Trail Running Calendar United States 2025-2026

Event overview The Independence Double is a two-day running event held Saturday, June 27 and Sunday, June 28, 2026 in Winter Park, Florida. The event takes place at Cady Way Park (trailhead), 2529 Cady Way, Winter Park, FL 32792. It offers..

Race the Cog on June 27, 2026 at Mount Washington for a classic alpine challenge alongside the historic Cog Railway, finishing on the summit. Choose a 2.75 mile summit climb or a 5.5 mile roundtrip and earn 3,500 feet of gain with stunning..

Wy'east Wonder is a point to point trail race around Mt Hood with 50 mile and 50K options along scenic ridges showcasing sweeping mountain and wildflower views. Start and finish at Red Barn Park with shuttles, awards and a finisher pint gla..

Run the Trail Golf Endurance Challenge at Trailyard Outpost in Valparaiso with 50K or 10M loop courses and relay teams. Unique golf style scoring by Hole turns every loop into a strategic race that rewards speed and smart pacing.

Run scenic loops at Hollis Hills Farm in Ellenboro with 5K, 25K (3 loops) and 50K (6 loops) options, rustic aid stations and a 10 hour cutoff. Proceeds support the farm and finishers earn unique handmade pottery medals.

Run under the stars in the Night Howler 50, a 50 mile ultramarathon of twenty 2.5 mile laps at Hoover Sports Park that starts at sunset and sends runners through mostly dark trails. Bring a headlamp and your own cup, chase the 16 hour cutof..

Hit the hilly single track at Robinette's Apple Haus and Winery on June 27, 2026, with 18K, 9K, 9K RUCK and 5K distances. Finishers receive a medal and tri blend tee, and top three in each race earn awards.

Run the No Shame Shindig near Pierce, Nebraska on June 27, 2026, with scenic trails and distances from a half marathon to a 50 mile challenge. The second year event brings new swag, finisher medals, onsite camping and a friendly festival vi..

Take on 8.2 miles and 3,010 ft of climbing at Killington Resort, summiting multiple peaks for sweeping mountain views. This limited field trail race tests runners on steep, rocky terrain with a memorable Needle's Eye finish.

Experience the world's oldest 100 mile trail race as runners tackle 100 miles from Olympic Valley to Auburn across rugged Sierra trails. Finishers earn silver or bronze belt buckles for sub 24 or 30 hour completions.

Hilly 5K trail run or walk through Red River Gorge on June 27, 2026, starting at Natural Bridge Campground in Slade, KY. See rock arch views, snag a tie dye shirt while supplies last, and enjoy awards, photos, food and music.

Test yourself on the Tiger Peak Challenge, a trail run on Tiger Mountain with 5 mile, half marathon and 50K routes that reach two scenic summits. Expect rugged trails, big views, aid stations and a handmade solar finisher prize.

Chase the Moon is an overnight endurance run on scenic Highlands Ranch trails offering 12 Hour, 6 Hour, 3 Hour, 50K and relay options for all abilities. Expect well marked loops, aid stations, glow in the dark finisher items and a festive n..

Run scenic single track loops at Caesar Creek State Park in the Dawg Gone Long Run, with 50 Mile and 50k options, generous cutoffs and volunteer aid stations. Expect rolling trails, technical footing and a friendly cupless race atmosphere.

Race in the Clouds at Alma Cemetery Meadow is a high country weekend of mountain bike, trail and off road duathlon racing at 10,600 feet. Multiple distances, youth events and on site camping create a true alpine festival vibe.

Enjoy scenic treetop trails and Horsetooth Reservoir views at the Timberview Trail Run in Lory State Park, with 5K, 5 Mile and 10 Mile options for all abilities. This USATF event is 100% plant based and finishes with pancakes and craft beer..

Event details The Run the Vineyards - Sheldrake Point Winery 5K takes place on Sunday, June 28, 2026, in Ovid, NY. The event is held at Sheldrake Point Winery, 7448 County Road 153, Ovid, NY 14521. Entry for the listed 5K event is shown as..

Join RHSC's Super Hear O 5K & Family Fun Day at Seneca Park on June 28 for a lively 5K run or one mile walk and family friendly activities. Celebrate and support services for children with special needs while enjoying a community morning of..

Celebrate July 4 with the Bigfoot Fun Run in Yacolt, WA, offering friendly 5K and 10K run and walk options on scenic local roads. Same day registration and a festive small town atmosphere make this a perfect holiday run for all abilities.

Celebrate July 4 at Afton State Park with the Afton Trail Run, featuring scenic routes along the St. Croix River and challenging 25K and 50K distances. Enjoy rolling trails, river views, and a friendly community atmosphere.