Skip to main content

10 events in Chesapeake, Virginia

From big races to Saturday morning group runs—find 5k events and connect with the local endurance sports community.

10 events
Run Cycling Triathlon — no events here yet Swim — no events here yet parkrun — no events here yet Marathon — no events here yet Half Marathon 10k Open Water — no events here yet Trail Walk Kids More filters

Chesapeake

10 events in Chesapeake
  • 1246 Dismal Swamp Canal Trail, Chesapeake, Virginia, 23322, United States
    OpenStreetMap Google Maps
    Sat, Jan 17, 2026 at 8:00 AM

    We are back again! Celebrating! our 12th Annual Cookie Classic Run. We welcome participants of ALL Abilities to join us for this run/jog/walk family friendly event as we launch the 2026 cookie season and as runners kick off for their 2026 race season! **

    All distances are out and back, on the flat and fast asphalt at Chesapeake's Dismal Swamp Canal Trail, with Girl Scout Cookies waiting for you at the finish!

    • Participant Categories: 1miler, 5k (3.1miles), 10k (6.2miles) , Do-Si-Don't Show Virtual Run

    • NEW NEW NEW: CONQUERING THE COOKIE - Event Series offering new exploration & fun outdoorsFEATURES:

    • By 10/15/2025: guaranteed choice of FULL-SIZED box of cookies provided ONLY after finishing at finish line **

    • By 11/1/2025: guaranteed choice of T-shirt sizing ** AND name within design on the back of the T-shirt

    • In-person Event Chesapeake, VA: chipped timing AND access to professional photographs (digital images available free of charge) &finisher certificates

    • 1milers: patch finisher gift

    • 5K and 10K (Surprise) finisher gift

    • 5k and 10k Age placed Awards

    • New: Conquering the Cookie Event Series: finisher gift

    • (only available for in person event participation -1 event distance in Chesapeake, 1 event distance in Trouteville)
    • Do-Si-Don't Show Virtual Runners will NOT receive box of cookies however they will receive the finisher gift(s), medal, Tshirt & racebib which will be mailed on 1/16/26 or 1/17/26

    The Cookie Classic Run is a celebration of Girl Scouts, Girl Scout families, and all who support the Girl Scout mission of building girls of courage, confidence and character who make the world a better place!

    **registrations after deadline dates listed above: cookie choice and Tshirt sizing availability is on a first come, first serve basis and until quantities run out. YOU WILL have access to see quantity availability during the registration process.

    ***We kindly acknowledge and inform participants that 4 legged family/friend are not permitted unless they are certified service animals.

    For questions, please contact the race team at [email protected]

    See full details
    1 Miles5k10kRunVirtual via RunSignup
  • Sat, Feb 21, 2026 at 9:00 AM

    It time to get cold! The 2026 the Schock & Shivers 5k and Cold Water Challenge is a Team Chesapeake Law Enforcement United event to fundraise for the Road to Hope. Join us at the Oak Grove Lake Park on January 24, 2026, where we will honor Chesapeake officers Tim Schock and Jarrod Shivers, who were killed in the line of duty. This race will warm up your body while running, and give you a chance to cool off at the end - by taking the Cold Water Challenge in the Oak Grove Lake Park. Chesapeake Police and Fire divers will be there for your safety through out event!

    Read about why we do what we do, and get to know Tim and Jarrod: https://www.odmp.org/agency/643-chesapeake-police-department-virginia

    WHO WE ARE

    Team Chesapeake is part of the larger Law Enforcement United, a 501c3 that fundraises annually for the Road to Hope, a 250-mile bike ride to honor the fallen and remember the survivors. We also fundraise for COPS Kids Camp, the Officer Down Memorial Page, and Spirit of Blue. Visit us at www.leunited.org

    See full details
    5kRun via RunSignup
  • 1246 Dismal Swamp Canal Trail, Chesapeake, Virginia, 23323, United States
    OpenStreetMap Google Maps
    Sat, Apr 11, 2026 at 8:15 AM

    Join us for the Superheroes vs Villains 5K taking place in the Great Dismal Swamp, a unique event that combines the beauty of nature with a powerful cause. This race supports our mission to improve the lives of individuals affected by Autism, focusing on maximizing self-sufficiency, independence, and quality of life for those living with Autism. Run, walk, or volunteer to help us create a positive impact and raise awareness for the Autism community. Together, we can make a difference—one step at a time.

    See full details
    1 Miles5kRunWalk via RunSignup
  • 1246 Dismal Swamp Canal Trail, Chesapeake, Virginia, 23322, United States
    OpenStreetMap Google Maps
    Sat, May 16, 2026 at 7:00 AM

    Come out and help support Surface Navy Families but running this flat out and back 5k at Dismal Swamp. This race also supports the Navy Surface Line Week, points will be given to command with the most participants and fastest runner.

    5kRun via RunSignup
  • Sat, May 16, 2026 at 7:30 AM

    REGISTRATION IS NOW OPEN

    This is a Tidewater Strider Grand Prix Race, Tidewater Striders Youth Grand Prix Race, Hampton Roads Super Grand Prix Race.

    The 1st 150 Registered Participants Guaranteed Shirts.

    COURSE: This is a 5K XC course at Bells Mill Park in Chesapeake. 1.5-mile course for the Kids classic

    FLUIDS AND FOOD: There will be 1 aid station with water and replacement drink.

