more about the host city, Freeport.

Freeport is just north of Portland in Maine and hosts the headquarters of L.L Bean. Because of the popularity of L.L. Bean, other stores were drawn to the area and it has become a shopping destination.