23 running, walking, and cycling events in Chesapeake, Virginia

FREE event at Bells Mill Park in Chesapeake, VA! Come on out and enjoy the morning with fellow first responders on the same mission to be the best version of themselves 🔥

Feel free to bring your heavy ruck or just yourself and walk with no ruck! All first responders, family, friends, and support are welcome to come out for an easy ruck at around 3 miles! Each ruck is kicked off with a thought provoking topic so that we start off the day with intentionality. Walking and talking can be a powerful tool of healing, growing, and connecting, and we take advantage of it!

Registering for this FREE event is an RSVP!

March 21 Responders Ruck will support the Professional Firefighters of Chesapeake at the 3rd Annual RUCK CANCER

https://runsignup.com/Race/VA/Chesapeake/NdAnnualRUCKCancer

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]

EVENT OVERVIEW:

5 Mile, 10 Mile & 15 Mile Sunday, February 8, 2026 8:30AM start for everyone.

Race Course:

Distance Series 2 on February 8th is now at the Dismal Canal Trail, 1246 Dismal Canal Trail, Chesapeake 23322. Those running the 5 miles will go out and back 2.5 miles. Those doing the 10 miles will go out and back 5 miles. Those doing the 15 miles will go out and back 5 miles, cross the timing mats and go out 2.5 miles and turn around. Everyone will start at 8:30 and the finish line will stay open until 12:15.

After Race Party:

Will be at Tap It Local, 648 Grassfield Pkwy, #12, Chesapeake 23323. Just 3 1/2 miles from the race venue.

Race Day Packet Pickup for Distance Series 2 will be at the Start/Finish line. Look for the Striders tent.

Inclement Weather: The Race Director and the Tidewater Striders reserve the right to cancel or reschedule or adjust distances as needed in the interest of safety or access restrictions to the venue. There are no refunds but we will try and reschedule.

Grand Prix: The 10 and 15 milers are part of the Tidewater Striders Grand Prix

If you want to register for Distance Series 3, click here

https://runsignup.com/tidewaterstridersdistanceseries3

15 miler for Distance Series 2 only is a Hampton Roads Super Grand Prix

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

EVENT OVERVIEW:

10K, 20K & 30K Saturday, February 28, 2026 8:30 AM At Dismal Swamp Canal Trail, 1246 Dismal Canal Trail, Chesapeake. There are no refunds. Everyone will start at 8:30.

Race Courses:

Begin and finish at the entrance to the Dismal Swamp Canal Trail. 10K runners and walkers will go out to the 5K turnaround (3.1 miles) and return to the finish line. The 20K and 30K runners and walkers will go out to the 10K turnaround (6.2 miles) and return to the finish line, where the 20K participants will be done, while the 30K participants, after crossing the timing mats will go back out to the 5K turnaround and return to the finish line completing the 30K. Finish line closure is based on a 15 minute per mile and will close at 1:15. Early start, 8:15AM, for 30K walkers/slow runners ONLY may be arranged by contacting [email protected].

After Race Parties:

After race party is Tap It Local, 648 Grassfield Pkwy, #12, Chesapeake 23323 just 3 1/2 miles from the start/finish line in the Wal-Mart shopping center

Directions:

Dismal Swamp Canal Trail:, Trail Start, Old Route 17 and George Washington Hwy, Chesapeake, VA 23323 just off Rt 17. GPS tracking 1246 Dismal Canal Trail, Chesapeake, VA.

Inclement Weather: The Race Director and the Tidewater Striders reserve the right to cancel or reschedule or adjust distances as needed in the interest of safety or access restrictions to the venue.

Registration closes at 9:00 PM the Friday before each event. You may pick up your race number starting at 7:15 to 8:20 AM race morning at the start/finish line. Early packet pickup will be at Running Etc., Hilltop Location on Friday, February 27 starting at 4:00 to 6:00.

Distance Series 3 20k and 30k is a Strider Running Grand Prix.

The 10k is a walker Grand Prix.

The Professional Fire Fighters of Chesapeake, IAFF Local 2449, cordially invite you to our 12th Annual Mustache March Madness and our 3rd Annual RUCK CANCER Walk/Run!

PLEASE NOTE - the Event Location has changed to BELLS MILL PARK in Chesapeake, VA this year!

RUCK Registration/Packet Pickup – 07:30 (day of only)

RUCK Start Time – 09:00

Post-Race Cookout Ends - 13:00

Entry Fee - $45

Fee includes:

• Custom RUCK Cancer Race T-shirt and Post-Ruck Cookout provided by the Kiwanis Club of Chesapeake!

• You must register by 2/21/2026 to be guaranteed a RUCK Cancer Race T-shirt!

RUCK Distances:

Short – 5K

Long – 10K

Like a traditional RUCK, we encourage all participants to wear a ruck sack or 35 pound weighted vest. If you do not have your own RUCK, we have 35 CFD SCBA’s available to use. Please click on the link here to reserve an SCBA to use for the day!

No RUCK/SCBA is necessary to participate though, we encourage participants to support our cause by enjoying fellowship and walking the course as well.

1st Place Overall Male & Female of the 10K RUCK win a prize! Must be wearing a SCBA, 35-pound Weighted Vest, or 35-pound RUCK Sack

1st Place Male and Female of the 10K RUCK wearing a 35-pound RUCK Sack win a prize!

ABOUT THE CAUSE

In 2014, members of the Chesapeake Fire Department and the Professional Fire Fighters of Chesapeake, Local 2449, began an annual tradition called Mustache March Madness. We sold t-shirts to support local firefighters and their family's battling cancer. Over the last 12 years, we have supported our brothers and sisters by raising money every March and donating funds to those affected throughout the year.

In 2024, we created the RUCK Cancer Walk/Run as a creative way to exercise and raise funds for these firefighters! In the two years since we started the RUCK, we have had 437 RUCKERS participate and have donated $27,600 to 19 firefighter families across Hampton Roads!

March 21, 2026 marks our 12th Annual Mustache March Madness and our 3rd annual RUCK Cancer Walk/Run!

DONATIONS

Unable to participate, but still want to contribute? Click on the "Donate" tab at the top of our race website to support our members!

SPONSORS

Thank you to the organizations and businesses that have sponsored us in building this event through their time, effort, and financial contributions. See their links below to learn more about these organizations committed to supporting Mustache March Madness, RUCK Cancer, and the Professional Fire Fighters of Chesapeake, Local 2449.

Interesting in becoming a sponsor, email: [email protected]

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.

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

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 [email protected]! 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

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!

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

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.

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