Olde Towne's "Stride for Wellness" CARTER'S GROVE 10K & 5K

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• Jul

  19

  Sun
  2026 Cal Tri Williamsburg - 7.19.26

  Williamsburg, Virginia, 23185, United States
  OpenStreetMap Google Maps

  Distance: 4.4 km

  Sun, Jul 19, 2026 at 8:00 AM

  2026 Cal Tri Williamsburg - 7.19.26. Our triathlon returns to the shores of Jamestown Beach Park in historic Williamsburg. Flat and fast featuring the run primarily on the Virginia Capital Trail.

  18 EVENT OPTIONS. 6 Olympic distance events (Triathlon, RunBikeRun, SwimBike, SwimRun, 1640 Yard Swim & 10K Run), 6 Sprint distance events (Triathlon, RunBikeRun, SwimBike, SwimRun, 400 yard Swim & 5K Run) and 6 Youth Sprint distance events (Triathlon, RunBikeRun, SwimBike, SwimRun, 400 yard Swim & 5K Run). Triathlon = swim + bike + run. Typically, the swim and run distances are standard but the bike distance varies from race to race. Check out the course maps for more detailed information.

  TO DO. Colonial Williamsburg. Historic Jamestowne. Busch Gardens Williamsburg.

  AIRPORT. Newport News/Williamsburg (PHF)

  AIR TEMPERATURE (AVG). 73 F / 89 F

  WATER TEMPERATURE (AVG). 83 F. Use the 20% CALTRI2025 discount code at blueseventy. Note: Fusion wetsuits not eligible for discount.

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  AquabikeCyclingDuathlonRunSwimSwimRunTrailTriathlon via RunSignup

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• Aug

  29

  Sat
  5th Annual Pints And Paws 5K and 1 Mile Run Walk and Pup Strut

  2205 Jamestown Rd, Williamsburg, Virginia, 23185, United States
  OpenStreetMap Google Maps

  Distance: 6 km

  Sat, Aug 29, 2026 at 8:00 AM

  On-site Race Day Registration at 7 a.m. Saturday, August 29, 2026.

  Online Registration Closed Midnight Thursday, August 27th at Midnight.

  Vendor Registration closes Monday, August 17, 2026.

  A 5K running and walking event with 1 Mile Fun Run Walk and Pup Strut co-sponsored by Colonial Sports. Location 2070 Jamestown Rd., Williamsburg, VA 23185 (The Meadow area across from the Jamestown Settlement parking lot).

  There will be NO early packet pickup. Packet Pickup will be RACE Day ONLY starting at 7:00 AM in the entrance to the field across from parking area.

  BRING AN ITEM FOR THE RESCUE and receive (1) an additional door prize ticket. Door Prize ticket will be drawn for a $25 Gift Card. PLEASE BRING NEW ITEMS ONLY: dog/cat food (dry or wet), dog/cat treats, dog/cat toys, cat litter, puppy pee pads, gift cards (Petco, Care-A-Lot, Chewy, Amazon) or other needed pet supplies for rescued animals.

  DOG SAFETY: please remember this is a 1 or 3.1 mile race depending on your registered event. Consider the heat and your dog’s ability to manage the temperature and running on asphalt. Water for the dogs will be available at start/finish.

  NOTE: Dogs are permitted to participate in all events when accompanied by a registered runner/walker. Dogs must be in a harness/collar and on a leash or suitable lead. NO RETRACTABLE LEASHES.

  NOTE: due to the high temperatures expected in late August, we will not have canine awards in the 5K this year. Dogs are welcome to participate in all events but there will be no medals available this year for the canine category.

  The 1 Mile Fun Run Walk and Pup Strut start at 8:00 am on Saturday. August 29, 2026.. Same starting line as the 5K event. Dogs may accompany participants on the 1 Mile event as long as they are in a harness or collar and on a leash or suitable lead. NO RETRACTABLE LEASHES.

  The 5K starts at 8:30 AM on Saturday, August 29, 2026. Runners will utilize USATF-certified course VA20012RT. This course follows the road running parallel to Jamestown Rd., then right onto Landfall, run to a turnaround, and back to the clearing area. Dogs may accompany participants on the 5k event as long as they are in a harness or collar and on a leash or suitable lead. NO RETRACTABLE LEASHES.

