19 running and walking events in Chesapeake, Virginia

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

• 2026 Autism Society Superheroes vs Villains [runsignup.com]
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  Sat, Apr 11, 2026 at 8:15 AM

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  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...

  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.

  1 Miles 5k Run Walk

  1246 Dismal Swamp Canal Trail, Chesapeake, Virginia, 23323, United States
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• Striders Dismal Swamp 5 Miler and Kid's 1 Mile [runsignup.com]
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  Sat, Apr 25, 2026 at 8:00 AM

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  Welcome to the Striders Spring Festival

  Dismal swamp 5 Miler and 1 miler

  COURSE: This is a 2.5-mile out and 2.5-mile back course on the closed 2-lane roadway at the Dismal Swamp Trail Park in...

  Welcome to the Striders Spring Festival

  Dismal swamp 5 Miler and 1 miler

  COURSE: This is a 2.5-mile out and 2.5-mile back course on the closed 2-lane roadway at the Dismal Swamp Trail Park in Chesapeake. One Miler is .5 miles out and back. 1 mile is an up-and-back on the Trail

  PACKET PICKUP: Early Packet Pick will be at Point 2 Running Company, Chesapeake, on Friday, April 24th, from 3-6 pm! Race day pick-up will start at 7 am

  FLUIDS AND FOOD: There will be 1 aid station with water. The aid station location will be at 2.5 miles.

  AMENITIES & POST-RACE: T-Shirts will be provided. Onsite hospitality & refreshments

  TIME LIMITS: 5MILER--- The race starts at 8:00 AM! The finish line will close at 10:30. One mile starts at 9:30 a.m.

  AWARDS: Top 3 overall Males and Females and the top 3 males and females in 10-year age groups will receive awards for the 5-mile race! 1-mile awards top 3 overall males and females and top 3 males and females in the following age 6&under, 7-8 9-10 11-12 13 & up

  REGISTRATION: Registration will be open until, 9PM April 24th 2026.

  STRIDER PLUS/LEGACY RUNNERS: Automatically applied at checkout thru April 24th.

  CLUB MEMBERSHIP DISCOUNTS: A Club membership discount of $5.00 is available up thru April 25th. 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.

  Paper entry forms are not available.

  This is a Strider Grand Prix & Youth Grand Prix

  1 Miles 5 Miles Run Trail

  1246 Dismal Swamp Canal Trail, Chesapeake, Virginia, 23322, United States
  OpenStreetMap Google Maps
• Tidewater Strider Marathon and Half Marathon Spring Edition [runsignup.com]
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  Sun, Apr 26, 2026 at 7:00 AM

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  Welcome to the Tidewater Striders Marathon and Half Marathon Home to one of the Flattest and fastest Marathons in the country and the Fastest in Virginia!!!!

  Website Find my Marathon rates The...

  Welcome to the Tidewater Striders Marathon and Half Marathon Home to one of the Flattest and fastest Marathons in the country and the Fastest in Virginia!!!!

  Website Find my Marathon rates The Tidewater Strider Marathon as the 52nd fastest Marathon in the Country and the Fastest Marathon in Virginia! This marathon ranked 37th in 2025 for BQ percentage in the country https://findmymarathon.com/race-detail.php?zname=Tidewater%20Strider%20Marathon

  In 2021, the Tidewater Strider BQ invitational and the Strider Marathon both ran on the same course and were ranked #2 and #35 in the country for their Boston Qualifying percentages!

  COURSE: This is a Marathon and Half Marathon course on the closed 2-lane roadway at the Dismal Swamp Trail Park in Chesapeake. The full Marathon course will be USATF Certified course and that means its a Boston Qualifying race

  PACKET PICKUP: Early Packet pick-up will be at Point 2 running company in Chesapeake Friday, April 24th from 3-6pm! Race day pick-up will be from 6:15 -7:30 am!

