Trail Running Calendar United States 2026-2027

A second annual 6k 3.8 mile cross country run at Bruynswick Winery in Gardiner, NY supporting the Ulster County SPCA. The day features music, a meet and greet with shelter animals, awards, and free children's dashes.

A community 5K race and walk in Rome, PA on May 9, 2026 that raises funds for two $1,000 scholarships for Northeast Bradford School District seniors, with a basket raffle, 50/50 drawing and post-race awards.

Trail races from 5K to 50K around Jenkinson Lake on May 9, 2026, with a 100 runner daily cap. Parking and registration are at the Scales Parking Lot; most distances finish at the Waterfall Trailhead and a $5 day use fee applies.

An endurance trail event in the Chuckanuts near Bellingham, Washington on May 9, 2026. Runners repeat summit laps in timed 12, 6 and 3 hour formats, including 2 and 4 person relays, to raise funds and awareness for clean air.

A spring 10K trail race on Block Island with varied terrain including dirt roads, stone walls, coastal track views, and a steep double tiered climb near mile four. Start and finish are at the Block Island School.

ChesLen Chase in Coatesville is a Natural Lands event offering a 5K trail run and a 2 mile fun run walk, youth pricing, member discounts, and a post race gathering with music, craft beer, food trucks, and awards.

Spring Fling 600 in Southington, CT on May 9, 2026 features a 600 minute looped trail event and a 6 Mile race at YMCA Camp Sloper. Both events use chip timing and offer finisher medals and awards for top competitors.

A chip-timed trail 5K plus 1-mile fun and walk events at Whitaker Woods on May 9, 2026, run on wooded single and double track with varied terrain. Proceeds benefit White Mountain Community Health Center.

A family friendly 5K in Wichita Falls on May 9, 2026 hosted by Pueblo Boxing. Free entry includes a bib, medal and refreshments while a paid package adds race gear and supports youth programs.

A 2.5-mile obstacle run and festival in West Jordan on May 9, 2026, benefiting classroom grants through the Jordan Education Foundation. Course features inflatable obstacles, walls, barricades, and a hill slip-slide; top school wins a $1,00..

An inaugural community event at Northwood High School in Pittsboro featuring a 5K trail race and a 1 Mile fun run walk. Early registration by April 1 guarantees a race T shirt and swag bag; dogs on leash are allowed.

A community trail race in Kittredge with a 7.4-mile loop through Columbine and O’Fallon plus a kids run where children run one lap (0.15 miles) per year; timed manually with a post-race hangout.

The oldest charity race on the Outer Banks, held through Nags Head Woods Ecological Preserve in Kill Devil Hills, North Carolina. The 2026 edition marks the 40th anniversary and includes a 5K, a fun run and a one mile walk.

A backyard style ultramarathon at Kate Furbish Preserve East in Brunswick, Maine where runners complete 4.17 mile laps each hour up to a 12 hour, 50 mile limit. $20 fee; nutrition is not provided and proceeds after expenses go to Preble Str..

Experience four distinct trail races across Charlottesville and Crozet in this summer series. Compete for age group awards and finisher shirts while running through scenic venues like Mint Springs and Pen Park.

Trail races at Oakes Quarry Park in Fairborn, Ohio with 5K, 10K, 15K and a 1.55 mile fun run using 1.55 mile out-and-back laps; overall awards, a costume award, and finisher medals are provided.

A community 5 km run and walk on May 9, 2026 at Pinkerton Academy in Derry, NH, with a course across campus and nearby cross-country trails. Proceeds support the Pinkerton Fund to benefit students.

Experience the diverse terrain of Battle Creek Regional Park with trail races for all ages. Run or hike through grass, dirt, and wood-chip climbs in this Saint Paul seasonal opener.

A long running Wisconsin trail ultramarathon that winds through forests, rocky ridges and glacial landforms. The event offers 50 miles, 50K and a half marathon and typically sells out quickly.

Mud Factor MEDFORD is a 5K obstacle run at Moto541 in Central Point, Oregon on May 9, 2026, with Kidz family waves and adult waves. Participants must bring a signed waiver and adults must show photo ID; spectators pay an admission fee.