  Pup Photo Contest after the 1 Mile and 5K have finished. Entry Fee is $5 and open to anyone onsite with a pet. Contest Categories include: Best Dressed Pet, Best Pet/Owner Look Alike, Cutest Pet Smile, Best Large Breed, Best Small Breed. Each winner will receive a prize!

  There will be a vendor fair on site with animal friendly and community service vendors for your enjoyment between 7:30 am and 11 am.

  All participants who register by deadline on August 25, 2026 are guaranteed a race t-shirt. A limited number of race t-shirts MAY be available for any later registrations but availability and specific sizes cannot be guaranteed. A die cast finishers medal will be available to the first 175 finishers.

  (1) Beer and (1 slice) Pizza included in registration. Non-drinkers and underage participants will be able to receive a non-alcoholic beverage.

  Parking is in the Jamestown Foundation Settlement parking lot.

  Human Awards 5K Run/Walk:

  Top three male and female overall

  Top three male and female 10 and under

  Top three male and female 11-13

  Top three male and female 14-16

  Top three male and female 17-19

  Top three in 10 year age groups from 20-29 through 70-74 and 75 and over.

  Human Awards 5K Competitive Walk

  Male and Female Places 1st -5th

  The 1 Mile Fun Run and Pup Strut will be an untimed event.

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  1 Miles3.1 Miles5kFun RunRunWalk via RunSignup

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• Sep

  12

  Sat
  Patriots Triathlon

  2205 Jamestown Rd, Williamsburg, Virginia, 23185, United States
  OpenStreetMap Google Maps

  Distance: 6 km

  Sat, Sep 12, 2026 at 7:00 AM

  The Patriots Triathlon is a great end of season race with Olympic and Sprint options all while being just minutes from historic Williamsburg, VA and the Jamestown Settlement. The swim takes place at beautiful Jamestown beach where you can watch Osprey catch their breakfast or see a pod of dolphins swim along the course. The bike course is flat, fast and parallels the Cap-Cap bike trail along Rt. 5. The run course is simply amazing as it winds through historic farmland and forest on a combination of bike paths and jogging trails. Be sure to stay for the weekend to experience all that the greater Williamsburg area has to offer!

  Not sure if you should register? Well, check out these videos from the Patriots Triathlon HERE, then sign up below!

  For further race details go to https://kineticmultisports.com/races/patriots/.

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  RunSwimTrailTriathlon via RunSignup

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• Sep

  27

  Sun
  Busch Gardens® Fiends Frenzy 5k Run

  1 Busch Gardens Blvd, Williamsburg, Virginia, 23185, United States
  OpenStreetMap Google Maps

  Distance: 2.4 km

  Sun, Sep 27, 2026 at 7:30 AM

  Gather your horde of ghastly ghouls for the second-annual Busch Gardens Fiends Frenzy 5k! This spirited run takes place on Sunday, September 27, 2026, at 7:30 am. Experience the park decked out in its Howl-O-Scream® decor and encounter a friendly fright or two before you cross the finish line in Oktoberfest village.

  Lace up your sinister shoes, dress up in your eerie ensemble and get ready for a frightfully good time!

  Event info

  • FREE Park Ticket with every registration (valid through 12/31/2026)

  • FREE race day parking: lots open at 5:30am and close at 7:00am

  • Participants enter through the main Toll Plaza

  • Spectators are allowed at the start/finish line to cheer on their fellow fiends and family

  • Race begins at 7:30am and concludes at 9:00am

  • Commemorative Busch Gardens Fiends Frenzy 5k medals and shirts for all participants

  • Busch Gardens Scare Squad entertainment along the race course

  • Finish line end of race celebration featuring DJ, photo ops and more

  • All ages are invited to participate

  Awards

  Awards will be presented to the top three overall male and female finishers in the Busch Gardens Fiends Frenzy 5k. The race will be chip timed and results will be posted online.

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• Sep

  27

  Sun
  8th Annual Weighted Angels 5k Run & Walk

  Williamsburg, Virginia, 23185, United States
  OpenStreetMap Google Maps

  Distance: 4.4 km

  Sun, Sep 27, 2026 at 9:00 AM

  Weighted Angels is a 501(c)3 non-profit organization operating out of the Virginia Peninsula. We provide weighted stuffed animals to grieving families who have experienced stillbirth and infant loss before they leave the hospital. Our mission is to make sure no family leaves the hospital with empty arms.

