35 running, walking, fun run, and other events in Williamsburg, Virginia
From big races to Saturday morning group runs—find running, walking, fun run, cycling, and swimming events and connect with the local endurance sports community.
Williamsburg
35 events in Williamsburg-
Thu, Jan 01, 2026 at 9:00 AMSee full details
Jamestown High School Cross Country/Track & Field is hosting the SWAMP RUN 5K on Saturday, March 8th.
We are just having a simple race! $15.00 for students and $20.00 for adults! No T-shirts or Awards - just a 5k on the trail!
$20.00 on race day
9:00 am - Jamestown High School Swamp Run - Colonial Runners Grand Prix Event (Proceeds - Jamestown HS XC/Track)
No Frills Race - No T-shirts and no medals.
The course is 100% on track, trails, and bridges.
Jamestown High School Swamp Run 5k
Date: Saturday, March 8th, 2025
What: Walk or Run 5K
Where: Jamestown High School, Williamsburg, VA
Colonial Road Runners Grand Prix Event
8:30 am 1-mile fun run on the track
5k Start Time: 9:00 am
Course: Jamestown High School Cross Country Course
Course Map: https://www.scribblemaps.com/maps/view/JHSCC5k/JHSNEWXCCOURSE2022
• Race Day Registration $20.00 online only – available on race day 7:15-8:30 am
• Support Jamestown Cross Country and Track
• Race Bib Pick up 7:15-8:45 am at the track
• Questions: Email [email protected]
• CRR Race Coordinator: Rick Platt 757-345-1431, Email: [email protected]
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Sat, Feb 14, 2026 at 8:30 AMSee full details
The tradition continues, on February 14th, 2026 in Williamsburg, Virginia.
Colonial Sports, Inc. invites you to test yourself in this prestigious and historical
Half Marathon Run. Are you a Bad Ass Runner or Walker? Prove it! Beat Fortitude Hill!
5K Runners
All 5K runners and walkers must be on-site NLT 8 AM. This race will start under one gun at 8:30 AM.
The Colonial 5K Starts at 8:30 AM near the intersection of Nassau and Francis Streets adjacent to the Dewitt Wallace Art Museum in Colonial Williamsburg, follow Nassau St. to Prince George St. turn left on Prince George St, follow Prince George St. to a sharp right onto Scotland St. follow Scotland St to a right on Nassau St and then left on Prince George St. You’ll enter the historical Colonial Williamsburg, run past the Governor’s mansion and turn left on Nicholson St., then right on Waller St and take a right at the bus stop and enter the path leading past the Capitol Building and onto the Duke of Gloucester St., Run towards the Armory building around the cone on the Duke of Gloucester St. and onto the gravel path leading to Francis St, cross Francis Street and onto S. England St., right on Newport Ave., and right on Nassau and then up Fortitude Hill and to the Finish.
5K Awards:
Medals are awarded to the top three men and women overall, top male and female Masters and Grand Masters, top three male and female 14 and under, and then five-year age groups from 15-19 through 80 and over. Top Three Male and Female in the Competitive Walk, Top Male and Female Masters and Grand Masters in the Competitive Walk,
5K PERKS:
Swag bag, Long Sleeve race T (Guaranteed T and T size for those signed up by Jan 31st, 2026) , Custom Finisher medal ( Must Finish), Beer and Pizza ticket, Fife and Drum Start line Escort and music/entertainment by DJ Drew.
Mini Half Runners
One Wave of Runners and walkers. Mini Half participants start and finish at the start line. This is not an officially timed race.
The Mini Half will Start at 9:30 AM following the last of the Half Marathon start. See Course Map. Runners Start on Nassau St, cross Francis takes the first right onto Duke of Gloucester St. run to a turn around point at the end of the Duke of Gloucester St. and back to Nassau, left on Nassau, cross Francis, and thru to the Finish.
All finishing participants will receive a long Sleeve T-Shirt, Finisher’s Medal, and a free entry pass to the “Post Race Celebration” and complimentary beer. You must show ID if you're 21 or older for your complimentary beer.
Half Marathon Runners
All Half Marathon runners and walkers must be on-site NLT 8:45 AM. This race starts with one gun at 9:00 AM
The Colonial Half Marathon Starts at 9:00 AM near the intersection of Nassau and Francis Streets adjacent to the Dewitt Wallace Art Museum in Colonial Williamsburg, follow Nassau St. to Prince George St. turn left on Prince George St, follow Prince George St. to a sharp right onto Scotland St. follow Scotland St to a right on Nassau St and then left on Prince George St. You’ll enter the historical Colonial Williamsburg, run past the Governor’s mansion and turn left on Nicholson St., then right on Waller St and take a right at the bus stop and enter the path leading past the Capitol Building and onto the Duke of Gloucester St., Run towards the Armory building and then turn left to cross Francis St. and onto S. England St., then pick up the traditional course (see map) running out and back on the Carters Grove Country Road. On the last leg to the finish, runners turn left off of S. England onto Newport Ave. then right on Nassau St and up Fortitude Hill, and on to the Finish. The time limit
for the Half Marathon is 3.5 hours.
