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Date:
Sun, May 03, 2026 at 11:00 AM – 2:00 PM
Location:
115 Oak Hill Rd
Worcester County, Massachusetts
01451
United States
OpenStreetMap Google Maps
Links:
runsignup.com
Tags:
1 Miles Fun Run Run Walk

Join us on Sunday, May 3rd at 11:00 AM for the Longest Mile for Bravest Minds, a one mile fun run and walk with a powerful purpose. This scenic course climbs Oak Hill Road in beautiful Harvard, Massachusetts and offers a challenge that is short in distance but big in meaning.

This event is a fundraiser benefiting the Harvard Fire-EMS Association, with a strong focus on mental health awareness for first responders and the community as a whole. A portion of the proceeds will also be donated to OnSite Academy, supporting their mission to promote emotional wellness, resilience, and connection.

The fun does not stop at the finish line. After the race, participants and spectators are invited to an after event gathering at Carlson's Orchard, where ciders will be on tap and a food truck will be on site to serve hungry runners and walkers. It is the perfect chance to relax, connect, and enjoy one of Harvard’s favorite local spots.

At the finish line, families can enjoy a touch a truck experience, giving kids and adults a hands on look at fire and emergency vehicles and a chance to meet the people behind them.

Firefighters, police officers, EMTs, military members, and all fellow first responders are encouraged to participate in their gear if they choose. Whether you wear turnout gear, a weighted vest, or a uniform shirt, it is a powerful way to show solidarity, raise awareness, and stand together in support of mental health.

Whether you run, jog, walk, or cheer from the sidelines, this event is for everyone. Make it competitive, make it casual, or make it a team effort. One mile. One hill. One community coming together for mental health.

Sign up, lace up, and join us for a great cause and a great time.

More races nearby

  • Run BXB 2026 (5K) [runsignup.com]

    Sun, Apr 12, 2026 at 11:00 AM

    Description

    Join us for the Boxborough Recreation Commission's 4th Annual Run BXB!

    Run BXB is a 5K and will take place on Sunday April 12, 2026 at 11am.

    This year the Recreation Commission is using the race as a...

    Join us for the Boxborough Recreation Commission's 4th Annual Run BXB!

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    This year the Recreation Commission is using the race as a fundraiser to renovate the playground at Flerra Meadows in Boxborough, MA. $5 from each registration will go to support this project! Find out more about the playground here

    The race will begin in the parking lot of Craft Food Halls located at 500 Beaver Brook Rd, Boxborough, MA 01719

    Ample Parking Available At Craft Food Hall Parking Areas HERE

    Pre and Post Race Festivities Hosted by Craft Food Halls

    Course Map: MapMyRun

    Race Day Event Schedule:

    Parking & Check-in Opens - 10:00AM

    Registration Closes - 10:45AM

    Race Starts - 11:00AM

    Prizes presented at 12:00PM

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    OpenStreetMap Google Maps

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  • Groton Road Race [grotonroadrace.com] [Register at runsignup.com]

    Sun, May 03, 2026 at 9:30 AM

    Description

    5K/10K road race on the scenic roads of Groton, MA.

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    OpenStreetMap Google Maps

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  • LONGEST MILE FOR BRAVEST MINDS [runsignup.com]

    Sun, May 03, 2026 at 11:00 AM

    Description

    Join us on Sunday, May 3, 2026, at 11:00 AM as we kick off Mental Health Awareness Month with the inaugural Longest Mile for Bravest Minds. This professionally timed, one-mile uphill fundraiser takes...

    Join us on Sunday, May 3, 2026, at 11:00 AM as we kick off Mental Health Awareness Month with the inaugural Longest Mile for Bravest Minds. This professionally timed, one-mile uphill fundraiser takes place on scenic Oak Hill Road in Harvard, Massachusetts, climbing 180 feet along a course that may be short in distance but carries powerful meaning. Runners, walkers, families, and first responders will come together for a shared purpose: supporting mental health.

