Charlottesville
Walking Events Calendar near Charlottesville 2026-2027
Monthly updates for Charlottesville
Get new running races (and updates) in your inbox every month.
Explore the top walking events near Charlottesville for 2026-2027! We've gathered 5 great walks in the area. Check out our detailed list below to find your next local walk.
September 2026
Walkers can follow the onsite 4 Miles countryside course at Foxfield in Charlottesville, with the start near 2215 Foxfield Track. A virtual option lets walkers complete a 4 Miles route of their choosing close to home alongside the running rac..
The event offers 1K and 5K walking options at Shenandoah Valley Regional Airport on the taxiway and runway. The course is flat and completely paved, stroller and wheelchair friendly, and suitable for families alongside the running races.
Walkers can take part on the 5K course starting at 1304 E. Market St., Charlottesville, VA 22902, held alongside the running race as part of the Pride festival. The event welcomes walkers in festive apparel and community spirit.
October 2026
The family walk is 2 Miles from 151 McIntire Pk Dr., Charlottesville, with Halloween treats en route and a post walk party at Charlottesville High School Track. Kids 12 and under free; all must register for headcount and waivers.
April 2027
The event offers walkers a 5K or Sip & Stroll at Cunningham Creek Winery in Palmyra VA along a vineyard course with rolling views. Self serve water stations are about every 1.5 miles and finishers 21 and over get a complimentary pour.