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6 running, walking, cycling, and other events in Southern Pines, North Carolina

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

  • Healthy Kids Running Series Spring 2026 - Pinehurst, NC [healthykidsrunningseries.org] [Register at runsignup.com]

    Sun, Mar 29, 2026 at 3:00 PM

    Description

    Who We Are: Healthy Kids Running Series is a five (5) week running program in the spring and fall for kids Pre-K through 8th grade. Each HKRS Series takes place once a week and offers age appropriate...

    Who We Are: Healthy Kids Running Series is a five (5) week running program in the spring and fall for kids Pre-K through 8th grade. Each HKRS Series takes place once a week and offers age appropriate running events including the 50 & 75 yard dashes, the 1/4 mile, the 1/2 mile and the 1 mile run. Kids will earn points for each race they complete based on their finish.

    Pricing: The registration fee covers the entire five (5) weeks of the Series which includes race bibs for each week, a runner shirt, a finisher medal and any sponsor giveaways. Registration is non-refundable and non-transferrable. Online Early Bird registration ends three weeks prior to the first race event.

    Challenger: This Series offers a Challenger Division which is an adaptive 75 yard race for children with disabilities and/or special needs. This allows for parents, siblings, and friends to be on the course with runners to provide support as well as supportive devices such as crutches, braces, wheelchairs, etc. to be used by runners.

    Single Day Racing: Single day race registration opens one hour prior to the start of each race. The registration fee covers one single race to be run on the day of registration. ALL single day registrations should be completed onsite at the race location. Single day racers will have the option to upgrade to the full series (see tab on the left side of the page for instructions). There is a strict no-refund and no-transfer policy.

    Awards: All participants receive a medal on Week 5! Trophies will be awarded to the overall top finishers in each of the divisions listed below (broken out by boys and girls respectively):

    Pre-K 50 Yard Dash

    Pre-K 75 Yard Dash

    Kindergarten & 1st Grade

    2nd & 3rd Grade

    4th & 5th Grade

    6th to 8th Grade

    Challenger

    Share your running photos with our community! Find us on Facebook @HealthyKidsRunning or Instagram @healthykidsrs!

    #GetUpandGo

    Kids Run Wheelchair

    Southern Pines, North Carolina, 28387, United States
    OpenStreetMap Google Maps
  • Weymouth Woods 25K/50K Trail Run [runsignup.com]

    Sat, Apr 04, 2026 at 8:00 AM

    Description

    The Weymouth Woods 25k/50k will be held on April 4, 2026 at Weymouth Woods -Sandhills Nature Preserve. The race will be held on a course consisting of trails filled with roots and sand covered by a...

    The Weymouth Woods 25k/50k will be held on April 4, 2026 at Weymouth Woods -Sandhills Nature Preserve. The race will be held on a course consisting of trails filled with roots and sand covered by a canopy of long leaf pine trees.

    A well stocked aid station will be at the start/finish. This is a cupless event. Runners must provide their own bottles, flasks, reusable cups, etc. Runners will have plenty of room to set up small personal aid stations/chairs/drop bags if needed.

    All runners will receive a t-shirt and all finishers will receive a finisher's medal. T-shirts will not be mailed if a runner does not attend the event. There will be no refunds and deferments will be handled on a case by case basis. Register by 3/8/26 to be guaranteed your requested t-shirt size.

    Clockwork Race Timing will provide electronic timing.

    All proceeds from this event will be donated to Friends of Weymouth Woods.

    Runners must register by March 8th to be guaranteed their shirt size. We will do our best to get runners who register after that date the shirt size of their choosing but we will not be able to guarantee it.

    COVID GUIDELINES

    In accordance with the Governor's Executive Order #210, dated April 29, 2021, outdoor gatherings are restricted to 200 people. Should the field increase to exceed that number, additional guidelines will be listed here, and an e-mail will be sent out to all registered participants. Additionally, the same Order also specified that face masks are not required for outdoor activities. We will update any further changes to those guidelines as they occur.

    25k 50k Run Trail

    1024 N Fort Bragg Road, Southern Pines, North Carolina, 28387, United States
    OpenStreetMap Google Maps
  • Pedal for Paratroopers [runsignup.com]

    Sat, Apr 18, 2026 at 8:00 AM

    Description

    Pedal for Paratroopers – Tri-Distance Charity Bicycle Ride

    Pedal for Paratroopers is a Tri-Distance Charity Bicycle Ride welcoming cyclists of all ages and skill levels to ride in support of those...

    Pedal for Paratroopers – Tri-Distance Charity Bicycle Ride

    Pedal for Paratroopers is a Tri-Distance Charity Bicycle Ride welcoming cyclists of all ages and skill levels to ride in support of those who serve. This is a rain or shine event focused on community, service, and the enduring Airborne spirit — All the Way.

    Beneficiary

    All proceeds and donations benefit the All American Adventure Program, which promotes resilience and mental health for at-risk active-duty Paratroopers and Veterans of the 82nd Airborne Division. The program provides access to counseling resources and restorative outdoor experiences such as kayaking, hiking, and equine therapy.

    Event Location

    Start/Finish:

    McDeeds Creek Elementary

    2953 Camp Easter Road

    Southern Pines, NC 28387

    Event parking is available on-site at McDeeds Creek Elementary.

    Event Format & Start Times

    This is a charity ride and is not officially timed, though race clocks will be present for reference.

    Staggered Starts:

    100K Ride – 8:00 AM

    64K Ride – 8:10 AM

    34K Ride – 8:20 AM

    Cyclists of all ages are welcome to participate at their own risk. Minors should be accompanied by a parent or legal guardian.