  FLUIDS AND FOOD: There will be 4 aid stations with water for the half Marathon and 9 water stations for the full.

  AMENITIES & POST-RACE: Finishers receive a Medal and Premium Long Sleeve Shirt. Onsite hospitality & refreshments. Post-race party onsite!

  TIME LIMITS: The Full Marathon will start at 7 am and Half Marathon will start at 7:30 AM! The finish line will close at 1:30 PM. Walkers may arrange an early start or self-time after 1:30 PM.

  AWARDS: Top 3 overall Males and Females and top 3 overall Masters Male & Female the top 3 males and females in 10-year age groups will receive awards!

  REGISTRATION: Registration will be open until April 24th, 2026.

  LEGACY RUNNERS/STRIDERS PLUS: Discounts available thru April 25th.

  CLUB MEMBERSHIP DISCOUNTS: A Club membership discount of $5.00 is available up thru April 24th. 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.

  Paper entry forms are not available.

  ELITE FIELD: Back this year we will have an Elite Entry for this year's Race: to receive a Comp Elite Entry, you had to have run faster than the time listed below in the last 2 years! If you would like to claim the entry, contact Thomas Orangerunning@yahoo.com! We will also have Prize Money for the top 3 Males & Females in the Marathon & Top Males & Females in the Half! We will also have Nutrition drop tables set up in multiple areas of the course.

  Marathon

  MEN: 2:40

  Women 3:00

  Half Marathon

  Men 1:15

  Women 1:23

  Strider Spring Running Festival Challenge is Back - Run the Dismal Swamp 5 Miler on Saturday and the Half or the Full on Sunday to receive a challenge Medal!

  Snake Challenge- 5 miler & Half Marathon

  Bear Challenge- 5 miler & Full Marathon

  13.1 Miles 26.2 Miles Half Marathon Run Trail Walk

  1246 Dismal Swamp Canal Trail, Chesapeake, Virginia, 23322, United States
  OpenStreetMap Google Maps
• Anchor Scholarship Foundation 5K and FunRun [runsignup.com]
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  Sat, May 16, 2026 at 7:00 AM

  Description

  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.

  5k Run

  1246 Dismal Swamp Canal Trail, Chesapeake, Virginia, 23322, United States
  OpenStreetMap Google Maps
• Strider XC Classic [runsignup.com]
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  Sat, May 16, 2026 at 7:30 AM

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  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...

  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!

  1.5 Miles 5k Run Walk

  Chesapeake, Virginia, 23322, United States
  OpenStreetMap Google Maps
• Dash For The Donuts 5K [runsignup.com]
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  Sat, May 30, 2026 at 8:00 AM

  Description

  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 Miles 5k Run Trail

  1246 Dismal Swamp Canal Trail, Chesapeake, Virginia, 23323, United States
  OpenStreetMap Google Maps
• Above the Clouds 5K [runsignup.com]
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  Sat, Jun 06, 2026 at 8:15 AM

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  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....

  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

  5k Run Virtual Walk

  1246 Dismal Swamp Canal Trail, Chesapeake, Virginia, 23322, United States
  OpenStreetMap Google Maps
• Tidewater Striders Duathlon [runsignup.com]
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  Sat, Jun 20, 2026 at 7:30 AM

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  The Tidewater Striders Duathlon

  Welcome to the 7th Annual Tidewater Striders Duathlon!

  RACES:

  Sprint Duathlon - (2 Mile Run- 12.4 Mile Bike - 2 Mile Run)

  Novice Sprint Duathlon (Multi-sport Beginners...

  The Tidewater Striders Duathlon

  Welcome to the 7th Annual Tidewater Striders Duathlon!

  RACES:

  Sprint Duathlon - (2 Mile Run- 12.4 Mile Bike - 2 Mile Run)

  Novice Sprint Duathlon (Multi-sport Beginners who have competed in less than 4 multi-sport events). The same distance as the Sprint, this race will be run at the same time as the Sprint. Novice Participants will not qualify for Age Group awards.

