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  • Distance: 6.4 km from West Springfield
    Sat, Aug 08, 2026 at 10:00 AM

    The Mentoring Matters 5K run/walk hosted by the Follow My Steps nonprofit organization aims to raise awareness for the need for mentorship in under-resourced communities. Follow My Steps is a Springfield Massachusetts-based non-profit organization offering Youth Mentoring, Career & Skill Development, and Financial Resources.

    YOUTH DISCOUNT APPLIED AT CHECKOUT!!!

    This year, we are excited to announce the 5th annual Mentoring Matters 5K will be held at Forest Park.

    Note: Registration takes place at the Monkey House.

    Park in Cyr Arena Parking lot.

    Runners and walkers can register as teams or individuals – and have the option to fundraise as a team.

    Tee Shirt included in registration (limited availability)

    ABOUT FOLLOW MY STEPS

    DID YOU KNOW?

    Young Adults Who Were At-Risk for Falling Off Track but Had a Mentor Are:

    • 55% more likely to enroll in college

    • 130% more likely to hold leadership positions.

    • 78% more likely to volunteer regularly

    • 90% are interested in becoming a mentor

    Our organization is headed by strong professional who are dedicated to elevating under-resourced students and their families. We understand that there is a disproportionate representation of minorities in key decision-making positions in all facets of leadership in the current time. We aim to close that gap by providing deserving students with the opportunity for financial, mental, and professional education. By offering mentorships to scholarship recipients, we aim to grow a network of like-minded individuals who will continuously give back to their communities and others alike.

    VIRTUAL 5K OPTION: #MentoringMatters5K

    #MentoringMatters5K is a virtual, non-competitive race by Follow My Steps that allows participants to choose their preferred distance and activity, such as running, walking, or dancing. It can be completed at any time from now until August 8th, and participants are encouraged to share post-challenge photos with the hashtag #MentoringMatters5K. The $40 registration fee serves as a donation to support resources for youth empowerment, including providing school supplies, financial aid for college-bound students, and hosting skill development workshops. Participants are encouraged to track their activity time and distance using a smartphone or smartwatch

    See full details
    3.1 Miles5kRunVirtualWalk via RunSignup
  • Distance: 9 km from West Springfield
    Sun, Sep 06, 2026 at 9:00 AM

    This annual fundraiser helps to fund our mission of providing support to local patients and their families, fund critical research, and provide education and awareness about this disease.

    Be part of the movement to raise awareness and funds against this silent killer because together we CAN make a difference!!

    Directions to register yourself and/or team:

    RunSignUp.com

    1. Click to sign up

    2. Enter your registration information

    3. At this point, you can add additional registrations

    4. Click Yes or No to Create and/or Join a Team

    5. Review Waiver and Click

    6. Pick option – 1. No Team, Join Existing Team, Create New Team

    7. You can skip the set password option

    8. Click Become A Fundraiser to create your page OR scroll down to TEAM FUNDRAISER and join your team from the drop down menu OR simply click continue

    9. If you become a Fundraiser, this is where you add images and share your story and create your own url (https://runsignup.com/teamnamehere)

    See full details
    1kRun via RunSignup
  • Distance: 4 km from West Springfield
    Sat, Sep 19, 2026 at 10:00 AM

    On Saturday, September 19, 2026 the Run/Walk starts at 10:00 AM.

    Colby’s Path to the Cure, a 5k run/walk, to raise funds for Synovial Sarcoma Research and Awareness.

    King Phillip's Stockade

    70 Columbus Ave, Springfield, MA 01105

    All registered participants receive T-shirts, sizes not guaranteed; the last day of early registration is 8/31.

    Adults: $35, Cost for children 13U $15.00 (Discount appears at Checkout)

    As of 9/1, the Registration fee for adults is $40, which may include a t-shirt while supplies last; sizes are not guaranteed.

    *******************************Register at this site any time before the start *********************

    *****Free Parking is throughout King Phillip's Stockade *****

    We will be gathering at the Pavilion closest to the entrance.

    Following the race, there will be an outdoor family-friendly gathering at the Pavilion. There will be Music provided DJ. C-Smooth, raffles, face painting, and fun lawn games.

    You’ll have the option to purchase a “boxed” lunch or bring your own picnic.

