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Date:
Sat, May 23, 2026 at 6:00 AM
Location:
15 Farm View Dr.
Cumberland County, Maine
04260
United States
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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

  • Tiger Run [runsignup.com]

    Sat, Apr 11, 2026 at 8:00 AM

    Description

    Open to runners and walkers of all ages and abilities. 5K timed event with refreshments, music and prizes. Prizes to overall top three winners. The race will start promptly at 8:00 AM. ONLINE...

    Open to runners and walkers of all ages and abilities. 5K timed event with refreshments, music and prizes. Prizes to overall top three winners. The race will start promptly at 8:00 AM. ONLINE REGISTRATION. PRICING: $30 adults & $15 for students. REFUNDS - Registrations are non-refundable and non-transferable. AWARDS - Awards to top 3 male and 3 female overall winners. KIDS Color FUN RUN from 9 AM - 10 AM. A Kids Colorful fun run will be available after. $15 dollars per person to enter the fun run.

    23.6 km
    151 N. Temple Street, Lewiston, Maine, 04240, United States
    OpenStreetMap Google Maps

    5k Fun Run Run Walk

  • Falmouth 4-Miler [runsignup.com]

    Sat, Apr 11, 2026 at 9:00 AM

    Description

    Falmouth 4-Miler

    Flat and fast out and back 4-Mile road race. WALKERS WELCOME!

    Race makes donations to: Falmouth High School XC and Track Teams.

    Falmouth Community Park 18 Winn Rd Falmouth, Maine...

    Falmouth 4-Miler

    Flat and fast out and back 4-Mile road race. WALKERS WELCOME!

    Race makes donations to: Falmouth High School XC and Track Teams.

    Falmouth Community Park 18 Winn Rd Falmouth, Maine

    $100 Cash Prizes for Overall Winners Male & Female

    $75 Cash Prizes for 2nd Place Overall Male & Female

    Course Records: Male 19:44 Aaron Willingham 2024 Female 21:59 Erica Jesseman 2014

    Shirts to all registered by March 16th

    Age Group, Running Club, Corporate, and Open Team Awards

    $26 Wicked Early Bird by June 30th

    $29 July 1st thru January 21st

    $34 Thereafter

    $39 Race Day Registration 7:30AM to 8:57AM

    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.

    15.8 km
    18 Winn Rd, Falmouth, Maine, 04105, United States
    OpenStreetMap Google Maps

    4 Miles Run Virtual Walk

  • Mental Health Matters 5k [runsignup.com]

    Sun, Apr 12, 2026 at 8:00 AM

    Description

    Mental Health Matters 5k (3rd annual)

    Time: Sunday April 12th, 2026 - 7:00 AM (Gates Open) 8:00 AM (Race Start)

    Location: 303 Main Street, Greely High School, Cumberland Center, ME US 04021

    KyleCares...

    Mental Health Matters 5k (3rd annual)

    Time: Sunday April 12th, 2026 - 7:00 AM (Gates Open) 8:00 AM (Race Start)

    Location: 303 Main Street, Greely High School, Cumberland Center, ME US 04021

    KyleCares is a non-profit organization dedicated to promoting open and honest communication about the mental health challenges experienced by teens and young adults in today’s society. Ultimately, the organization aims to eliminate student self-harm and suicide by creating school environments where students and their caregivers have the confidence and support to seek help without shame or hesitation. Last fall Greely High School started the 2nd chapter in Maine, Active Minds/KyleCares Club, and we focus on our community smashing the stigma of mental health, conveying that it’s ok not to be ok, and having a safe environment to talk about struggles. There are so many reasons this suicide and mental health awareness club is vital to our school and community. We look forward to networking with nearly 700 Active Minds chapters in all 50 states. In the past 5 years KyleCares has helped start 38 chapters in 3 states - MASS, MAINE & RHODE ISLAND.

    Our club feels that the importance of focusing on the mental health of teenagers is crucial, as this developmental state is set apart by numerous challenges and transitions. Research shows that this generation of Adolescents often face academic pressures, social expectations, identity exploration, family discord, world events, traumatic events, hormonal changes, and so much more which can contribute to stress, anxiety, and other mental health issues. Our club feels that addressing these concerns is absolutely imperative for the overall well-being and success of teenagers. Organizations like Active Minds/KyleCares Club play a vital role in supporting the mental health of teens. There is no question that there are so many positive reasons to focus on teen mental health in the formative years and how the role of our Active Minds/KyleCares Club is so vital to spreading awareness. Studies also show that early intervention and prevention is first and foremost. By addressing mental health issues

    early on, organizations like KyleCares contribute to preventing more severe problems in the future. The hope is that early intervention and normalizing "it's ok not to be ok", which can help teens develop coping mechanisms and resilience. Our club has received nothing but the best advice, support, and guidance from Jim Johnson, President of KyleCares, father of Kyle. He has been an outstanding collaborator and liaison to help our club.

    We all know that adolescence is a critical period for social and emotional development. The heart of the Active Minds/KyleCares Club at Greely focuses on building social skills, fostering positive relationships, providing resources, offering school/ community programming, and provides a safe space for teens to express themselves collaboratively and without judgment, and ultimately aims to create a supportive environment within our school. By promoting open discussions and awareness, our students contribute to creating a culture where seeking help is seen as a positive and courageous step. Normalizing "it's ok not to be ok".

    With the continued collaboration with multiple organizations it has not only benefited our high school students but has also extended to younger grades (4-8), fostering a comprehensive approach to mental health education. The impact of Minding Your Mind speakers/ assemblies at Greely High School have had a profound impact on both students and staff. The programming has facilitated:

    Enhanced Awareness: Students and staff have gained valuable insights into mental health issues, particularly regarding suicide prevention, anxiety and stress management.

