Skip to main content

More cycling events nearby

  • Distance: 0 m from Portland
    Wed, Jul 15, 2026 at 6:00 PM

    Meet Lindsay of Still Peaking in Portland, Maine for this monthly ride w/ Allspeed X Wild Rye! Each session begins with a microdose of skills instruction to enhance your on trail experience. Ride concludes with a Chill & Grill session provided by Allspeed Cyclery. This month we will enjoy a presentation by Desirae LeBlanc, owner of Cadence Pelvic Health & Wellness.

    All bodies, abilities and fitness levels are welcome to join!

    Riders under 18 must be accompanied by a parent or guardian.

    See full details
    CyclingMountain BikingTrail via BikeReg
  • Distance: 3.2 km from Portland
    Sun, Jul 19, 2026 at 7:00 AM

    About the Race

    Portland’s first multisport race for children, The Portland Kids Duathlon, is presented by Benchmark Real Estate. The race gives young people ages 3-12 an opportunity to participate in the fast-growing world of multi-sport racing. The run, bike, run format of a duathlon is fun and approachable, a great race for non-swimmers and triathletes alike. A bike only event for our youngest athletes as well as those with special needs makes the event even more accessible. All young athletes will finish the race with a smile on their face, a medal around their neck, and a boost of self-confidence and pride. All profits from this race will be donated to the Foundation for Portland Public Schools. Both in-person and virtual race options available.

    Course

    Transition will be at the triangle in front of Payson Park with separate transition areas for each race. We are on Baxter Boulevard with out-and-back bike courses on the road and out-and-back runs on the trail. Courses will parallel each other to make for easy viewing for spectators. All roads will be traffic free.

    NOTE: All participants will need to purchase an annual membership with the USA Triathlon (USAT) for an additional $10. This is because our race is sanctioned and supported by USAT. See details below. USAT has now made this a one time fee.

    About USAT

    The Portland Kids Duathlon is USA Triathlon (USAT) sanctioned event. This means that not only do you have the confidence to know that the race will be safe, sanctioned, and insured but also that we follow a uniform set of rules with other USAT events. The term “sanction” refers to the compliance of a multisport event to USA Triathlon’s safety requirements. Safety plans, course maps, and event details must be submitted for review by USA Triathlon staff. It further requires our race director undergo an annual background check and maintain a certification from the U.S. Center for SafeSport. As a member, you also have access to discounts from many of USAT's partners including sports related products and travel companies. Those are found once you've created an account and then added and logged in to your child's account at https://member.usatriathlon.org/.

    See full details
    1 Miles1.5 Miles4.5 MilesCyclingDuathlonKidsRunSwimTrailTriathlonVirtual via RunSignup
  • Distance: 7.7 km from Portland
    Sat, Sep 19, 2026 at 7:00 AM

    Join us for the 23rd Annual Maine Lighthouse Ride (MLR) on Saturday, September 19, 2026. True to its name, MLR highlights the breathtaking views of coastal southern Maine, including multiple lighthouses, rolling terrain, and stunning views of the Atlantic Ocean and the iconic Scarborough Marsh. MLR offers four ride lengths to challenge riders of all abilities – 25 miles, 40 miles, 62 miles, and 100 miles!

    This ride benefits the Eastern Trail Alliance, a nonprofit organization that builds, maintains, and promotes the Eastern Trail, southern Maine’s premiere multi-use greenway. ETA members use discount code Member2026 to save 10% off registration! Your registration fee includes the ride, well-stocked rest stops with yummy snacks, pickles, PB&Js, and more, and post-ride festivities including a meal and two beers.

    See full details
    25 Miles40 Miles62 Miles100 MilesCyclingTrail via RunSignup
More cycling events nearby →
Like Wikipedia, anyone can contribute. Sign up to add your local events.