  Did you know the fastest 5k ever run was completed by Joshua Cheptegei in 12 minutes and 35 seconds? With the current rate of stillbirth being 1 every 16 seconds, that means in just that short time, an average of 47 babies were born silently into this world. The current statistics are alarming and heart breaking. These families need our support now more than ever.

  Join us for the Weighted Angels 5K to raise awareness, walk/run in remembrance and honor of our loved ones, and raise funds to help us better serve the pregnancy, stillbirth, and infant loss families of Virginia. Your support and participation will help bring awareness during October Infant & Pregnancy Loss Awareness Month. Participants can run/walk in person or virtually this year. We would love to have you join us!

  Post your pre and post-race pictures on Facebook and Instagram! Tag @weightedangels #weightedangels5k #weightedangels #nomoreemptyarms

  PACKET PICK-UP

  Day of Race Registration & Packet Pick-Up

  Sunday, September 27, 2026 | 8:00am-9:55am

  Billsburg Brewery

  2054 Jamestown Road

  Williamsburg, VA 23185

  • Day of Race Registration is allowed but the price increases to $45.00 and a T-Shirt and race entry is not guaranteed.

  • There will be a pause in all registrations and packet pick-up from 9:00am-9:15am during our Memorial Service.

  RACE SCHEDULE

  Memorial Service | 9:00am

  1 Mile Zoo Fun Run | 9:30am

  5k Run & Walk | 10:00am

  Award Ceremony | 11:30am

  ENTRY FEES

  5k

  Early Bird 5K In Person through 6/30/2026 | $30

  5K In Person through 07/1/2026-09/20/2026 | $35

  5K Week of In Person through 09/21/2026-09/24/2026 I $40 (No online registration after 09/24/2026)

  Day of Registration for 5k 09/27/2026 I $45

  1 Mile Fun Run

  Early Bird 1 Mile Zoo Fun Run Registration through 06/30/2026 I $15

  1 Mile Zoo Fun Run Registration beginning 07/1/2026-09/20/2026| $20

  1 Mile Zoo Fun Run Week of Registration 09/21/2026-09/24/2026 I $25 (No online registration after 09/24/2026)

  Day of Registration for 1 Mile Zoo Fun Run 09/27/2026 ( no guarantee of fun run bag) I $30

  *ONLINE RACE REGISTRATION WILL CLOSE ON 09/24/2026 at midnight.

  **REGISTRATION MUST BE RECEIVED BY 08/31/2026 FOR A T-SHIRT GUARANTEE.

  COURSE

  Flat and very fast 5K course, starting and finishing on the service road at the beginning of the Virginia Capital Trail, doing a loop within the scenic, shaded Landfall at Jamestown neighborhood, with an out-and-back of Landfall Drive, and returning via Robert Fenton and the service road parallel to Jamestown Road. The one mile fun run is an out-and-back of the service road paralleling Jamestown Road.

  CREATE A TEAM FUNDRAISER

  Create a team to honor the memory and celebrate the lives of a loved one. Have your team fundraise for Weighted Angels through the day of the 5k. The top three fundraising teams will be recognized at the event.

  1 MILE ZOO FUN RUN

  Kids can dress up in their favorite zoo animal attire for this fun race! The run will be an out-and-back 1 mile run.

  AWARDS

  Cash prizes to top three overall men and women. Awards to the top three in five-year age groups (from 14-and-under through 70-and-over), and to the top three men and women in the walk division. Please note that awards are only offered for in-person runners.

  MEMORIAL SERVICE

  Please join us before the race event for a loving service that will recognize the sweet babies that have left us too soon. Submit a name under the registration section to be read aloud during the service.

  HONOR YOUR ANGEL

  Honor your angel by having their name on the back of ALL of the race t-shirts.

  Must be summited by 08/31/2026 to guarantee name is on the race shirts.

  *This event is pet and stroller friendly- all pets must be on a leash and please remember to clean up after them! If your child is riding in a stroller, they don't need a registration unless you want them to get a medal and race bag. Please email if you would like them to receive a kid friendly bag.( regular 5k price applies for the 5k run/walk).

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  1 Miles5kFun RunRunTrailVirtualWalk via RunSignup

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