Bend
Trail Running Calendar near Bend 2026-2027
Explore the top trail runs near Bend for 2026-2027! We've gathered 18 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
Trail races of 50K and a point to point half marathon near Sisters, Oregon with mountain views, a shuttle to the start, and proceeds supporting local trail maintenance.
October 2026
The 34th Annual OXFORD Classic in Bend adds a Community 5K at Drake Park on 10/03/2026. The flat loop follows the Deschutes River on grass and paved paths and registration is free.
Mountain trail races on Mount Bachelor over October 3–4, 2026, including 6/12/24-hour summit loops and three looped courses. Chairlift use is included and multiple aid stations and lodge facilities support runners on alpine singletrack.
A fall trail running weekend at Suttle Lake, Oregon featuring 24 hour, 12 hour and 6 hour timed races on a 3.6 mile loop, free on-site camping, provided food, and basic facilities with portable toilets.
November 2026
Loop-style trail races at Smith Rock State Park near Bend with 50K, new 25K, and a half marathon featuring extensive single-track and Cascade views.
April 2027
A trail running event near Sisters, OR on April 11, 2027 offering 40 mile, trail marathon and 20 mile courses on Peterson Ridge and Metolius Windigo trails. The Rumble raises funds for Sisters High School Cross Country and Sisters Trails Alliance.
Four low key evening trail races around Bend, Oregon with courses of 4 to 7 miles and overall series standings for runners completing at least three races.
May 2027
A women-focused running event in Bend offering a half marathon, 10K, 5K and a kids run, with aid stations, gear drop, post-race vendors, and a community beneficiary supporting outdoor access for youth of color.
Nighttime loop race at Cline Buttes near Redmond OR offering 3.1 mile laps in timed events from 5k up to 24 hour with a Last Person Standing format and aid station support.
Trail races of 50 mile, 50K, and 10 mile around Smith Rock State Park featuring basalt cliffs, Crooked River Grasslands, and Cascade Range views.
July 2027
A multi-discipline endurance festival in Bend, Oregon combining a half-marathon trail run, mountain bike and gravel races plus solo and team competition.
Point to point trail ultras from Bend to Sisters, featuring a 100 mile Western States qualifier and a 50 mile race across Cascade single-track and mountain terrain.