    Routes

    34K (24.2 miles)

    PFP ALT 34K

    https://www.strava.com/routes/3412389877102214494

    https://ridewithgps.com/routes/53835055

    64K (40.7 miles)

    PFP ALT 64K

    https://www.strava.com/routes/3412450651806677790

    https://ridewithgps.com/routes/53839433

    100K (64.0 miles)

    PFP ALT 100K

    https://www.strava.com/routes/3412394763913354014

    https://ridewithgps.com/routes/53832201

    Safety Information

    Tail lights and Helmets are required for all riders and must be ANSI- or CPSC-approved.

    This is an open-road ride. Riders must obey all traffic laws and ride safely at all times.

    SAG trail vehicles will follow the last rider on each route to provide support as needed.

    Packet Pickup

    Early Packet Pickup:

    📍 82nd Airborne Division Association

    2915 Raeford Road (STE 201)

    Fayetteville, NC 28303

    📅 April 13–17, 2026

    ⏰ 10:00 AM – 4:00 PM

    Same-Day Packet Pickup & Registration:

    📍 McDeeds Creek Elementary

    ⏰ Begins at 6:30 AM on event day

    Registration Information

    Online Registration: $65

    Online Registration Closes: 11:59 PM on April 17, 2026

    Same-Day Registration:

    Online 12:00 AM on April 18, 2026

    On-Site begins at 6:30 AM

    $75 registration fee

    Refund Policy:

    Refunds may be considered for emergencies or extenuating circumstances.

    What’s Included

    Event T-shirt included with registration

    T-shirts are guaranteed only for participants registered by April 1, 2026

    Water and snacks

    Two on-course water and snack resupply points

    Custom Event Association Water bottles are not included but will be available for purchase.

    Amenities

    Portable restrooms and handwashing stations will be available at McDeeds Creek Elementary.

    On-Site Bike Support will be available.

    Food Available

    Enjoy post-ride food from Blue Suede BBQ:

    Pulled Pork BBQ Plate (sandwich, fries, and drink)

    $15 per plate

    Learn more about Blue Suede BBQ:

    https://www.bluesuedebbq.com/

    Event Merchandise

    Cycling jerseys and additional apparel are available for purchase through the event storefront. The storefront can be accessed by using the link and password below, or you can click the circle shaped photo of the jersey on the homepage.

    Storefront Link:

    https://jakroo.com/store-front?storeId=BJwOJPtpel

    Access Code: pfp2026 (lowercase)

    Donations & Sponsorship

    Donations of any size are welcome and help directly support the All American Adventure Program.

    Please visit the donation page for additional sponsorship opportunities.

    Volunteers

    Volunteers are essential to the success of this event.

    If you would like to volunteer, please visit the main race page, click the "Volunteer" tab at the top, and from there, you will see volunteer opportunities. If you have any questions, please email:

    [email protected] or [email protected]

    Contact Information

    82nd Airborne Association

    📍 2915 Raeford Road, Suite 201 (2nd Floor)

    Fayetteville, NC 28303

    📧 Email: [email protected]

    📞 Phone: 910-223-1182

    🌐 Website: https://82ndairborneassociation.org

    Join us for a meaningful ride that supports healing, strength, and connection for our Paratroopers and Veterans.

    All the Way!

    34k 64k 100k Cycling Trail

    Southern Pines, North Carolina, 28387, United States
    OpenStreetMap Google Maps
  • Rise & Run 5K [runsignup.com]

    Sat, Apr 18, 2026 at 9:30 AM

    Description

    Friend to Friend proudly presents our 10th annual 5K!

    Start your weekend on a high note at the Rise & Run 5K. Race, walk, or jog your way through a scenic trail course with natural terrain that keeps...

    Friend to Friend proudly presents our 10th annual 5K!

    Start your weekend on a high note at the Rise & Run 5K. Race, walk, or jog your way through a scenic trail course with natural terrain that keeps things fun and adventurous. Then celebrate with live music, great food trucks, and a packed kids corner. Little runners can join the excitement in the Kids Fun Run for ages 10 & under.

    Bring the energy, bring your friends, and rise with us for a morning that feels good and does good.

    All proceeds support Friend to Friend and their work empowering survivors in our community.

    Registrations on or before 4/1 will be guaranteed a t-shirt. All registrations after that date will receive a shirt if available.

    1 Miles 5k Fun Run Run Trail Walk

    201 Air Tool Drive, Southern Pines, North Carolina, 28387, United States
    OpenStreetMap Google Maps
  • 3rd Annual Parkinson's Awareness Walk [runsignup.com]

    Sun, Apr 19, 2026 at 11:00 AM

    Description

    Excitement is in the air! Get ready to be part of the 3rd Annual Parkinson's Awareness Walk! This is an extraordinary event like no other, and we want you to be there! 🎉

    The Parkinson’s Awareness...

    Excitement is in the air! Get ready to be part of the 3rd Annual Parkinson's Awareness Walk! This is an extraordinary event like no other, and we want you to be there! 🎉

    The Parkinson’s Awareness Walk features a 1-mile course through the streets of downtown Southern Pines starting and finishing at SANTE (132 W. Pennsylvania Ave, Southern Pines, NC 28387). All proceeds support the Vito Oddo Fund at the Foundation of FirstHealth that is used to help increase awareness and offer support to loved ones and caregivers living with Parkinson’s Disease.

    Social time with food and drink following!

    Online registration closes - Friday, April 17th at Noon. Walk up registrations can be completed the day of the race beginning at 10:30 a.m. at the race- you will need a phone that can scan a QR code to register.

    Call Cathy Schlaff if you would like to pick up your T-Shirt early. The order should arrive the last week in March: 248-425-9494

    1 Miles Walk

    132 W. Pennsylvania Avenue, Southern Pines, North Carolina, 28387, United States
    OpenStreetMap Google Maps
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