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Date:
Sat, May 23, 2026 at 6:00 AM
Location:
15 Farm View Dr.
Cumberland County, Maine
04260
United States
OpenStreetMap Google Maps
Links:
trailfestpineland.com Register at runsignup.com
Tags:
100k 10k 15k 25k 50k 5k Run Trail

The premier trail running festival in Maine returns for year 3 with long runs on Saturday, shorter distances on Sunday, and a Sunset 5k and 24 hour solo and team events in between!

It's time to mark Memorial Day weekend 2023 on your calendar and start training!

More races nearby

  • L.L.Bean 4th of July 10K and 1-Mile Family Fun Run/Walk [runsignup.com]

    Sat, Jul 04, 2026 at 7:25 AM

    Description

    Celebrate Independence Day by participating in the 49th annual L.L.Bean 4th of July 10K and 1-Mile Family Fun Run/Walk supporting the YMCA of Southern Maine Casco Bay Branch. Together, L.L.Bean and the YMCA are committed to building healthy, confident and secure communities for everyone to enjoy.

    13.7 km
    Freeport, Maine, 04032, United States
    OpenStreetMap Google Maps

    1 Miles 10k Fun Run Run Walk

  • Moxie Day 5K [runsignup.com]

    Sat, Jul 11, 2026 at 7:00 AM

    Description

    The Moxie Day 5K, now in its 27th year (minus covid 2020), has attracted some amazing runners around New England including Olympic Champion Joan Benoit Samuelson. A nice run to start a summer day in Maine! Moxie Performance T-shirts for all who preregister by July 7th. Race day registration starts at 6:00 am. at Lisbon High School.

    18.6 km
    Sugg Drive, Lisbon, Maine, 04252, United States
    OpenStreetMap Google Maps

    5k Run

  • Windham Center 5K In Memory of Elliot P Fogg (1929-1999) [runsignup.com]

    Sun, Jul 12, 2026 at 5:00 PM

    Description

    What: Windham Center 5K Run/Walk In Memory of Elliot P. Fogg (1929-1999) WALKERS WELCOME

    When: Sunday July 12th NEW START TIME 5PM

    Where: Windham Town Hall Corner of School Rd and Windham Center Rd...

    What: Windham Center 5K Run/Walk In Memory of Elliot P. Fogg (1929-1999) WALKERS WELCOME

    When: Sunday July 12th NEW START TIME 5PM

    Where: Windham Town Hall Corner of School Rd and Windham Center Rd Windham, Maine

    Donation made to “American Lung Association of Maine”

    Race is in memory of Elliot P Fogg, a World War II Veteran, horse racer, and custodian at Windham High School from March 1974 until June 1999, 1 month before his death of lung cancer on July 24, 1999.

    5K Cost:

    $26 Wicked Early Bird Pre-Registration through October 17th (Elliot's Birthday)

    $29 Early Bird through May 1st

    $34 Thereafter

    $39 Race Day Registration 3:30PM to 5PM

    Shirts are guaranteed through June 15th, as available after this date.

    FREE DINNER by Corsetti's Windham

    Questions contact Tony Myatt [email protected]

    Awards Cash Prizes to Overall Male & Female Winners. Ten-Year Age Category Awards 14 & Under through 80 & Over, Top Running Club, Corporate Team, and Open Team of 4 or more members.

    Old Course Records 2014 & 2015 Male Jesse Orach 16:20 2015 Female Zoe Goodwin 21:12 2015

    2016-Present Course Records Male Nicholas Stricklen 16:15 2018 Female Emily Durgin 17:52 2017

    No Refunds. In the event of catastrophic weather, a public health crisis, or extreme events beyond race managements’ control every effort will be made to hold the race on an alternate date. If this is not possible, the race will be transformed to a virtual event where participants run the course & submit their results on their own.

    17.4 km
    8 School Rd, Windham, Maine, 04062, United States
    OpenStreetMap Google Maps

    5k Run Virtual Walk

  • Yarmouth Clam Festival Kids Fun Race [clamfestival.com] [Register at runsignup.com]

    Sat, Jul 18, 2026 at 7:15 AM

    Description

    Location: Memorial Green, Main Street, Yarmouth ME

    Race Date: Saturday, July 18th, 2026

    Start Times: 7:15 AM (1/2 Mile) | 7:30 AM (1 Mile)

    Online Registration will end on Thursday, July 16th....

    Location: Memorial Green, Main Street, Yarmouth ME

    Race Date: Saturday, July 18th, 2026

    Start Times: 7:15 AM (1/2 Mile) | 7:30 AM (1 Mile)

    Online Registration will end on Thursday, July 16th.

    In-person registration will be accepted on Friday, July 17th at Memorial Green from 10:00 AM to 3:00 PM.

    Race Day registration is available from 6:00 AM to 7:10 AM.

    First 300 registered runners receive a T-shirt.

    Each child must have their own registration.

    Proceeds from the Fun Run support Yarmouth Cross Country Boosters!

    2026 Kids’ Race Options

    1/2 Mile Fun Run

    Ages 3 to 6

    Jog strollers welcome

    Medal for all finishers

    Starts at 7:15 AM SHARP

    · Early Registration: $15

    · Day-of Registration: $20

    1 Mile Fun Run

    Ages 7 to 12

    Chip-timed race

    Medal for all finishers

    Starts at 7:30 AM SHARP

    · Early Registration: $20

    · Day-of Registration: $25

    Entry Fee(s) & Registration Information

    Early Registration:

    Online through Thursday, July 18th

    · 1/2 Mile: $15

    · 1 Mile: $20

    Race Day Registration:

    · 1/2 Mile: $20

    · 1 Mile: $25

    Packet Pick-up

    Friday, July 18th at Memorial Green from 10:00 AM to 3:00 PM

    Race day pick-up from 6:00 AM to 7:10 AM under the bridge on Main Street

    Race will be held rain or shine. No refunds.

    13.5 km
    Yarmouth, Maine, 04096, United States
    OpenStreetMap Google Maps

    Fun Run Kids Run

  • Portland Kids Duathlon [portlandkidsduathlon.com] [Register at runsignup.com]

    Sun, Jul 19, 2026 at 7:00 AM

    Description

    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...

    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/.

    23.5 km
    Portland, Maine, 04103, United States
    OpenStreetMap Google Maps

    1 Miles 1.5 Miles 4.5 Miles Cycling Duathlon Kids Run Swim Trail Triathlon Virtual

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