Last opportunity to Register is Race day Feb 14th, 2026 from 7 AM to 9 AM. Location is the registration tent near the start line.
All finishing participants will receive a long Sleeve Performance T-Shirt (Guaranteed T and T size for those signed up by Jan 31st, 2026) , Finisher’s Medal, and a free entry pass to the “Post Race Celebration” complimentary beer and pizza. You must show ID if you're 21 or older for your complimentary beer.
Cash Awards Top 3 men and women. 1st Place $300, 2nd place $200, 3rd Place $100.
Custom Bowl for the Top Male and Female.
Custom Tiles for the 2nd thru 10th place overall men and women.
Medals for the Top three men and women in Masters and Grand Masters.
Medals for the Top 3 in the following Age Group Categories, 16 and Under, 17-19, five years increment age groups 20-24 through 75 and over.
Both races are a Healthy Hearts! Healthy Mind! event.
Donations can be made to:
• Daniel G. and Rosemary B. Stimson Track Endowment at W&M: For 39 years, the Colonial Half Marathon and 5K benefited the Track and Field program at the College of William and Mary. The past success and legacy of this event are due to the guidance and leadership of the College of William and Mary’s Track and Field coaches, in particular, Coach Daniel Stimson. Coach Stimson was the College of William and Mary’s Director of Track and Field as well as the Colonial Half Marathon Race Director for 25 years. Coach Stimson passed away in Oct. of 2017.
• Heroes on the Water (HOW) Tidewater chapter: HOW is a 501(c)(3) non-profit that provides no cost therapeutic kayak fishing experiences to veterans, first-responders, active-duty military members, and their families. Volunteer-led chapters hold regularly scheduled events that improve the lives of participants while supporting the community. The primary modality is kayak fishing, which has proven cognitive and emotional benefits. The Tidewater chapter of HOW engages with the community through local events to build greater awareness of the need for our first responders, military, and their families to have a space where they can find peace and comradery on the water.
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Sat, Feb 21, 2026 at 8:30 AM
Come & experience the scenic and relaxing ambience of the forest along the Greenspring Interpretive Trail. The trail loops through a landscape of beaver ponds, wetlands and forests, and it includes sections of wooden boardwalk as well as interpretative signs about the environment, historic events of the early colonists and American Indians and area wildlife.
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Sat, Feb 21, 2026 at 8:30 AMSee full details
Race Information
The race starts at 8:30 AM.
Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.
All runners must register on RunSignup.
No on-site registration.
Additional Information
The start location has changed.
Park at the Lois Hornsby Middle School.
5K & 10K (1.56M)
https://www.mapmyrun.com/routes/view/6645699747
The course is an out-and-back (3.11M)
The 5K does the out-and-back one time.
The 10K does the out-and-back two times.
Half Marathon Course (1.64M)
https://www.mapmyrun.com/routes/view/6645699496
The course is an out-and-back (3.28M).
The Half Marathon does the out-and-back four times.
Course Time Limit
3 hours and 30 minutes.
Finisher Medals
https://usroadrunning.com/FinisherMedals.php
Shirt and Gear Shop
https://usroadrunning.com/Gear.php
Best Costume
https://usroadrunning.com/BestCostume.php
Series Points
https://usroadrunning.com/S.php
Awards
https://usroadrunning.com/Awards.php
Frequently Asked Questions and Information
https://usroadrunning.com/FAQ.php
US Road Running
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Sat, Mar 07, 2026 at 8:30 AMSee full details
Race Information
The race starts at 8:30 AM.
Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.
All runners must register on RunSignup.
No on-site registration.
Parking & Start Location Update
Please park in the Lois Hornsby Middle School parking lot and follow the sidewalk to the middle school bus loop, where the race will begin.
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New start location: https://maps.app.goo.gl/Cv89KFgQFfA1YCP48
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All participants must park at Lois Hornsby Middle School:
https://maps.app.goo.gl/MyLJQnNEWbW3inM1A
5K & 10K Course (1.56M)
https://www.mapmyrun.com/routes/view/6645699747
The course is an out-and-back (3.11M)
The 5K does the out-and-back one time.
The 10K does the out-and-back two times.
Half Marathon Course (1.64M)
https://www.mapmyrun.com/routes/view/6645699496
The course is an out-and-back (3.28M).
The Half Marathon does the out-and-back four times.
Course Time Limit
3 hours and 30 minutes.
Finisher Medals
https://usroadrunning.com/FinisherMedals.php
Shirt and Gear Shop
https://usroadrunning.com/Gear.php
Best Costume
https://usroadrunning.com/BestCostume.php
Series Points
https://usroadrunning.com/S.php
Awards
https://usroadrunning.com/Awards.php
Frequently Asked Questions and Information
https://usroadrunning.com/FAQ.php
US Road Running
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Sat, Mar 14, 2026 at 6:00 AM
A 5k run through the historic Colonial Williamsburg. Starting at Bruton Parish Church and passing by the Historic Capitol and Governor’s Palace, you will loop through the City of Williamsburg’s municipal buildings before looping back to finish back on historic Duke of Gloucester Street.
