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  • Distance: 2.9 km from Kennebunk
    Fri, Jul 10, 2026 at 6:00 PM

    Kennebunk Free Library 29th Edition 5K

    Please check for regular updates at our website.

    Registration for the Kennebunk Free Library 29th Edition 5K is now open! Preregistration closes at 11:59 p.m. on Wednesday, July 8. Same day registration begins at 4:00 p.m. on Race Day: Friday, July 10. (Same day registration costs are $45 for adults; $30 for children.)

    Our scenic, USATF-certified course begins and ends in the library parking lot, winding through peaceful local neighborhoods and the beautiful and perfectly-maintained Hope Cemetery and Woods trails.

    Following the race, join us for a party on the library lawn, with live music, food, and a beer tent!

    Prizes will go to the top male and female finisher in each of eight age categories.

    Next year is our 30th anniversary! To celebrate, we are reflecting on how far we've come. If you have participated in past races, we would love to hear your stories and see your photos. You can share them on social media or email them to the address below.

    Please email [email protected] or call us at (207) 985-2173 if you have any questions.

    See full details
    5kRunTrail via RaceRoster
  • Distance: 9 km from Kennebunk
    Sun, Jul 12, 2026 at 8:30 AM

    Come run with us on a USATF certified course that begins and ends at beautiful Kennebunk Beach. The course winds through a shaded, beachside neighborhood and finishes alongside the Atlantic. Post-race snacks, beverages and kid activities provided.

    • The 1k Kids Fun Run begins at 8:30 AM and the 5k road race begins at 8:45 AM.

    • **Day of registration begins at 7:30am with a added cost

    • Register before July 7th to receive a discount entry fee.

    See full details
    1k5kFun RunRun via RunSignup
  • 147 Island Beach Road, Wells, Maine, 04090, United States
    OpenStreetMap Google Maps
    Distance: 9 km from Kennebunk
    Sat, Jul 18, 2026 at 8:00 AM

    The annual Drakes Island Road Race is back again this year! In addition to the 5K, we will have the 4th annual Kids Fun Run, which will be an untimed event from the Jetty to the Community House (approx 1/3 mile). All runners and their supporters are invited to post-race refreshments at the Community House.

    Pre-race bib number and shirt pick up will be held at the Community House (8 Maple St) on Friday, July 17th, from 5-6 pm.

    See full details
    5kFun RunKidsRoadRun via RaceRoster
  • 57 Gravelly Brook Road, Kennebunkport, Maine, 04046, United States
    OpenStreetMap Google Maps
    Distance: 8.9 km from Kennebunk
    Sun, Aug 09, 2026 at 9:00 AM

    Pick from a 5k or 10k. The courses wind through our beautiful trail system and end at our headquarters with a party you won't want to miss! The events will feature music all day, a beer tent, delicious food and games for the whole family!

    Everyone who registers before noon on July 15 gets a shirt!

    Check in and day-of registration begins at 9:00 AM, and the races start at 10:00 AM.

    5k10kRunTrailWalk via RaceRoster
  • 257 Limerick Road, Arundel, Maine, 04046, United States
    OpenStreetMap Google Maps
    Distance: 3.4 km from Kennebunk
    Sat, Sep 26, 2026 at 9:00 AM

    Arundel Conservation Trust

    6th Annual Trail Fest

    September 26, 2026

    First race begins at 9:00 am

    Join the Arundel Conservation Trust Community on Saturday, September 26th for a race through our trails!

    Trail Fest features a 5k, 10k and a half marathon trail race. This event is in proud partnership with our sister organization, the Kennebunkport Conservation Trust who is hosting their annual Trail Fest on August 9th, 2026.

    Half Marathon: 9:00am

    10k Race: 10:00am

    5k Race: 10:30am

    The courses are set on the beautifully maintained ACT Multi-Purpose Trail and the Eastern Trails with stunning woodland and stream views. Runners will start at the new Arundel Municipal Building parking lot on 257 Limerick Road. All participants receive a medal and a t-shirt! There will be a live band and great food - come join the fun!

    All races return and finish at the Arundel Municipal Building parking lot. Please visit our website for parking information.


    Advance registration will close on September 25 at noon. You may register in person on race morning.

    We will be taking photos at this event to share on our social media channels for ACT promotion.

    See full details
    5k10kCyclingHalf MarathonRunTrailWalk via RaceRoster
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