Trail Running calendar near Maupin 2026-2027

We have found 28 Trailruns within 80 miles of Maupin. See below where and when you can find the races.

Mastondon is a scenic 10 mile trail race near Tumalo and Redmond, Oregon on March 1, 2026, with views of the Deschutes River and high desert. Presented by Nike Trail, every finisher gets a prize and post race food and beer await.

April 2026

Incline Vista in Redmond, OR is a trail event on Cline Butte offering a 20 Mile route and a 15K, with varied terrain and wide views across the Cascades toward Smith Rock and the Ochoco Mountains.

Trail races of 100K, 50K and 30K run in the Columbia River Gorge from Marine Park in Cascade Locks. The 100K is a Western States qualifier and the event includes Thunder Island camping plus marked courses and aid stations.

A trail race near Sisters Oregon with three distances on Peterson Ridge and Metolius-Windigo trails, limited to 500 entrants. The event raises funds for local teams and trail maintenance and includes aid stations, drop bag options, post-rac..

May 2026

Spring trail races in Sisters, Oregon with a 50K featuring Cascade Peak views and a Half Marathon among Ponderosa pines. Both races start and finish at Village Green Park and benefit the Ridgeview High School XC team.

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Trail races at Smith Rock State Park and nearby grasslands offer 50 mile, 50K and 10 mile courses with extensive single track, significant elevation change, multiple aid stations, and views of basalt cliffs and the Cascade peaks.

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June 2026

FootZone Dirty Half is a 13.1 mile trail half marathon in Bend, Oregon on June 6, 2026. The route starts on pavement then moves onto dirt roads and singletrack; finishers receive prizes and division awards, plus sponsor raffles.

A women-focused trail weekend in Trout Lake, Washington offering a marathon, 50K, relay, and half-marathon with marked trails, aid stations, and a shared base camp atmosphere.

A 10 km loop race on Strawberry Island in the Columbia River Gorge offering 10K, 50K, 100K and 100-mile options, single aid station every 6.2 miles, on-site camping for gear, and awards within a 30-hour event limit.

A point-to-point trail race around Mt Hood with a 50 mile, a 50K and a two person 50K relay. Courses run mostly on Gunsight Ridge and Surveyor's Ridge, with shuttles based at Red Barn Park in Parkdale.

July 2026

Three trail races near Timothy Lake south of Mt Hood with 50 mile, 50K, and 25K options. Courses use the Pacific Crest Trail and local single track, with staffed aid stations, volunteer support, finisher glass, and awards.

On July 11 in Bend, Oregon, Bend Dirt Fest is a multi discipline endurance festival with trail, mountain bike and gravel distances for solo riders or teams. Enjoy scenic courses, local aid stations and a lively race day atmosphere.

Point to point trail races between Bend and Sisters with 100-mile and 50-mile options, significant elevation change, multiple aid stations, and Western States qualifier status. Pacers are allowed with a signed waiver.

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A trail half marathon and 5K in Sisters, OR featuring summit views from Potato Hill and Hoodoo, hosted lunch and awards, participant lift vouchers, gear options, and prizes including Hoodoo season passes.

August 2026

A 100 miles mountain trail race at Mt Hood Meadows with a lollipop-loop course, 17,300 ft up and 17,300 ft down, crew accessible aid stations, chip timing and a 34 hour cutoff. The 2026 edition is a Western States Qualifier.

All-trail marathon, half marathon and a 6.5 miles course run on single track and forest roads near Wanoga Sno Park. Courses feature varied terrain, elevation change and multiple aid stations.

Weekend mountain trail races at Mt. Hood Meadows with distances from a 50 mile point to point to a free .75 mile kids race; the 50K is the 2026 USATF 50K Trail National Championship with a twelve thousand dollar prize purse.

A trail half marathon in Hood River, OR with roughly 2,300 ft of elevation gain, two official aid stations, and several scenic creek crossings. The event includes a finisher prize bag and random bonus prizes and uses Binns Hill Staging Area..

September 2026

Race to the 9,000 foot summit of Mt Bachelor on volcanic alpine trails with distances from a Vertical Ascent 5K to a 50K. Expect steep climbs, strong support and stunning mountain views.

Trail races in Sisters, Oregon on September 19, 2026 offering a 50K and a half marathon. Both routes run mainly on single track trails with mountain views, aid stations, a shuttle to the start and a finish in town.

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