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Sat, Mar 21, 2026 at 8:30 AMSee full details
Race Information
The race starts at 8:30 AM.
Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.
All runners must register on RunSignup.
No on-site registration.
Parking & Start Location Update
Please Park in the Lois Hornsby Middle School parking lot and follow the sidewalk to the middle school bus loop, where the race will begin.
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New start location: https://maps.app.goo.gl/Cv89KFgQFfA1YCP48
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All participants must park at Lois Hornsby Middle School:
https://maps.app.goo.gl/MyLJQnNEWbW3inM1A
5K & 10K (1.56M)
https://www.mapmyrun.com/routes/view/6645699747
The course is an out-and-back (3.11M)
The 5K does the out-and-back one time.
The 10K does the out-and-back two times.
Half Marathon Course (1.64M)
https://www.mapmyrun.com/routes/view/6645699496
The course is an out-and-back (3.28M).
The Half Marathon does the out-and-back four times.
Course Time Limit
3 hours and 30 minutes.
Finisher Medals
https://usroadrunning.com/FinisherMedals.php
Shirt and Gear Shop
https://usroadrunning.com/Gear.php
Best Costume
https://usroadrunning.com/BestCostume.php
Series Points
https://usroadrunning.com/S.php
Awards
https://usroadrunning.com/Awards.php
Frequently Asked Questions and Information
https://usroadrunning.com/FAQ.php
US Road Running
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Sat, Apr 04, 2026 at 8:00 AMSee full details
Join James City County Parks & Recreation in the sixth annual Bike the Bridge event taking place Saturday, April 4 from 8 a.m. - 1 p.m. The route will start in James City County, cross the Chickahominy River and enter into Charles City County along the Virginia Capital Trail. Routes options include 15, 25 and 50 miles. Parking, rider check-in and lunch will be located at Jamestown Beach Event Park, 2205 Jamestown Rd, Williamsburg, VA 23185. Light refreshments, event t-shirt and lunch are included with rider registration.
50-Mile Route Check In: 8-9 a.m.
25-Mile Route Check In: 8:30-9:30 a.m.
15-Mile Route Check In: 9:30-10 a.m.
*There are no bike restrictions for this ride, however, please abide by the Virginia Capital Trail rules and regulations which can be found here: www.virginiacapitaltrail.org/trail-rules
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Sat, Apr 18, 2026 at 7:00 AMSee full details
"A Healthy Heart, Healthy Mind Event"
Colonial Road Runners Grand Prix
Hampton Roads Super Grand Prix
USATF Certified 5K Race Palace Green Course certification pending.
RACE SCHEDULE
Friday, Apr. 17, 2026
12 PM - 6 PM // Early Packet Pickup and Final Registration
Colonial Sports
1303 Jamestown Road #111
Williamsburg, VA. 23185
Saturday, Apr. 18, 2026 (RACE DAY)
NO Race Day Registration!
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Race Day Packet Pickup at the START LINE 6:30 AM – 7:30 AM
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Start Line is on Prince George St. between Nassau St. and Henry St. (This year closer to Nassau St.)
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Two Shilling Mile begins at 7:00 AM at the Finish Line on Duke of Gloucester St.
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5K Run/Run Walk/Competitive Walk Begins at 7:30 AM
START: The race starts on Prince George St. (the Start line is in front of Nassau St.) runs through Williamsburg and Colonial Williamsburg ending on Duke of Gloucester St. Runners will pass the Governor's Palace and the Colonial Capitol building before finishing the final 800 meters on the most famous street in America, the Duke of Gloucester Street.
Age groups begin at 8 & under, 9-10, 11-12, 13-15, 16-19, then 5 year increments extending to 80 and over.
FINISH: The Finish is on Duke of Gloucester St. (D.O.G. St.) just before Nassau St.
AWARDS: Top three overall men and women receive Cash award of $200 1st Place, $100 2nd Place, $50 3rd Place plus a custom medal. Top three finishers in each age group receive a custom medal. 1st Place Male and Female Masters receive a cash award of $50.00. Top three male and female masters (age 40+) receive a custom medal. 1st Place Male and Female walker receive a cash award of $50.00. Top three male and female walkers receive a custom medal. Three Team awards: Fastest Team, Largest Team and Largest Donation. Winning teams receive custom plaque. Two Shilling Mile and 5K finishers receive a custom finisher medal. Tech tee race shirt given to all 5K participants signed up by Wednesday, April 8th, 2026. Custom Race T and T shirt size ordered only guaranteed to those registered by Apr 8th, 2026
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Sun, Apr 26, 2026 at 9:40 AMSee full details
This will be the final event of the Revolutionary BBQ Brawl held April 24-26th 2026 at Chickahominy Riverfront Park. Come race a NEW local favorite course through the park, along the James, and on the VCT. There will be both a 1-mile fun run and 5k race. The 5k Race is a Colonial Road Runner Grand Prix event. All proceeds benefit Culturefix. Culturefix strives to improve Greater Williamsburg’s cultural offerings for residents and visitors, by enhancing arts infrastructure; developing and promoting the arts and culture industry; and by creating a wide array of arts and cultural events.