    Emotional Connection: Participants expressed feeling more connected and empathetic towards those facing mental health challenges, leading to a supportive community environment.

    Broadened Reach: The inclusion of grades 4-8 in the programming highlights the importance of addressing mental health early in students' developmental journeys.

    Feedback from attendees indicates that these experiences have been eye-opening and have motivated many to engage in further discussions about mental health.

    Key accomplishments include:

    Comprehensive Programming: The initiative has successfully reached younger students, emphasizing the importance of early intervention and education.

    Future Expansion: The club aims to broaden its focus beyond suicide, anxiety and stress to encompass a wider range of mental health issues affecting youth today. Continued collaboration with Minding Your Mind will be crucial in achieving this goal and enhancing outreach efforts and possible through donor sponsorship that funds these essential programming events!

    Unique Approach and Implementation at Greely High School has distinguished itself through its innovative approach to mental health education. The involvement of students in the planning and execution of programming is particularly noteworthy:

    Engagement: The Active Minds/KyleCares Club has demonstrated exceptional engagement, setting a model for other high schools and colleges in New England. This active participation fosters a sense of ownership and commitment among students.Transition to True Engagement: The focus on skill-building and youth engagement represents a significant shift from traditional mental health education, creating a more impactful and lasting change in the school culture.

    Our programming efforts toward mental health awareness at Greely High School has made a significant impact on the student body and staff. By fostering early intervention and comprehensive programming, we are paving the way for a more informed and supportive community. As we look to the future, the Active Minds/KyleCares Club remains committed to expanding our outreach and addressing a wider array of mental health issues. Together, with your support, we can continue to make a meaningful difference in the lives of students.

    Thank you for being a part of our 2nd annual Mental Health Matters 5k. We are ever so grateful for your contribution, participation and support!

    Active Minds/KyleCares Club; Greely High School Chapter

    11.9 km
    303 Main Street, Cumberland, Maine, 04021, United States
    OpenStreetMap Google Maps

    5k Run

  • Dash for Dogs 5k Run or Walk [runsignup.com]

    Sun, Apr 26, 2026 at 9:00 AM

    Description

    Join us for of our annual Dash For Dogs 5K and Strutt Your Mutt Dog Walk and help out needy dogs in our community and beyond. Every day our caring staff and volunteers help dogs, and other companion...

    Join us for of our annual Dash For Dogs 5K and Strutt Your Mutt Dog Walk and help out needy dogs in our community and beyond. Every day our caring staff and volunteers help dogs, and other companion animals, in so many ways- providing shelter, care, healthy food, a warm blanket, needed medical care and behavioral support and enrichment. Come walk or run the course along the beautiful Androscoggin Riverwalk path. This is one of the few events in Maine that allow you to also bring your dog (must be current on vaccinations and NO flex-lead leashes). There is also an option to participate virtually.

    This event is held RAIN OR SHINE and starts promptly at 9:00 a.m.

    We do not offer refunds for this event.

    *** Packet pickup will be Saturday 4/25 from 11:00-2:00 at the shelter ***

    Start at the Humane Society (55 Strawberry Ave)

    Go right out of the parking lot

    Go left at the stop sign on to Tall Pines Drive

    The trailhead is where the road curves right

    Follow the trail to the end (Sunnyside Park)

    Turn around and come back

    Prizes for:

    • Top male and female finishers in each age group (both running with and without a dog)

    • Best dressed pet

    • All registered participants will be entered to win raffle prizes donated from local businesses

    • Top fundraiser prize

    Registration

    Early Bird Registration until December 31: $25

    January 1- April 25 $30

    Same-Day In-Person Registration: $35 (until 8:30 only)

    Kids under 8 years old - FREE! (no dogs please)

    Deadline for shirt orders: April 10th

    24.2 km
    55 Strawberry Avenue, Lewiston, Maine, 04240, United States
    OpenStreetMap Google Maps

    5k Run Trail Virtual Walk

  • The Polar Bear Triathlon and Duathlon [runsignup.com]

    Sat, May 02, 2026 at 8:25 AM

    Description

    The Polar Bear Triathlon / Duathlon will take place on its traditional date of May 2, 2026

    The Polar Bear Triathlon / Duathlon is New England’s season opening event! A sprint triathlon and duathlon...

    The Polar Bear Triathlon / Duathlon will take place on its traditional date of May 2, 2026

    The Polar Bear Triathlon / Duathlon is New England’s season opening event! A sprint triathlon and duathlon perfect for beginners and experienced triathletes alike combining a pool swim, a scenic bike course on country coastal roads, and epic and fast run on wide hard packed trails and quiet neighborhood streets,

    8:25a Start Time

    The Polar Bear Triathlon and Duathlon takes place the first Saturday of May annually to open the triathlon season in New England. The race is contested on the beautiful campus of Bowdoin College with world class facilities including a 16 lane pool, locker rooms with showers (pending availability), wonderful flat grass transition area and world class event production. This pool swim triathlon is a great race for beginners to get their feet wet and seasoned triathletes to start their season without the concerns of a cold, open water swim.

    Distances

    525 yard swim OR 2 mile run for duathletes

    11.5 mile bike

    3 mile run

    Virtual participants compete them all at once, or separately, it’s up to you. Swag will be mailed after May 4th to all virtual participants.

    The Polarbear Triathlon / Duathlon will be sanctioned by USA Triathlon. If you are not an annual member of USA Triathlon, you will need to purchase a $15 one-day membership when you register.

    24.1 km
    35 Watson Dr, Brunswick, Maine, 04011, United States
    OpenStreetMap Google Maps

    Duathlon Open Water Run Swim Trail Triathlon Virtual

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