    You will be able to purchase a boxed lunch provided by AC Main Street Market with registration (until 09/03) or independently by clicking here:

    Choice of Turkey, Cold Cut, Ham, and Roasted Veggie

    Feel free to reach out with any questions.

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    5kRunWalk via RunSignup
  • Distance: 9.4 km from West Springfield
    Sat, Oct 03, 2026 at 8:00 AM

    Grab onto your sneakers, folks! Westover Run the Runway 5K is back again! Get ready for a one-of-a-kind dash across an operational federal military installation. Whether you're a speedster, a leisurely walker, or a family of fun-seekers, this flat, paved course is perfect for you—and yes, strollers and wheelchairs are welcome!

    This fun-run isn't just about clocking miles; it's also about doing good. Proceeds will go to Westover Galaxy Community Council to lift up our Westover military families and help launch the sky-high excitement for the 2027 Great New England Air Show.

    Register by September 1 and take home a Race T-Shirt! We designed a super cool shirt this year to lead into the 2027 Great New England Air Show! Don't miss your chance to get a t-shirt in your size! And Save $$$. Registration price increases after September 1.

    Kick-off and finish line are at the Westover Metropolitan Airport—the civilian side of things. But, you'll be strutting into a military zone, so expect James Bond-level security! Pre-run vetting is mandatory and Real IDs are required, and leave those carry-ons behind because nothing’s allowed to tag along during the run. We've got a handy key and bag check for you. Wheelchair and stroller users, please plan to arrive early for clearance. And sorry, Fido, this isn't a puppy parade—please leave pets at home this time around!

    What's NEW this year? We are hosting a charity Car Show starting at 9:00am on the other side of the airport. Hang out after the run and enjoy a variety of awesome cars competing for best in decade, rockin' 50s, 60s and 70s music, food trucks, raffles and more! Car Show runs from 9am - 1pm!

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    5kRunWalkWheelchair via RunSignup
  • Distance: 9 km from West Springfield
    Sun, Oct 04, 2026 at 10:00 AM

    Come Run, Stroll & Roll! Stanley Park will be hosting the 14th Run Stanley. Run Stanley has grown into a fun yearly tradition for the whole family, whether they like to run, walk, roll, or bark. Join us for this all-inclusive event on Sunday, October 4, 2026 at 10:00 am at Stanley Park. This event includes the 5K trail run/walk, a 5K K9 trail run/walk, the Munchkin Run hosted by Dunkin’ Donuts, and The Stroll & Roll. The Stroll & Roll is a wheel friendly a 1-mile non-competitive walk through Stanley Park’s accessible pathways.

    The school with the most Munchkin Run participants wins the coveted “Stanley Cup School Spirit Trophy,” which will be displayed at their school for the entire school year!

    The race will help to raise funds to benefit the care and upkeep of the Frank Stanley Beveridge Wildlife Sanctuary, Stanley Park and its accessible pathways. Please join the community of runners, walkers, hikers, dog owner and nature lovers who love Stanley Park.

    Register by September 18, 2026 to be guaranteed a T-shirt.

    Run Stanley Race Day Schedule:

    Late Registration: 9:00am - 10:00am at Children’s Pavilion

    T-Shirt & Bib Pickup: 9:00am -10:00am at Children’s Pavilion

    Vendor Village 9:00 am - 12:00pm

    Kids' Munchkin Warmup: 9:30am

    Kids’ Munchkin Run: 10:00am

    K9 5K Run/Walk : 10:20am

    The Stroll & Roll (1-mile accessible stroll): 10:20am

    5K Run/Walk: 10:25am

    If you are interested in volunteering please use this link: https://docs.google.com/forms/u/0/d/e/1FAIpQLSennZ3hM8TJO4yhvKixTReyrAHMdx-8FxWkBz97NcEQiH2etw/formResponse

    Prizes will be awarded for the following categories and mailed to the winners:

    1st Place Male and Female 5k Student Run/Walk

    1st Place Male and Female 5k Run/Walk

    1st Place Male and Female K9 5k Run/Walk

    Oldest and Youngest Finisher of 5k Run/Walk

    See full details
    1 Miles3.1 MilesRunTrailWalk via RunSignup
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