Trail Running calendar near Maupin 2026-2027

Trail race on Cline Butte in Redmond, OR offering a **20 Mile** route with about 2000 ft gain and a **15K** with about 400 ft; courses mix runnable and technical trail sections with 360 degree views.

A three day trail running event in the Columbia River Gorge featuring 100K, 50K and 30K distances, chip timing, stocked aid stations and a $75,000 prize purse. The event is staged at Marine Park in Cascade Locks with Thunder Island camping..

Experience a scenic 5k through Portland’s Mt. Tabor Park featuring varied terrain and trails. This dog friendly community event supports local student scholarships and athletic facilities.

Experience the scenic multi-use trails of Central Oregon with this low-key event offering 40-mile, marathon, and 20-mile distances. Enjoy an epic post-race feast and receive unique finisher socks in the heart of Sisters.

A four race trail series at different trailheads around Bend, Oregon, with courses of 4 to 7 miles. Standings require participation in at least three races and the series concludes with awards, a raffle, and a post event gathering.

Experience the beauty of the Sandy River and Ancient Forest at the Oxbow Trail Runs near Portland. Choose from 5k, 10k, or Half Marathon distances in a scenic regional park for a day of nature and community.

A point to point trail half marathon from Husum to White Salmon with a 1500 foot climb, spring wildflowers along Weldon Wagon Trail, a stocked aid station and proceeds donated to the Volunteer Firefighters Association of SW Fire & Rescue.

Sisters Country in Sisters, Oregon offers a trail 50K and a half marathon starting and finishing at Village Green Park, with mostly single track terrain, aid stations on course, and stated cut off and cancellation policies.

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 at Skull Hollow near Smith Rock State Park in Terrebonne, OR, with 50 mile, 50K and 10 mile courses that traverse single track trails, gravel roads, basalt cliffs and grasslands and include multiple aid stations.

Experience the scenic trails of Bend at the FootZone Dirty Half. This 13.1 mile course transitions from pavement to single track trail through the National Forest and concludes with a celebration featuring music and prizes.

A trail-focused half marathon and four mile in White Salmon, WA, featuring lollipop loops, Columbia River views, and three aid stations. Proceeds support the White Salmon Cross Country program and day of registration is available.

Experience the original adventure run at Mt Hood with a roughly 6 mile course through rugged terrain. Enjoy legendary camping near the start and finish at White River West Sno Park.

An all-women trail race weekend at the base of Mt. Adams with distances from a half marathon to a 50k, relay options, camping, workshops, and community-focused recovery activities.

A multi distance loop event on Strawberry Island in the Columbia River Gorge near North Bonneville, WA. Distances run from 10k to 100 mile with one aid station per loop and a 30 hour time limit for awards.

Point to point trail race on ridgelines around Mt Hood offering 50 mile, 50 kilometer, and a 50K relay. Courses are net downhill with substantial elevation change and shuttles from Red Barn Park.

Trail races of 50 mile, 50K and 25K near Timothy Lake, with much of the longer routes on the shaded Pacific Crest Trail and views of Mt Hood. The event starts and finishes at Clackamas Lake Ranger Station and includes camping nearby and pos..

A half marathon trail run in Bend, Oregon on July 11, 2026, offered as a solo race or part of a multi sport team event. Teams of two or three use cumulative scoring with gravel or mountain bikers; music, awards, and finish medals are includ..

Experience a 6 mile trail run through the Mt. Hood National Forest featuring stream crossings and steep terrain. Enjoy group camping and a post race beer garden at the McCubbins Gulch Campground.