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Sat, May 02, 2026 at 9:00 AMSee full details
Since 2013, Hospice House of Williamsburg has raised over $700,000 through its annual Hike for Hospice House. Hospice House of Williamsburg offers care, comfort, and compassion through and beyond end of life as well as bereavement support to all free of charge. Funding raised through events like Hike for Hospice House ensures that all service to guests and their loved ones can remain cost-free and that Hospice House can remain a vital and accessible resource to serve the Williamsburg community and beyond.
At this year's Hike for Hospice House, we celebrate life by walking one mile through Colonial Williamsburg followed by a memorial program, activities for the whole family, and special ways to remember the lives of our loved ones, all raising funds in support of this important community resource. We hope you'll join us as we join together as a community to remember the lives that touched ours.
Each ticket includes a t-shirt (with preferred size guaranteed only to sign-ups prior to April 20. On the day of the race, we will have extras of all sizes available on a first come, first served basis). Assorted snacks and water bottles will also be provided. Children 12 and under are FREE, and there is a reduced price for middle, high school, and college students age 13-23.
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Sat, May 09, 2026 at 8:00 AMSee full details
Race Day Registration begins at 7:30 am
Virginia Regional Ballet, Inc., a 501(c)(3) nonprofit organization, and the Colonial Road Runners announce the 9th annual 5K in Williamsburg, on a counterclockwise loop of the beautiful tree-lined First Colony neighborhood, 125 Pasbehegh Drive. This is a Colonial Road Runners Grand Prix Event. The purpose of this popular event is to raise funds for a live orchestra for Virginia Regional Ballet’s annual production of The Nutcracker ballet at Ferguson Center for the Arts, Newport News, in December. The family-friendly 5K event begins at 8:00 a.m. with a 1 mile Fun Run/Walk, and at 8:30 a.m. the 5K begins, with awards and refreshments following in the First Colony Pavilion.
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Sat, May 30, 2026 at 10:00 AMSee full details
Dates: May 30-31, 2026 (note: this is the new date which was rescheduled from 9/27-9/28)
Address: Jamestown Beach Event Park, 2205 Jamestown Road, Williamsburg, VA 23185
Start/Finish: Details of racecourse with landmarks will be available at check-in.
Parking: Parking at Jamestown Beach Event Park is $10.00 per vehicle. The option for pre-paid parking tickets are available with online registration for $5.00 per vehicle. This option is available during the registration process or anyone (competing or not) is able to purchase a stand alone pass within the registration store. Anyone who pre-pays for parking will be put on the pre-paid list at the guard shack.
Time of first event: Saturday 10am, Sunday 11am
Course: The racecourse will consist of a mile loop marked with large colored buoys. There will be an in water start at the start/finish line. Finish Banner marks finish line. A video based timing system will be used.
Schedule of Events
Saturday, May 30th, 2026
- 5K Swim Race –Open to All Ages
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Registration 9:00am to 9:45am
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Race Starts at 10:00am
- One Mile Splash / One Mile Dash – Open to All Ages
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Registration 10:45am to 11:30am
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Race Starts at 12:00pm (noon)
- The Great Knockout -Open to All Ages
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Registration 1:00pm to 1:45pm
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Race Starts at 2:00pm
Sunday, May 31st, 2026
- Half Mile Race – Open to 9& Under
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Registration 10:00am to 10:45am
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Race Starts at 11:00am
- One Mile Race - Open to All Ages
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Registration 10:30am to 11:45am
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Race Starts at 12:00pm
- Half Mile Splash / Half Mile Dash – Open to All Ages
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Registration 12:30pm to 1:15pm
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Race Starts at 1:30pm
Registration Options
- Individuals are encouraged to use this page for registration.
- You are permitted to register multiple participants under the same transaction.
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Teams can request a coupon code which would permit either individuals on a team to register without having to pay at that time or a coach can enter all of their athletes and then be sent a single invoice or the entry fee would be payable at check-in.
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Large Teams can request a preformatted spreadsheet to complete their entries. This option would bypass the online platform and allow for a team leader to enter all information on the spreadsheet. Please contact the meet director if you are interested in this option.
Registration Fees
Fee for one individual event............................$ 85.00
Two Events .....................................................$ 100.00
Three Events...................................................$110.00
(Fees include registration: swim cap, and event T-Shirt)
*** Note: discount applied at check-out. You must register for multiple events during the same transaction in order to receive the discount.
Awards:
5K Open Water Swim Winners: Top Male and Female: Backpacks and Plaques.