    Hosted by the Harvard Fire-EMS Association, this event will benefit On-Site Academy, a nonprofit in Westminster, Massachusetts, dedicated to serving first responders and military veterans. A portion of the race proceeds will be donated to support their mission. The goal of this event is simple but important: to bring first responder mental health to the forefront and encourage open, honest conversations throughout the entire community.

    First responders and veterans face situations that test even the strongest individuals. Behind every uniform, whether firefighter, EMT, police officer, dispatcher, corrections officer, military member, or hospital staff, is a human being. Some calls leave lasting emotional impacts and recognizing that it is okay to ask for help is a critical step toward healing. Through this event, we stand together to support one another and reinforce that no one must carry those burdens alone.

    The experience continues beyond the finish line at Carlson Orchards, where participants and spectators are invited to stay and enjoy a community celebration. There will be live music, a food truck, and hard cider on tap. Families can also enjoy the Touch-A-Truck, where kids and adults alike can explore emergency vehicles, climb inside, and meet the first responders who operate them.

    First responders are encouraged to participate in whatever way feels meaningful to them. Some may choose to run or walk in turnout gear, a uniform, or a weighted vest. Others may simply show up and stand alongside their peers. Every step taken is a visible reminder of solidarity and support for mental health.

    Whether you run, walk, jog, or cheer from the sidelines, this event is open to everyone. You can make it competitive, casual, or simply a chance to be part of something bigger than yourself. One mile. One hill. One community, united for mental health.

    Sign up, lace up, and join us!

    NOTE: IF YOU ARE CREATING A TEAM AND SIGNING UP 5+ RUNNERS, PLEASE USE THE CONTACT LINK BELOW TO REQUEST A DISCOUNT CODE.

    0 m
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    OpenStreetMap Google Maps

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  • West Acton 5K & Fun Run supporting ABC Compass [runsignup.com]

    Sat, May 09, 2026 at 10:00 AM

    Description

    Moving together to move our community forward!

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    Yankee Timing will be there to provide professional race timing to all participants, and medals will be awarded to the top finishers in each age group. But don’t let that intimidate you — you can go at any pace… run or walk, stroll with neighbors, or mingle with new friends. It’s all about having fun together!

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    OpenStreetMap Google Maps

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  • APPLEMAN TRIATHLON/DUATHLON/AQUABIKE CHARITY RACE [applemantriathlon.com] [Register at runsignup.com]

    Sun, Jul 19, 2026 at 8:00 AM

    Description

    Welcome to the 22nd Annual Appleman Triathlon

    The beach front transition area, challenging and scenic race course, crowds of spectators and maple syrup prizes have made this race a New England...

    Welcome to the 22nd Annual Appleman Triathlon

    The beach front transition area, challenging and scenic race course, crowds of spectators and maple syrup prizes have made this race a New England favorite for many years. All racers receive a high performance athlete t-shirt as well as a memorable dated finisher's medal.

    The Appleman Triathlon is now managed and timed by the top-notch team at New England Timing.

    All race options sells out quickly, so register early if you want to call yourself an Appleman this year.

    NOTE TO RELAY TEAMS: ONLY ONE TEAM MEMBER NEEDS TO REGISTER, PAY, AND CREATE A TEAM FOR THE RELAY.

    OTHER RELAY TEAM MEMBERS WILL THEN NEED TO ADD THEMSELVES TO THE TEAM BY SELECTING THE RELAY SIGN UP OPTION, BUT THEN CHOOSE "JOIN AN EXISTING RELAY TEAM" AND COMPLETE THEIR REGISTRATION! ADDITIONAL RELAY TEAM MEMBERS WILL ONLY PAY FOR A USAT LICENSE.

    PLEASE NOTE: ALL RELAY TEAM MEMBERS WILL RECEIVE A T-SHIRT AND ARE WELCOME TO RUN THROUGH THE FINISH ARCH AS A TEAM AND COLLECT MEDALS. MAPLE SYRUP PRIZES ARE AWARDED TO ALL MEMBERS OF WINNING RELAY TEAMS.

