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Winston-Salem · United States

Cycling & running events in Winston-Salem, 2026

167events this year

167 races within 80 km of Winston-Salem

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A few races to know in Winston-Salem

We all need a goal — why not think big? Pick one and start training for it. Already happened this year? Find some practice races to build toward next year's edition.
Run·Road
Winston-Salem

Miles for Migraine - North Carolina

Miles for Migraine - North Carolina is a September walk/run held at Jamison Park in Winston-Salem. It offers a 2-mile walk, a 5K run, and a “Relax” option for those who wish to support the cause without completing the course. This event is the North Carolina component of the broader Miles for Migraine series, and this local iteration is now in its eighth year. The day is designed for families and supporters alongside runners. Strollers are permitted, with users starting toward the rear. All attendees, including children, must register and sign a waiver. Dogs are not allowed at this event. Fundraising benefits the Comprehensive Headache Program at Wake Forest Baptist, with a target of $5,000. The event also features teams, individual fundraising pages, volunteers, sponsors, finisher medals, packet pickup, and fundraising awards distributed via email post-event.

Road
Bike·Track
Winston-Salem

Ultimate Runner

Ultimate Runner is a five-race series held at Bob Sosnik Track in Hanes Park, Winston-Salem, North Carolina. This annual summer-evening event challenges runners to complete a 1-mile, 400m, 800m, 100m, and 5K cross country race within a single meet. Four of the events take place on the track, with the final race transitioning to cross country, requiring participants to demonstrate both short sprint speed and endurance for longer off-track running. The races follow a set sequence: mile, 400m, 800m, 100m, and finally the 5K XC. Track races are organized into heats based on seed times, with runners assigned based on their best mile time from the previous year; missing an assigned heat results in disqualification. The event has a capacity of 114 runners and welcomes participants of all ages and ability levels. A complimentary one-lap Celebration Lap, honoring Ultimate Runner's four-decade history, precedes the main events for anyone associated with the series. Finishers are awarded an Ultimate Runner shirt and a 4.91 car decal. The evening concludes with awards and a post-race gathering at Joymongers Barrel Hall, accessible for a small fee.

Track
Run·Road
Winston-Salem

Mistletoe Run

The Mistletoe Run begins and ends at the William G. White Jr. Family YMCA in downtown Winston-Salem, North Carolina. This winter community race offers three distances: a half marathon, a 5K, and a 1-mile Fun Run. The course is USATF sanctioned. The morning schedule begins with the Fun Run, followed by the half marathon, and then the 5K. It is designed to be family friendly, providing race shirts for all participants, finisher medals for the 5K and half marathon, and finisher ribbons for the Fun Run. The 5K route winds through Winston-Salem’s Buena Vista neighborhood. The half marathon continues through Graylyn International Conference Center, Reynolda House and Gardens, Reynolda Village, and the Wake Forest University campus. This race serves as the YMCA’s largest annual fundraiser, with all proceeds benefiting youth programs like swim lessons, summer camp, and youth sports. The finish area maintains the holiday-race atmosphere with live music, food trucks, vendors, community mascots, and donuts at the finish line.

Road
About cycling & running in Winston-Salem

Winston-Salem Miles And Rides

Running: Salem Lake has a 1-mile trail and a 7-mile crushed gravel loop. Hanes Park gives locals a rubberized track and a loop around the park for intervals, shakeouts, and easy Z2. The Run Club meets Saturday at 8:30 AM at Sayso Coffee, then navigates through downtown Winston-Salem with the drink coffee, eat miles crowd. Twin City Track Club keeps the race calendar honest with group runs and town staples. The TCTC Summer Track Series, Ultimate Runner, Beat the Heat 5k, Mistletoe Run, and Frosty 50 are the anchor events.

Cycling: Fiddlin Fish brewery downtown gives riders a casual 10-12 mile no-drop Monday ride around 6pm, and locals call it fun, welcoming, and a nice intro to the city cycling scene. Crossroads Cycling and Bespoke Cycling add group rides when you want steadier wheels and more pace. The National Cycling Center sits in Winston-Salem and keeps cycling visible through Pedals for People, WS Cycling Classic, and safety work. Road cyclists head around Lewisville and the countryside for base miles. The north side points toward the ancient Sauratown Mountains when locals want the climbs, and Hobby Park may have mountain bike trail time for singletrack legs.

Season: Winston-Salem gives both runners and riders a humid subtropical rhythm, so locals build the best weeks around cool mornings and steady habits. Summer brings warm, humid air, and Salem Lake, Muddy Creek Greenway, Reynolda Gardens, and downtown group runs still work when starts stay early. Cyclists keep Monday Fiddlin Fish spins casual, then save harder intervals for better-feeling windows. Winter brings cool weather, and runners lean into Frosty 50 season, track work, and park loops without making it complicated. Riders keep Z2 rolling, take what the day gives, and use the same local groups when the calendar gets quieter.

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Coming soon in Winston-Salem

All races within 80 km, sorted by date. Click any event for the route, registration link, and past results.
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