All Other Events will be Awarded 1st, 2nd, 3rd Place Plaques
Age Divisions:
1/2 Mile: 9 & Under Only
1 Mile: 10-11, 12-13, 14-15, 16-19, 20-29, 30-39, 40-49, 50 & Over
5K: 11 & Under, 12-13, 14-15, 16-19, 20-29, 30-39, 40-49, 50 & Over
Half Mile Splash / Half Mile Dash: 9 & Under, 10-11, 12-13, 14-17, 18 & Over
One Mile Splash / One Mile Dash: 12 & Under, 13-15, 16-19, 20-29, 30 & Over
The Great Knockout: 1,500, 1,000, 500 with 15 minute break between and after the 1,500 we
will drop down to 20 swimmer, after the 1,000 we will drop down to 10 swimmers.
Note: Age on May 30th, 2026 will determine age for the entire meet.
Volunteering
Anyone wishing to help with registration check-in, body marking, on the water drink station, event check-in, water safety personnel or first aid station, please contact Doug Fonder at [email protected]
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Sat, Jun 06, 2026 at 8:00 AMSee full details
🎉 Join us for Precarious Beer Hall’s 7th Anniversary 5K — Celebrating 250 Years of America! 🏃♂️🍻
Lace up your running shoes and step into history as Precarious Beer Hall hosts its 7th Anniversary 5K through the iconic streets of Colonial Williamsburg. This year’s race is extra special as we proudly celebrate America’s 250th birthday in partnership with the VA250 Campaign—honoring this momentous occasion.
A portion of all registration proceeds will benefit Heritage Humane Society, supporting their ongoing mission to care for animals right here in our community.
🏰 Course Highlights
Run through living history as you wind along cobblestone streets, pass centuries-old landmarks, and take in the timeless beauty of Colonial Williamsburg. This unique course blends fitness with heritage, offering a one-of-a-kind race experience in the heart of early America.
🎉 Post-Race Celebration
The celebration continues at the finish line! Join us for a lively afterparty featuring food, music, and a curated selection of craft beverages. Each participant receives one complimentary beer or non-alcoholic beverage—because what better way to toast 250 years of America and 7 years of great beer?
🥇 Swag & Awards
Participants will receive a commemorative race t-shirt and medal, with additional prizes awarded to top finishers.
Whether you’re chasing a personal best or simply looking to celebrate community, history, and craft beer, this anniversary 5K is your chance to be part of something bigger. Join us as we raise a glass to 250 years of America—and many more miles ahead. 🍻
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Sat, Jun 06, 2026 at 9:00 AMSee full details
Join James City County Parks & Recreation in the Capital Color Ride event. The route will include a 15-mile stretch along the Virginia Capital Trail. Full route and color stop information will be available closer to the race date, however, starting and ending location will be at Chickahominy Riverfront Park. Light refreshments, t-shirt, and lunch are included in rider registration.
Three start times are available at 9 a.m., 9:30 a.m. and 10 a.m.to stagger volume of traffic at the color stops along the way--be sure to select a stage during registration.
*There are no bike restrictions for this ride, however, please abide by the Virginia Capital Trail rules and regulations which can be found here: www.virginiacapitaltrail.org/trail-rules
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Sun, Jun 07, 2026 at 8:00 AM
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Sun, Jun 07, 2026 at 7:00 AMSee full details
Just minutes from historic Williamsburg, VA and next door to the original Jamestown Settlement, the Jamestown Triathlon is a great mid-season race. 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, including the new Billsburg Brewery, the Jamestown Settlement and so much MORE.
***The Jamestown Sprint & Olympic Triathlons are the USA Triathlon Virginia State Championships.
Qualifying for the Toyota Age Group National Championships. State Championships will qualify the top 35% or top five (5) finishers in an age group (whichever is greater). You may only qualify for Olympic-distance Nationals by placing in the Olympic distance State Championship race or Sprint Nationals by placing in the sprint distance State Championship race.
High School State Championships Exemption: All high school athletes who finish any of the State High School Championships will automatically qualify for Sprint-distance (pending they are at least age 15 as of December 31, 2025)
Any state championship that occurs after June 1, 2025 will qualify for BOTH 2025 AND 2026 Toyota Age Group Nationals. The qualification criteria for 2025 Age Group Nationals are subject to change from what it is for 2025. Click here to review the full 2023 qualification criteria for Toyota Age Group Nationals.
Athletes do not have to be a resident of a state to win that state’s championship. Any age group athlete competing in an age group division is eligible to win any state championship.
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at 3:00 PMSee full details
Whether you’re a seasoned runner or just love to walk and take in the scenery, SKECHERS Wicked Wine Run is for you! Each course will be held on beautiful properties or various partner vineyards across the country giving you a rare opportunity to view and tour a vineyard like no other. With the option to choose between a 1K or 5K course, or both, there’s something for everyone. Along the 1K course, you’ll find four sampling stations where you can enjoy world-class wines from the partner vineyard. And if you complete the 5K course, there will be a complimentary glass of wine waiting for you at the finish line.
