Trail Running calendar near Virginia Beach 2026-2027

We have found 20 Trailruns within 80 miles of Virginia Beach. See below where and when you can find the races.

A mostly trail, low frills half marathon at York River State Park on June 7 2026 with a new Hike a Half option, marked trails, aid stations, and a five hour time limit.

A three-race summer trail series at Sandy Bottom Nature Park organized by the Peninsula Track Club, featuring 5K, 4-mile, and 5-mile events plus a full-series entry and awards across age groups and walker categories.

Night Owl 9k at Freedom Park in Williamsburg VA is a night trail race over single track, fire road and paved trails with rolling hills and technical sections. Post race activities include pizza, beer and wildlife education.

July 2026

A two mile timed dune run and a one mile Color Fun Run take place at Jockey's Ridge State Park on July 3, 2026. Proceeds support Friends of Jockey's Ridge and the event includes awards and a post race gathering.

A manually timed trail event at Windsor Castle Park in Smithfield, VA, run on a 3.1-mile loop with 10 hour, 5 hour, 2 hour and a one-lap 5k formats; aid station and rucking options are available.

A women only 5K obstacle mud run with 18+ obstacles at Historic Greenbrier Farms in Chesapeake, VA on July 19, 2026. Open to participants aged 7 and up, the event welcomes running, jogging or walking and emphasizes teamwork and fun.

August 2026

A 12 hour endurance run at Oak Grove Lake Park in Chesapeake, VA, made of repeated laps of a 1.5 mile loop. The unpaved, tree lined course features lake and forest views and is limited to 60 runners.

October 2026

Test your endurance at Jockey High Ridge State Park by completing a 5k loop every hour for five hours. Run the full 25k solo or pair up with a teammate to tackle this unique coastal loop challenge.

A Halloween themed 4 mile trail run and hike at York River State Park on October 10, 2026. The new trail features single track, river views and rolling hills, with finisher medals for all and a two hour time limit.

A 24 hour loop endurance race in Williamsburg, VA on October 24, 2026. Runs use a certified 2.215 mile crushed gravel loop with distance awards and proceeds benefiting The Arc.

A trail half marathon at First Landing State Park with sandy sections, roots, bridges, and about 300 feet of elevation gain; includes event shirt, finisher beanie, donuts, and age-group awards.

November 2026

Virginia Beast 2026 is a multi day ruck and endurance event in Virginia Beach based out of LFT Gym on 6 to 8 November 2026. Multiple distances are offered and competitors must carry ruck loads of 40, 50, and 80 pounds.

A 50K race on the Noland Trail at Mariners' Museum Park in Newport News on November 7, 2026, offered as a solo 50K or as relay teams of two to six, with festival access included.

Timed and distance options on a marked 5-km loop at Windsor Castle Park in Smithfield, VA, including 8-hour, 4-hour, 10K and rucking categories; laps are counted and all finishers receive homemade medals.

December 2026

Multiple USATF certified races take place on the Dismal Swamp course in Chesapeake, VA, including 50K, marathon, half marathon and a 50K relay. Aid stations are provided and finishers receive apparel and medals.

A two-loop 50K trail run at First Landing State Park with two full aid stations and an eight hour cutoff. Registrants receive a Brooks shirt and finishers a medal, and a post race gathering at Smartmouth Brewery includes pizza and two beer..

January 2027

A half marathon and a 5K at Harwoods Mill Park in Yorktown on January 17, 2026, with shuttle parking from McReynolds Athletic Complex. Limited fields, four aid stations, on-site packet pick-up and specific trail conditions.

February 2027

A fundraising 200-mile out-and-back ultramarathon from Sandbridge Beach down the Outer Banks to Cape Hatteras and back, with beach sections, three lighthouses, remote stretches, and all proceeds benefiting veteran-focused charities.

March 2027

A multi-distance ultra on the Outer Banks held March 20 to 21, 2027 that runs point to point along paved coastal roads from Corolla or Nags Head to Hatteras. Options include 100 mile, 100K, relay, chariot, pacer and virtual events.

April 2027

A 24 hour solo and team run in Hampton, VA on a flat 3.75 mile dirt loop. Awards, distance plaques, and participant shirts are provided, and proceeds support the American Cancer Society.

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