  Kids Mini Duathlon (1 Mile Run- 5 Mile Bike Ride -1/2 mile run)

  Bike Racks will be available and ready race morning by 7am

  TIME LIMITS:

  Sprint --- The race starts at 7:30 AM. Kids Mini starts at 9:15 am. 3hr time limit for the sprint, 2 hr time limit for the mini

  COURSE:

  Out and back course on the closed 2-lane roadway at the Dismal Swamp Trail Park in Chesapeake.

  FLUIDS AND FOOD:

  There will be 2 aid stations. One at the transition area, and one at the one mile run turnaround with Water and Gatorade

  AMENITIES and POST-RACE:

  Premium Race Shirts for men and women will be provided and medals for all Finishers. On-site hospitality and refreshments with an Awards Ceremony following the race.

  AWARDS:

  Sprint Duathlon: The top 3 overall Male and Female and Masters and the top 3 males and females in 10-year age groups will receive awards

  Novice Sprint: Top 3 Overall Male and Female in the Novice sprint Duathlon

  Kids Mini Duathlon: Age Groups awards: 6 and under, 07-10, 11-12 and 13-15

  Kids Mini Duathlon (Adult): Open to parents / guardians of children to run/bike with their kids.

  REGISTRATION:

  Must Register by May 31st for a guaranteed Race Shirt. Registration will be open until Friday, June 19, 2025 at 9pm. There will be no race day Registration.

  PACKET PICKUP:

  Early packet pickup at Pedal! Bike Co. Friday 3pm - 6pm

  Race day packet pickup starting at 6:30 am

  STRIDER PLUS:

  Automatically applied at checkout through June 19th.

  CLUB MEMBERSHIP DISCOUNTS:

  A Club membership discount of $5.00 is available up to June 19th. 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.

  Paper entry forms are not available.

  6.5 Miles 16.4 Miles Duathlon Run Trail

  1246 Dismal Swamp Canal Trail, Chesapeake, Virginia, 23322, United States
  OpenStreetMap Google Maps
• Tidewater Striders Summer Series [runsignup.com]
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  Tue, Jul 07, 2026 at 6:30 AM

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  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...

  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

  1 Miles 2 Miles 5k Run

  Liberty Street, Chesapeake, Virginia, 23504, United States
  OpenStreetMap Google Maps
• 2026 | New Energy Summer Camp [runsignup.com]
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  Mon, Jul 20, 2026 at 8:00 AM

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  New Energy Summer Camp is back!!

  We’re excited to announce that New Energy Summer Camp is back again this year! After such a successful camp last summer, we’re bringing it back to help keep our kids...

  New Energy Summer Camp is back!!

  We’re excited to announce that New Energy Summer Camp is back again this year! After such a successful camp last summer, we’re bringing it back to help keep our kids active, energized, and connected during the off-season. Get ready for a summer packed with fun games, relays, and activities designed to keep everyone moving and having a great time.

  Cost is Free to all Tidewater Striders Members! If not a member you can register here: https://runsignup.com/MemberOrg/TidewaterStriders

  Details:

  When: Monday-Friday, July 20th - July 24th 2025 from 8am - 11am

  Where: Oak Grove Park, Chesapeake | 409 Byron St, Chesapeake, VA 23320

  Drop Off Details:

  Parents/Guardians must drop off and CHECK IN their kid(s) with the designated coach, who will be taking daily attendance.

  Pick Up Details:

  Parents/Guardians must CHECK OUT kids with the designated coach, who will be taking daily attendance. Please plan to arrive at practice by 10:45a-10:55a so that you are ready to check out your kid(s) as soon as practice is over.

  In case of emergency:

  The phone number used on registration is what will be used in case of emergency, unless otherwise specified, EACH DAY at check-in.

  Additional camp details will be emailed the week before camp starts.