Enjoy access to our post event party where you can enjoy the tunes of a live DJ, eat some delicious food from our food trucks, purchase more wine and play “that’s when we became best friends” games, creating the perfect atmosphere for an evening out with your friends and loved ones. Don’t miss out on the fun-filled event!
Bring a friend, put together a team, or fly solo to meet fellow wine enthusiasts as you sample wines from the vineyard. By participating, you’ll not only be treating yourself to a great time but also supporting our charity partners!
Event details and schedule
For all other details, please visit www.wickedwinerun.com
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Sun, Jul 19, 2026 at 8:00 AMSee full details
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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Sat, Aug 29, 2026 at 8:00 AMSee full details
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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Sat, Sep 12, 2026 at 7:00 AMSee full details
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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Sun, Sep 27, 2026 at 7:30 AMSee full details
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
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FREE Park Ticket with every registration (valid through 12/31/2026)
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FREE race day parking: lots open at 5:30am and close at 7:00am
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Participants enter through the main Toll Plaza
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Spectators are allowed at the start/finish line to cheer on their fellow fiends and family
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Race begins at 7:30am and concludes at 9:00am
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Commemorative Busch Gardens Fiends Frenzy 5k medals and shirts for all participants
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Busch Gardens Scare Squad entertainment along the race course
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Finish line end of race celebration featuring DJ, photo ops and more
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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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Sun, Sep 27, 2026 at 9:00 AMSee full details
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
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Day of Race Registration is allowed but the price increases to $45.00 and a T-Shirt and race entry is not guaranteed.
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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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Sat, Oct 10, 2026 at 8:00 AMSee full details
Paddle - Bike - Trek - Navigate
"The perfect mix of thinking and movement!" - Past Participant
"One of the FUNNEST things I have ever done with my family" - Past Participant
Make a team or go solo as the temperatures start cooling off and the leaves start falling and changing color during our Fall Foliage Adventure Race in and around the stunningly beautiful and historic Jamestown Virginia where the site of the first permanent English settlement in North America. If you love being outdoors, then this is the event for you.
5-hour Race: Our 5-hour fall race is perfect for new/beginner racers or those who just don't want to go all day. We will have biking, canoe/kayak paddling and trekking with plenty of route options taking you through amazing areas of history and scenery. As usual this race will start alongside our bigger race and and consist of some smaller parts from that course. The biking in this course will be very beginner friendly, a mix of gravel and paved surfaces.
24-hour Race: This year we're taking our more seasoned racers for a full 24-hours of adventure! It will consist of multiple parks, going into the night and through to the morning again as you make your way through several conservancies and historical sites with plenty paddling, trekking and biking. If you are new to 24-hour racing, this is going to be a great course to give your first try at 24-hours due to the region not having any crazy elevation/climbs in it, and for our veterans who want to clear it all, don't worry there will be a whole lot of amazing outdoors to explore.
New to adventure racing? What is an adventure race? Simply put, Adventure Racing (AR) is orienteering (navigating with a map and compass) but via multiple modes of travel. Unlike your average 10K/5K, marathon or obstacle course race where there is a strict roped off race course to follow; with orienteering/AR you are given a map with marked checkpoints (CPs), and its up to you/your team to decide & navigate which route you think is most optimal and find as many checkpoints as you can within a time limit. The best teams will work together and help each other to not only go fast, but also efficiently, acquiring the most checkpoints wins (fastest time as tie-breaker).
Spectators are welcome to watch, hang out, take pictures, fish or just picnic in the park during this event but are NOT allowed to assist participants. This is a USARA-sanctioned race.
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Sat, Oct 10, 2026 at 9:00 AMSee full details
Stretch your running legs and support Grove Christian Outreach Center at the 5th annual Grove Trotter 5K/10K. The event will be held Saturday, October 11, 2025 taking off from Chickahominy Riverfront Park. The run will start out going over the Chickahominy River Bridge, out on the Capital Trail and then back in to the park for a full 5K or 10K. The entire run will take place on the well maintained Capital Trail. This is a Colonial Road Runners Grand Prix event, and awards will be given for various age groups.
The Grove Trotter 5K/10K Bridge Run is a fundraising event to support Grove Christian Outreach Center. The Outreach Center is a 501(c)3 nonprofit organization providing food, clothing and financial assistance for impoverished families in the Grove community located in lower James City County. Please visit our website www.groveoutreach.com to learn more about our mission.
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Sat, Oct 17, 2026 at 8:00 AMSee full details
Register for Virginia's Premier Bike Ride & Beer Festival 2026! BIKES & BEERS Cycling Event Series is coming to BILLSBURG BREWERY for 4th Annual Bike Ride & Beer Event! Ride a 15, 30, or 45-mile route through the beautiful area of Williamsburg, Virginia followed by a post-ride Beer Festival! Bikes & Beers WILLIAMSBURG is the Richmond area's premier cycling event departing from BILLSBURG BREWERY and traveling the beautiful roads and trails of Williamsburg, Virginia. All rides feature morning fuel stations, marked routes, GPS turn-by-turn instruction, rest stops, refreshments, ride marshals, and SAG support. Finish back at BILLSBURG BREWERY for a beer festival atmosphere of rewarding craft beers, live music, a charity raffle & much more!
