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13 walking events in Williamsburg, Virginia

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

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  • Jamestown High School Swamp Run 5k [runsignup.com]

    Thu, Jan 01, 2026 at 9:00 AM

    Description

    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...

    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 Mark.Tompkins@wjccschools.org

    • CRR Race Coordinator: Rick Platt 757-345-1431, Email: Rickplatt14@gmail.com

    5k Fun Run Run Trail Walk

    1350 John Tyler Hwy, Williamsburg, Virginia, 23185, United States
    OpenStreetMap Google Maps
  • 47th Colonial Half Marathon and 5K [colonialsportswilliamsburg.com] [Register at runsignup.com]

    Sat, Feb 14, 2026 at 8:30 AM

    Description

    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...

    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.

    1.31 Miles 3.1 Miles 5k 13.1 Miles Half Marathon Run Virtual Walk

    326 West Francis St., Williamsburg, Virginia, 23185, United States
    OpenStreetMap Google Maps
  • Medal Madness 5K, 10K, & 13.1M at Williamsburg, VA (10) [runsignup.com]

    Sat, Mar 07, 2026 at 8:30 AM

    Description

    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...

    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.

    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

    https://usroadrunning.com

    5k 10k 13.1 Miles Run Walk

    Richmond Road, Williamsburg, Virginia, 23188, United States
    OpenStreetMap Google Maps
  • Virginia Fire Chiefs Foundation 5k [runsignup.com]

    Sat, Mar 14, 2026 at 6:00 AM

    Description

    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.

    1 Miles 3.1 Miles 5k Run Virtual Walk

    201 W. Duke Of Gloucester Street, Williamsburg, Virginia, 23185, United States
    OpenStreetMap Google Maps
  • Medal Madness 5K, 10K, & 13.1M at Williamsburg, VA (12) [runsignup.com]

    Sat, Mar 21, 2026 at 8:30 AM

    Description

    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...

    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.

    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

    https://usroadrunning.com

    5k 10k 13.1 Miles Run Walk

    Richmond Road, Williamsburg, Virginia, 23188, United States
    OpenStreetMap Google Maps

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