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6 walking events in Worcester County, Massachusetts

From big races to Saturday morning group runs—find walking events and connect with the local endurance sports community.

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  • Bulfinch Bee Run [runsignup.com]

    Sat, May 02, 2026 at 11:00 AM

    Description

    We are very excited to host our fourth annual "Bulfinch Bee Run" on May 2, 2026! The name is inspired by the huge colony of bees that was discovered and rescued from our bell tower in 2011 during...

    We are very excited to host our fourth annual "Bulfinch Bee Run" on May 2, 2026! The name is inspired by the huge colony of bees that was discovered and rescued from our bell tower in 2011 during renovation. This will be a 5k community fun run/walk/roll (costumes highly encouraged!) in the neighborhood of Lancaster's historic Bulfinch Meetinghouse. It will conclude on the lawn with food, beer, prizes, live music and more! The proceeds this year will offset our costs for our Community programming and building maintenance.

    Age 0-5 Free

    Age 6-18 $20

    Don't Wait! First 100 registrants will receive this years T Shirt!

    5k Fun Run Run Walk

    725 Main Street, Worcester County, Massachusetts, 01523, United States
    OpenStreetMap Google Maps
  • 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.

    1 Miles Run Walk

    115 Oak Hill Rd, Worcester County, Massachusetts, 01451, United States
    OpenStreetMap Google Maps
  • Longest Mile for Bravest Minds [runsignup.com]

    Sun, May 03, 2026 at 11:00 AM

    Description

    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,...

    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.

    1 Miles Fun Run Run Walk

    115 Oak Hill Rd, Worcester County, Massachusetts, 01451, United States
    OpenStreetMap Google Maps
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