This is a ride for everyone - All riding levels are welcome!
WHAT IS BIKES & BEERS:
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Pick your ride distance and create a team of friends & family (optional)
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Mark your calendar for a fun day of cycling and craft beer!
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Pre Ride:
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Check-in a half hour before your start time
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We'll provide parking & further ride info in email instructions
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Enjoy free coffee & fresh pastries
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Local bike shops offering last-minute tune-ups
- The Ride:
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Ride your distance with ride leaders
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Fully marked routes & GPS turn-by-turn instructions
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Mechanical support vehicle
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Rest stops with snacks & refreshments
- Post Ride:
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It's time to enjoy (2) complimentary beers on us!
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Official co-branded Bikes & Beers Pint Glass for every rider
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Bikes & Beers high-quality neoprene koozies
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Enjoy the food trucks, live music, games
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Check out our Bikes & Beers merch tent & snack stand
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Live raffle with $3,000+ in prizes!
- Join & Post your photos on our Facebook Page
- Keep in touch with your newly made cycling friends!
*Further event information will be communicated in emails after registration and in the days and weeks leading up to event day!
WHAT YOU'LL GET:
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Official Bikes & Beers X BILLSBURG BREWERY 2026 Pint Glass
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(2) BILLSBURG Craft Beers are ON US!
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High-Quality Neoprene Beer Koozies
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Raffle Ticket with a Chance to WIN PRIZES!
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Collectible Bike Plate - Event Photos!
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Unique Pretzels & Athletic Non-Alcoholic Beer
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Entry into the Post-Ride Party with LIVE MUSIC, RAFFLE, GAMES, FOOD TRUCKS & MORE!
NEW TO OUR 2026 EVENTS:
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PROFESSIONAL PHOTOGRAPHERS - At least (3) photographers will be snapping pics of your Bikes & Beers experience pre-ride, during the ride, and post-ride! We have amazing photo ops!
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NON-ALCOHOLIC BEER OPTIONS - Still want to ride with us but don't want the alcohol? We now have Athletic Brewing sponsoring all our events! Looks for the blue tent and cooler full of flavorful non-alcoholic brews!
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COLLECTABLE BIKE PLATES - At check-in, you'll receive a collectible event wristband and bike plate designed just for this event! They look awesome!
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SPONSOR SNACKS & GIVEAWAYS - Morning coffee, fresh pastries, post-ride pretzel necklaces, recovery protein & much more!
IT'S A CELEBRATION OF CYCLING AND CRAFT BEER!
Riders will also receive a free raffle ticket for a chance to win brand new bikes and a ton of other prizes including a private brewery tour and cycling gear!
Benefitting our charity partners to help improve the cycling conditions in your area. Have fun, and give back!
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Sat, Oct 24, 2026 at 8:00 AM
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Sat, Oct 24, 2026 at 12:20 AMSee full details
Race and Course Info:
Back for 2026 is NQCX or New Quarter Cyclocross located at New Quarter Park in York County, VA, making it centrally located between Richmond and Virginia Beach. The course features some rolling grass fields and incorporates the smooth and flowy youth mountain bike trails. It's an awesome course for power riders and technical riders.
USAC rules apply. All Riders must have a USAC license. USAC beginner one-day license can be purchased at the event. If you are Cat 4 or above then you must purchase an experienced one day license online through USA Cycling. The Race Director and Race Officials reserve the right to cancel and/or modify segments of the event as deemed necessary for safety. There is no rain date for this event. Severe weather may cancel race.
Registration:
On-Line Registration until Friday, October 23rd at 8:00 pm or day of registration up until 30 minutes prior to your race. Day of registration is $40 for the first race and $10 to add additional races.
All races are part of the Virginia CX (VACX) points series. Prices for entry are based on Individual races.
*Series Winners must pre-register and email me with your Category to receive $6.00 entry.
If you expect a call up you need to pre-register
Event day registration opens at 9:00 AM.
Course Address and Parking:
Park Address: 1000 Lakeshead Drive, Williamsburg, VA 23185
Parking is available in the grass field adjacent to the course (same parking as youth mountain bike event parking). Signage will be posted directing spectators and participants to the proper areas for parking.
VACX Series Standings and Info:
For Virginia Cyclocross Series standings: crossresults.com - we wrangle data so you don't have to
For questions contact the race promoter Graham Costa at: [email protected] or call (757) 660-2117
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Sat, Nov 07, 2026 at 8:30 AMSee full details
Race Information
The race starts at 8:30 AM.
Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.
All runners must register on RunSignup.
No on-site registration.
Parking & Start Location Update
Please park in the Lois Hornsby Middle School parking lot and follow the sidewalk to the middle school bus loop, where the race will begin.