    PACKET PICK UP

    Saturday, July 18th from 5:00 PM to 7:00 PM at the Littleton Town Beach.

    Sunday, July 19th from 6:15 AM to 7:45 AM at the race venue, Littleton Town Beach

    Athlete parking will be at the Shaker Lane Elementary School, 35 Shaker Lane, Littleton, MA.

    Please do not try to park on any of the side streets near the beach.

    INCLEMENT WEATHER

    Please note the race will be held rain or shine, but if the weather or other unforeseen circumstances threaten the safety of athletes, race management reserves the right to cancel the event or alter portions of the swim, bike, and/or run courses.

    Please understand that in the unlikely case that we did have to cancel the event, no refunds would be issued, however, a partial credit would be offered to next year’s race; further details will be communicated post-race.

    SCHEDULE OF RACE DAY

    • Transition zone will open at 6:15 AM and close at 7:45 AM

    • Race day registration from 6:15 AM to 7:45 AM

    • Transition zone will be re-opened around 9:30 AM

    • Awards presentation will begin at approximately 10 AM. Please be present for your award or have someone pick it up for you as we

    cannot mail out.

    • Pre-Race Meeting is at 7:45 AM at the swim start on the beach

    THE RACE COURSE

    Swim

    The GPS measured swim takes place in placid Long Pond and is a .50 mile triangular course. There will be a time trial start. Swim angels are available for athletes who would like an experienced swimmer to accompany them on the swim. First come, first serve basis.

    Bike

    The 10 mile bike course is a single loop through Littleton with some hills in the park area that are sure to raise your heart rate a beat or two.

    Run

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    Triathlon

    The triathlon will have a time trial swim start.. Your race time will start when you cross over the Swim Start mats on the beach.

    Duathlon

    The duathlon will start approximately at the same time as the first swimmers enter the water. The start will be at the Run-Out portion of transition with your race time starting when you cross over the Run-Out timing mat.

    Aqua-Bike

    The swim will be part of the regular swim and they will not have a special start. Your race will finish when you cross the BIKE-IN mats. If you wish, Aqua-bikers are welcome to cross the finish and receive your medal. Please return your timing chip to one of the volunteers in the transition area.

    RACE VENUE ACTIVITIES

    Come to race but stay for the fun! Your triathlon experience includes a DJ playing great music and yummy post-race treats. This is a family-friendly race venue with a playground on the beach.

    USAT SANCTIONED

    Results will count toward national and regional rankings. All USAT rules and regulations will apply. Racers are subject to time penalties or disqualification for infractions of USAT rules.

    MASSACHUSETTS STATE CHAMPIONSHIP

    This is a 2026 USA Triathlon State Championships Ranking Point Event. Residents of Massachusetts can earn points which — combined with results in other qualifying races — will be totaled by USA Triathlon at the end of 2026. Note: you must participate in at least three qualifying races to be eligible for State Champion.

    APPLEMAN BIKE COURSE

    APPLEMAN RUN COURSE

    VOLUNTEER SIGN UP

    10 km
    Town Rd., Littleton, Massachusetts, 01460, United States
    OpenStreetMap Google Maps

    11 Miles 14 Miles Aquabike Cycling Duathlon Run Swim Triathlon

More races nearby →

Local running group

  • PIONEERS Run Crew Group 45.7 km
    [pioneersrc.com] [runningcrews.com] - Facebook - Instagram

    PIONEERS Run Crew is a transformative and influential running community that has been reshaping the Boston running scene since its founding in April 2017. Established by Sidney Baptista, the crew was created to directly address the lack of diversity in the city's running culture by building a welcoming and inclusive hub in the Dorchester neighborhood. With a "no runner left behind" policy, a community of over 500 members, and a powerful lineup of their own signature races like the 26.TRUE Marathon, PIONEERS is a true lifestyle and a force for positive change.

    Community Run

    Boston, Massachusetts, United States
    OpenStreetMap Google Maps
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