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  • Distance: 22.9 km from Town of Smithtown
    Sat, Aug 22, 2026 at 9:00 AM

    The Triathlon begins in the Town of Oyster Bay and takes you through surrounding towns. It begins with a 1/2 mile swim in calm Oyster Bay Harbor. Next, you will bike a one loop 12.3K, over hill and dale, thru beautiful Oyster Bay and Oyster Bay Cove. Fairly hilly but downhill and flat to the finish. Lastly, you will run a 5K thru Mill Neck and Brookville, "Up" to the Planting Fields Arboretum and back "Down" to Roosevelt Park. Town of Oyster Bay residents receive a $5 discount. Use code TOB5 at checkout.

    Shirts and a custom finisher medal for all participants!

    You are not guaranteed swag if you register after August 18th.

    The Junior Triathlon takes place on Saturday. This year the race offers two different distances for our youth participants! Swim in Oyster Bay Harbor and bike and run through Roosevelt Park.

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    RunSwimTriathlon via RunSignup
  • Distance: 24.5 km from Town of Smithtown
    Wed, Aug 26, 2026 at 9:00 AM

    Gabby Petito Foundation Second Annual 5K Run & Walk

    📍 Blue Point, NY | 📅 September 19, 2026

    Join us for the Second Annual Angel Run 5K, hosted by the Gabby Petito Foundation, as we come together on the fifth anniversary of Gabby’s homecoming to honor her life, her light, and her legacy. This powerful event serves as both a remembrance of Gabby’s spirit and a call to action — uniting communities to raise awareness, offer hope, and drive change.

    The Angel Run 5K is more than just a race — it’s a movement. A celebration of bravery, strength, and resilience, the event supports the Gabby Petito Foundation’s mission to help victims of domestic violence and to provide critical resources for locating missing persons. Whether you run, walk, or cheer from the sidelines, your participation makes a difference.

    All proceeds will go directly toward the foundation’s work in prevention, education, and support for families and individuals in need.

    Let’s run for Gabby. Let’s run for those still searching for safety and home. Let’s run with purpose — and never stop raising our voices.

    Together, we can bring them home.

    Every step we take is a step toward education, prevention, and support for those affected by domestic violence. Proceeds from the event will directly fund the Gabby Petito Foundation’s mission to provide resources, education, and advocacy to keep others safe.

    Following the race, join us for a celebration at Bodhi's, where we’ll gather as a community to honor Gabby’s memory, support survivors, and spread a message of hope and resilience.

    Let’s run, walk, and stand together to make a difference.

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    5kRunWalk via RunSignup
  • Distance: 22 km from Town of Smithtown
    Sat, Sep 05, 2026 at 9:00 AM

    RUNNER'S EDGE MAIN STREET MILE

    Run your fastest mile down Main Street in Farmingdale on a USATF certified 1 mile course. Proceeds from this event go to Companions In Courage who's mission is to build “Lion’s Den” interactive playrooms in Children's hospitals across North America.

    1 MilesRun via RunSignup
  • Distance: 13.3 km from Town of Smithtown
    Sun, Sep 06, 2026 at 8:30 AM

    The 9/11 Heroes Run 5K welcomes runners, ruckers, and walkers of all ages and fitness levels to honor the heroes of 9/11 and those who've served our nations since. We activate & unite communities and empower local veterans, active duty, first responders, and families of the fallen.

    TMF is proud to partner with GORUCK again with rucking divisions at every run. Rucking is a sport based on special forces training in which participants walk or run while carrying weighted rucksacks. All participants registered for the GORUCK division will earn this year's exclusive TMF GORUCK patch. Learn more about GORUCK here.

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    1 Miles5kRunWalk via RunSignup
  • Distance: 17.9 km from Town of Smithtown
    Sat, Sep 26, 2026
    5k10kHalf MarathonRun via Finishers.com
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