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New start location: https://maps.app.goo.gl/Cv89KFgQFfA1YCP48
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All participants must park at Lois Hornsby Middle School:
https://maps.app.goo.gl/MyLJQnNEWbW3inM1A
5K & 10K Course (1.56M)
https://www.mapmyrun.com/routes/view/5423945713
The course is an out-and-back (3.11M)
The 5K does the out-and-back one time.
The 10K does the out-and-back two times.
Half Marathon & Marathon Course (1.64M)
https://www.mapmyrun.com/routes/view/4831597213
The course is an out-and-back (3.28M).
The Half Marathon does the out-and-back four times.
The Marathon does the out-and-back eight times.
Course Time Limit
6 Hours.
Finisher Medals
https://usroadrunning.com/FinisherMedals.php
Shirt and Gear Shop
https://usroadrunning.com/Gear.php
Best Costume
https://usroadrunning.com/BestCostume.php
Series Points
https://usroadrunning.com/S.php
Awards
https://usroadrunning.com/Awards.php
Frequently Asked Questions and Information
https://usroadrunning.com/FAQ.php
US Road Running
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Thu, Nov 26, 2026 at 8:00 AMSee full details
Join us for a scenic 5K that winds through the grounds of Colonial Williamsburg and the College of William & Mary before ending on Prince George Street. Bring the kids, the stroller, the whole family, and get your holiday off to a great start – you can burn off some of those calories before Thanksgiving Dinner even happens! The race starts at 8:45 and a Kid's One Mile Fun Run precedes the 5K, starting at 8:00.
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Sat, Dec 05, 2026 at 8:30 AMSee full details
Race Information
The race starts at 8:30 AM.
Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.
All runners must register on RunSignup.
No on-site registration.
Parking & Start Location Update
Please park in the Lois Hornsby Middle School parking lot and follow the sidewalk to the middle school bus loop, where the race will begin.
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New start location: https://maps.app.goo.gl/Cv89KFgQFfA1YCP48
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All participants must park at Lois Hornsby Middle School:
https://maps.app.goo.gl/MyLJQnNEWbW3inM1A
5K & 10K Course (1.56M)
https://www.mapmyrun.com/routes/view/5423945713
The course is an out-and-back (3.11M)
The 5K does the out-and-back one time.
The 10K does the out-and-back two times.
Half Marathon Course (1.64M)
https://www.mapmyrun.com/routes/view/4831597213
The course is an out-and-back (3.28M).
The Half Marathon does the out-and-back four times.
Course Time Limit
3 hours and 30 minutes.
Finisher Medals
https://usroadrunning.com/FinisherMedals.php
Shirt and Gear Shop
https://usroadrunning.com/Gear.php
Best Costume
https://usroadrunning.com/BestCostume.php
Series Points
https://usroadrunning.com/S.php
Awards
https://usroadrunning.com/Awards.php
Frequently Asked Questions and Information
https://usroadrunning.com/FAQ.php
US Road Running
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Sat, Dec 19, 2026 at 9:30 AMSee full details
Join us for the Annual JLHR Jingle Jog 1 Mile Family Fun Run & 5k Race hosted by the Junior League of Hampton Roads! The event will take place on December 19, 2026, beginning at 9:30 AM with the one-mile fun run and followed by the 5K beginning at 10:00 AM. Day of event registration at the race will be priced at $45.00 for the 5k and $25.00 for the 1 Mile Fun Run. The event will begin at Billsburg Brewery in Williamsburg, VA and will be an out-and-back race on the Virginia Capitol Trailhead.
REGISTRATION WINDOWS
Registration with guaranteed t-shirt: through 12/4 at 5:00 PM
Pre-Registration: through 12/16 at midnight
Day-of-Race Registration: 8:00 AM- 9:30 AM
SWAG
Participants of the 5k race will receive a beer ticket (21 and older, only), swag bag, t-shirt, and more! Shirt availability and size selection is only guaranteed for registrations received by 5PM on December 4th. JLHR will make efforts to honor shirt availability and selection after this date if possible.
RACE PACKET PICK-UP
Participants will be able to pick up their race packets beginning at 8:00 AM on race day (12/19).
OUR MISSION
The Junior League of Hampton Roads, Incorporated (JLHR) is an organization of women whose mission is to advance women’s leadership for meaningful community impact through volunteer action, collaboration, and training. Its purpose is exclusively educational and charitable.
ABOUT US
For over 65 years, the JLHR has been training our members to become community leaders through our mission-based programs that better the lives of women and families in the Hampton Roads community. Our all-volunteer leadership and workforce are able to triple the impact of our donors' dollars, which are used to train leaders, contribute to the future success of our community, and make real-time improvements to Hampton Roads.
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Sun, Jan 03, 2027 at 9:00 AM
Local Clubs & Organizations
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Club
USA Swimming Club. Safe Sport Recognized. 286 members.
[email protected] +1 808-777-0408 -
Club
USA Swimming Club. 16 members.
[email protected] +1 912-531-4135