Trail Running Calendar Oregon 2026-2027

Test your hill skills in this 4.45 mile time trial at Forest Park. Experience a steep out and back course on Firelane 1 followed by a live results viewing party at a local brewery.

A 50K trail ultramarathon in OSU’s McDonald Forest featuring smooth singletrack, scenic May views and a pine-needled downhill finish, limited to 300 runners and including a hoody and socks with entry.

Trail races of 30K, 10K and 5K at Joseph H. Stewart County Park on May 2, 2026, with marked courses and aid stations. Finishers receive medals and a breakfast burrito, and top male and female finishers earn awards.

Trail 50K and Half Marathon in Sisters Oregon on May 3, 2026, both start and finish at Village Green Park. The event features post-race food and beer, finisher medals, and aid stations staffed by the beneficiary team.

A low-key evening trail race series in Forest Park with three five-race Series from April to October. Races cover 4 to 7 miles, score into Series standings after four finishes, and benefit the Forest Park Conservancy.

COCC Jungle Run in Bend, Oregon on May 7, 2026 offers 2 mile and 4 mile options at the COCC Track. Non-students pay $15 plus processing while COCC students register free with student ID and a free T shirt is available.

A four-race trail series in Bend, Oregon held April to July 2026 with courses of 4 to 7 miles. Series standings require participation in at least three races and the event is produced by Go Beyond Racing.

Timed loop event at Linfield University’s Wellness Trail in McMinnville on May 9, 2026 offering one, three, six, eight and twelve hour options, a four loop team relay, and bingo lap races on an about 1.5 mile course.

A family friendly 5K obstacle run at Moto541 in Central Point on May 9, 2026, featuring separate Kidz Family and Adult waves. Participants must bring a signed waiver and adults need photo ID; spectators pay $10 for festival access.

A spring trail running event in Oregon's Tillamook State Forest offering a 50 mile race, a 55K and a two day double option. Courses pass waterfalls, stream crossings and second growth forest around historic Reehers Camp.

A two-hour checkpoint run at Mt. Tabor Park where participants get a map, pick their own routes, and try to collect as many checkpoints as possible. Solo and team entries are available with prizes for top finishers.

A trail race at Prescott Park at Roxy Ann Peak in Medford, OR offering a 10 Mile course with about 1800 feet of elevation and a 5K loop. Organized by Southern Oregon Runners with proceeds benefiting a local middle school cross country team.

A 2.62-mile out-and-back on the paved double-wide trail at Frenchman's Bar Regional Park in Vancouver WA, with on-site gear pick-up, swag, parking for a fee, and a virtual participation option.

A road race in Cottage Grove, Oregon on May 17, 2026 offering a 13.1 mile half marathon on the Row River Trail with bus transfer and a 6.2 mile 10K out and back to Mosby Creek. Registration and volunteer roles have set limits and deadlines.

A low-key evening trail race series in Forest Park with three five-race Series from April to October. Races cover 4 to 7 miles, score into Series standings after four finishes, and benefit the Forest Park Conservancy.

A five-week trail race series at Mt Pisgah and Howard Buford in Eugene, Oregon, with five Thursday events from 3 to 8 miles. Courses are marked, parking permits are required, and the series concludes with awards and raffle prizes.

A self paced summer challenge in Central Oregon from May 22 to October 1, 2026. Hike nine buttes or try a single Micro Butte and redeem a free pint at each sponsoring brewery while tracking progress with summit submissions.

A night-oriented loop race at Cline Buttes offering 3/6/12-hour events, a Last Person Standing format, and a 5k on a 3-mile loop with a steep 0.5-mile climb; cupless aid, volunteer credits, youth discounts, and Indigenous free entries.

Trail races in Portland’s Forest Park over the Memorial Day weekend, featuring a 50K with nearly 4,000 feet of climb and a hilly half marathon; proceeds benefit the Forest Park Conservancy and finishers receive a pint glass and postrace foo..

Out-and-back race day in Joseph, Oregon featuring a half marathon, 5 Mile, 5K and a free kids mile. The half climbs from about 4,200 to 5,100 ft on mixed paved and dirt roads with multiple aid stations and mountain views.