Williamsburg
Walking Events Calendar near Williamsburg 2026-2027
Monthly updates for Williamsburg
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Explore the top walking events near Williamsburg for 2026-2027! We've gathered 19 great walks in the area. Check out our detailed list below to find your next local walk.
September 2026
Walkers can choose a 1 Mile Fun Walk or a 3.1 Miles 5K, following roads parallel to Jamestown Rd with a Landfall turnaround and finishing in the meadow across from Jamestown Settlement. Dogs allowed on leash; no retractable leashes and water for..
A family friendly 5K walk on the Mariner's Museum certified course, from E Boundary Rd (Williams Field) across from Warwick High School. Race day packet pick up and parking at Warwick High School are provided; proceeds benefit Transitions Family..
October 2026
Walkers follow a 3 Miles out and back course across the tree covered Williamsburg Landing campus beside College Creek, with the William A. Doig Health Club and Spa as the start location. Parking is at Laurel Lane Elementary with shuttles and ligh..
Walkers follow a 10 km out and back route starting at Chickahominy Riverfront Park that crosses the Chickahominy River Bridge and returns via the well maintained Capital Trail. The walk is a walking only event held alongside the 10K run.
Walkers can join the community 5K along City Center for 3.1 Miles, starting at Tradition Brewing Company, 700 Thimble Shoals Blvd in Newport News. Registration is $5 and each entry includes a raffle ticket and a post walk gathering at the brewery..
Walkers can do a 5K on a flat, fast course through Governor's Land between Two Rivers in Williamsburg. The start is at 2711 Two Rivers Road and the walking entry has a registration fee of $30.
Flat, scenic crushed gravel loops in Williamsburg VA; each loop is 2.215 miles with porta potties, food and parking at the loop check in. Walkers can start anytime during the 24 hours; targets include 50k (14 loops) or a marathon.
Competitive 3.1 Miles walk starts and ends near Amblers House, 2205 Jamestown Rd, on a flat scenic route via Jamestown Island and the Virginia Capital Trail. Walkers must keep one foot on the ground; awards, race T, medal and refreshments provide..
November 2026
Walk options include a 10 km race walk, a 5 km walk and a 1 mile Healthy Hike, all based at 101 Mounts Bay Rd, Williamsburg. The course is the paved Carters Grove Country Road through the county complex, with parking and same day packet p..
Walkers can choose 5K or 10K routes starting at Lois Hornsby Middle School, 850 Jolly Pond Rd, Williamsburg. The event is low pressure and local, with limited water at lap ends and the finish and no EMS on site, so walkers should plan for wea..
Walkers follow a 10 km route from 180 Lakeview Drive, Toano VA on a 1.05 mile trail loop with woods and water views on flat dirt. Bodyweight strength stations include modifications, with light refreshments and a four hour cutoff.
Walkers can choose 5K, 10K, 13.1 Miles, or 26.2 Miles courses starting at 850 Jolly Pond Rd, Williamsburg. The course is marked with limited water at lap ends and the finish and minimal on site staff so plan accordingly.
December 2026
Walkers can choose 5K, 10K, or 13.1 Miles routes starting at Lois Hornsby Middle School in Williamsburg. The small, organized event offers a clear course, finisher medals and limited water stations at the end of each lap and at the race f..
Race walking covers 8K through Busch Gardens Williamsburg's Christmas Town with festive park scenery. The event is at 1 Busch Gardens Way in Williamsburg and registration includes a free Christmas Town 2026 ticket.
Walkers can choose 5K or 10K routes starting at 850 Jolly Pond Rd, Williamsburg VA on a clear lap course alongside the running races. Walkers are advised to plan for weather and carry supplies because water is limited to lap ends and there is..
Walkers can choose 1 Mile or 5K routes starting at Billsburg Brewery in Williamsburg on an out and back course along the Virginia Capitol Trailhead. Day of packet pickup and registration begin at 8:00 AM.
April 2027
Walkers of all abilities are welcome at Virginia Run for Cancer in Hampton at 1255 Big Bethel Road, on a flat all dirt nature park trail loop of 3.75 mile. Volunteer lap counters are provided and on site liquid refreshments are available during t..