Bend
Trail Running Calendar near Bend 2026-2027
Explore the top trail runs near Bend for 2026-2027! We've gathered 17 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
35th OXFORD Classic Community 5K in Drake Park, Bend, is a flat riverside loop open to all ages with free registration.
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
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.
Overnight and day loop racing at Cline Buttes with 3/6/12/24-hour options, a Last Person Standing format, and a 5k on a 3.1 mile loop with a steep climb.
Spring trail races at Smith Rock State Park and nearby grasslands offering 50 mile, 50K, and 10 mile courses with Cascade views.
July 2027
A multidiscipline endurance festival in Bend, Oregon with a trail half marathon, 39 mile mountain bike race, gravel options, and solo and three-person team competition.
Two point to point ultramarathons from Bend to Sisters offering a 100 mile and a 50 mile option, mountain trails, multiple aid stations and a 32 hour cutoff for the 100 mile.
September 2027
Trail 50K and point-to-point half marathon in Sisters, Oregon on Sept 18, 2027, featuring alpine views, shuttle access, finisher medals, and support for Sisters Trail Alliance.