    AMENITIES & POST-RACE: Awesome T-shirts for the first 150 5K and Kids Race participants and medals for all Finishers. Guaranteed T-shirt sizes until April 24, 2026. There is a NO Shirt option available as well with $3.00 off discount. Runners and walkers are welcome to join us for an afterparty at Bells Mill Park for refreshments, including a variety of lemonade, fruit punch, and a catered Panera lunch box. This is subject to availability and boxes will be available until they run out. One lunch box per participant with their bib. Unfortunately, we cannot accommodate spectators with lunch boxes.

    TIME LIMITS: The Kid's race starts at 7:30.

    The 5K race starts at 8:15 AM.

    The finish line will close at 10 am.

    REGISTRATION: Race day registration is available starting at 6:30 AM until 20 minutes before the start of each race. No Exceptions

    STRIDER PLUS/LEGACY RUNNERS: Your discount will automatically apply at checkout.

    CLUB MEMBERSHIP DISCOUNTS: A Club membership discount of $5.00 is available up thru May 16th. Discounts are automatically applied on the payment page during registration. You should use the account you used to register for the club to apply for this discount. We will also attempt to match on name/date of birth.

    AWARDS:5K Awards will be given to the top 3 Male & Female open and master runners. Age group awards will be 12 &under 13-19- & 10-year age groups until 70&over. Awards for the Strider kids' classic are as follows 6 &under,7-8,9-10, 11-12, 13-17 M&F. Awards will be given out at the end of the 5K race. Walking Awards top 3 Male & Female.

    Competitive Walking Division: If you register in the Competitive walking Division you must walk the entire race to be eligible for awards in this division if run you will be moved to the 5K Run division!

    See full details
    1.5 Miles5kRunWalk via RunSignup
  • 1246 Dismal Swamp Canal Trail, Chesapeake, Virginia, 23323, United States
    OpenStreetMap Google Maps
    Sat, May 30, 2026 at 8:00 AM

    Dash for the Donuts 5K and Kids 1-mile run. Come out for a great run while supporting the Chesapeake Police Foundation!

    Both runs start at the north entrance of the Dismal Swamp Canal Trail - Mile Post 4

    1 Miles5kRunTrail via RunSignup
  • 1246 Dismal Swamp Canal Trail, Chesapeake, Virginia, 23322, United States
    OpenStreetMap Google Maps
    Sat, Jun 06, 2026 at 8:15 AM

    SPARC presents, our 4th annual Above the Clouds 5K in honor of Dr. Albert K. Lin.

    Please join us for our annual run/walk as we raise awareness to brain cancer, and to remember and honor Dr. Albert K. Lin. Dr. Lin continues to inspire us to live our lives to the fullest, and to finish the race, in a manner most worthy of a prize that lasts for eternity.

    A portion of your registration fee will be donated to www.braintumor.org, who unrelentingly invests in, mobilizes, and unites the brain tumor community to discover a cure, deliver effective treatments, and advocate for patients and caregivers.

    The 5K will be a timed event with prizes for our top finishers. All registrants will receive a race shirt and finisher medal. Even though this is a timed event, the 5K is open to all levels of fitness, so all are welcome to run or walk as we remember Dr. Lin and the impact he has made on all of us! If you cannot join us in person and still want to participate, please consider joining our virtual event. Virtual participants will also receive a shirt, and finisher medal. If you have a little one that would like to run, sign them up for the 100 yard dash. They will receive something special for their completion of the 100 yard dash. Register before May 6th, 2026 to receive an early registration discount and to guarantee your shirt size! Participants registering after this date may not be guaranteed preferred sizing in their shirt.

    Stay after and join us for a post race with food available for purchase from Flippin' Hangry and Bear House Coffee.

    A big thank you and shout out to all of our Sponsors for helping to make this event happen! We could not do this without them. Please be sure to visit their websites and they will be on site post race.

    Packet pickup will be on Friday June 5th, 2026 from 3:45pm to 8pm at:

    DICK's House of Sports in Chesapeake

    1501 Sentinel Drive

    Chesapeake, VA 23320

    THERE IS NO DAY OF RACE PACKET PICKUP

    See full details
    5kRunVirtualWalk via RunSignup
  • Tue, Jul 07, 2026 at 6:30 AM

    WE ARE BACK FOR OUR ANNUAL SUMMER SERIES

    YOU MUST PRE-REGISTER FOR EACH EVENT

    SUMMER SERIES 1 - JULY 7 - NORFOLK ZOO

    SUMMER SERIES 2 - JULY 14 - CHESAPEAKE CITY PARK- Section A

    SUMMER SERIES 3 - JULY 21 - CHESAPEAKE CITY PARK- Section A

    YOU WILL RECEIVE COMPLETE DETAILS WITH YOUR FINAL INSTRUCTIONS (VIA EMAIL) THE TUESDAY MORNING BEFORE EACH EVENT

    Summer Series I, 2 and 3 are free to Strider members

    Online registration closes at 6 PM the day of each event. Only online registration available $15.00 for non-members. Club discount applies to current members and will be applied at checkout. Director reserves the right to shorten, postpone, or cancel the event due to lighting, storms, location conditions, or extreme heat. Bib numbers will be assigned on site at each Summer Series Event.

    We will be having beer, water, Gatorade, and pizza after each event.

    Summer Series 1 held at Norfolk Zoo - 3500 Granby St Norfolk, Va. 23504

    Summer Series 2 and 3 held at Chesapeake City Park - 900 City Park Dr. Chesapeake, Va. 23320

    Volunteers needed -You can still participate and volunteer. Use this Volunteer link to help out at each or any of these events: Striders Summer Series Volunteer Signup

    See full details
    1 Miles2 Miles5kRun via RunSignup

Local Clubs & Organizations

Like Wikipedia, anyone can contribute. Sign up to add your local events.