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  • Distance: 4.1 km from Portland
    Sat, Jul 11, 2026 at 9:00 AM

    Welcome to the third annual Milwaukie Mile! Our goal is to provide a safe and fast course for all members of the community to race their pace and set a new personal best in the mile! The course runs gently downhill along the Trolley Trail, starting at the Park Avenue Max Station and finishing in Milwaukie Bay Park. The race will be held the morning of Saturday July 11th, 2026.

    The race is open to runners, walkers, and families with strollers. Dogs are not allowed to accompany runners, walkers, or volunteers. You can spectate with your dog on a leash, but please stand back from the course when doing so for the safety of the participants.

    Please note - T-shirt size and availability are not guaranteed for registrations after July 1st.

    Awards

    All registered participants will receive a Milwaukie Mile T-shirt. The top-3 finishers in the following categories will receive a special award:

    • Non-binary

    • Open Women

    • Open Men

    • 18 and under Girls

    • 18 and under Boys

    Transportation

    The race starts only a few steps from the Park Ave Orange Line Max Station. Participants and spectators are encouraged to use public transportation to travel to the race! If you must drive to the race, auto users are encouraged to park in Downtown Milwaukie or at the Park Ave park and ride garage

    Donations

    A portion of the race proceeds will be donated to the Milwaukie High School Cross Country team. If you want to make a dedicated donation to the team to support their 2026 season, we will gladly pass 100% of your donation on to the team! Any amount given would be greatly appreciated and thank you for your generosity! Please click the Donate tab above to donate directly.

    Sponsorship

    The Milwaukie Mile is a small community event which would not be possible without the support of generous sponsors. If you would like to support or sponsor the event in any way, please email [email protected].

    Volunteers

    Milwaukie Mile is supported 100% by some amazing volunteers! They help us with event coordination, athlete safety, and logistics. If you would like to volunteer, please email [email protected].

    Photos:

    Mateo Flores was out on the course capturing all the fun in 2025. Photos can be found on a shared google drive linked HERE. These are free for you to download for personal use - we only ask that you honor Mateo’s hard work and give photo credit to Mateo Flores or tag @teotooktheflick when sharing on Instagram. Feel free to also tag @milwaukiemile so we can celebrate with you!

    See full details
    1 MilesRunTrailWalk via RunSignup
  • Distance: 3.7 km from Portland
    Sat, Sep 12, 2026 at 7:00 AM
    50kUltra via UltraSignup
  • SW 45th Ave & Vermont Street, Portland, Oregon, 97219, United States
    OpenStreetMap Google Maps
    Distance: 5.9 km from Portland
    Sat, Sep 12, 2026 at 9:00 AM

    Step into your favorite character’s shoes—whether you’re a superhero, anti-hero, villain, knight, princess, or even Sasquatch—and join us for the inaugural Dragonslayer Fantasy Dash & Strut!

    This 5K adventure invites you to walk or run through the magical trails of Gabriel Park (PDX). Along the way, you’ll encounter a thrilling Villain Zones for an extra dash of fun and excitement and be welcomed back to the Heroes Village!

    Route includes mild inclines, a mixture of gravel and trail pathways, everyone is assured of a beautiful and accessible run, jog, or walk. The route is suitable for all ages and abilities. Leashed dogs and strollers welcome (strollers ensure you have wheels suitable for unpaved trails).

    Lace up your sneakers, gather your squad, and head out for a day of fantasy, fitness, and unforgettable shenanigans. Costumes encouraged; laughter guaranteed!

    See full details
    5kGravelRunTrailWalk via RunSignup
  • Distance: 5.9 km from Portland
    Sun, Oct 04, 2026

    Ready to hit the streets of Oregon for the famous Portland Marathon 🌟? Whether you're a fan of the 10K run or ready to tackle the challenge of the marathon, this race is perfect for you!

    10kHalf MarathonMarathonRun via Finishers.com
  • 20 Northwest 5th Avenue, Portland, Oregon, 97209, United States
    OpenStreetMap Google Maps
    Distance: 6.7 km from Portland
    Sun, Oct 04, 2026
    10kHalf MarathonMarathonRun via World's Marathons
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