  Questions? Email us at amber.conrad2010@gmail.com

  Run

  Chesapeake, Virginia, 23320, United States
  OpenStreetMap Google Maps
• One Mile With a Smile 12 Hour Endurance Run [1milewithasmile.com] [Register at ultrasignup.com]
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  Sat, Aug 08, 2026 at 7:00 AM

  Run Ultra

  Oak Grove Lake Park, Chesapeake, Virginia, United States
  OpenStreetMap Google Maps
• Strider Mile [runsignup.com]
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  Sat, Aug 08, 2026 at 8:00 AM

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  Welcome to the 2026 Strider Mile

  Final Instructions email will be sent to all participants week of the event with up-to-date race instructions. If signed up in the competitive walking division you...

  Welcome to the 2026 Strider Mile

  Final Instructions email will be sent to all participants week of the event with up-to-date race instructions. If signed up in the competitive walking division you must walk the entire mile race to be eligible for a walker Division award!

  ONSITE EVENT DETAILS

  COURSE: This is a one-mile race on the Track at Greenbrier Christian Academy.

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

  AMENITIES & POST-RACE: Post-race Panera with Beverages will be provided to race participants & volunteers.

  TIME LIMITS: The race starts at 8:00 AM with the first heat. Heats are assigned based on predicted times.

  CLUB MEMBERSHIP DISCOUNTS: A Club membership discount of $5.00 and a Strider Plus discount is available online thru 9 pm August 7th. 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.

  GENERAL PRICING: $25.00 Adult / $15.00 Ages 18 and Under online through August 1st.

  Paper entry forms are not available.

  DISTANCE MEDLEY RELAY: There will be a Competitive Distance medley relay this year 1200/400/800/1600 please contact Orangerunning@yahoo.com if interested in signing a team-up.

  TOT TROT: We will have a free 400-meter run for kids 5 & under.

  AWARDS: Awards will go to the top 3 overall, masters male and female, 10-year age groups, top overall male and female in the race walk, and Team trophy for top male and female open and masters and mixed Distance Medley Relay team.

  Strider Mile Records:

  Overall Male: Louka Fetter 4:24 2023 Male Masters: Steve Chantry 4:52 2007

  Overall Female: Aniya Mosley 5:06 2022 Female Masters: Jenny Moran 5:44 2019

  This is a Strider Grand Prix and Youth Grand Prix event.

  1 Miles 4k Run Walk

  Chesapeake, Virginia, 23320, United States
  OpenStreetMap Google Maps
• Bra-ha-ha 5K [brahaha.org] [Register at runsignup.com]
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  Sat, Sep 12, 2026 at 8:00 AM

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  Get ready for an unforgettable morning of fun, fitness, and community spirit at the Bra-ha-ha 5K on Saturday, September 12, 2026! Lace up your running shoes, grab your water bottle, and join us for a...

  Get ready for an unforgettable morning of fun, fitness, and community spirit at the Bra-ha-ha 5K on Saturday, September 12, 2026! Lace up your running shoes, grab your water bottle, and join us for a lively event filled with excitement, camaraderie, and purpose. This year’s race will also feature a variety of vendors and a Kids Zone to keep families and supporters engaged throughout the morning.

  The Bra-ha-ha 5K is more than a race—it’s a meaningful tradition. Every step you take helps provide free mammograms and vital breast health services for members of our community who are uninsured or underinsured. By participating, you help ensure that lifesaving care is accessible to those who need it most.

  As a token of our appreciation, every participant will receive a commemorative 5K medal and an event t-shirt. Be sure to register by August 19, 2026, to guarantee both your shirt and medal.

  We look forward to seeing you at the starting line for a morning of inspiration, connection, and giving back!

  5k 3.10686 Miles Run

  844 Battlefield Blvd. North, Chesapeake, Virginia, 23320, United States
  OpenStreetMap Google Maps

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