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Trail Running Calendar near Terrebonne 2026-2027

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Explore the top trail runs near Terrebonne for 2026-2027! We've gathered 15 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
A Halloween ranch run in Sisters, OR offering 5k, 5 mile and a free kids dash, with costume contest, Ghosty Beanie swag and a finish-line party.
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
Trail race at Cline Butte near Redmond, Oregon offering 50K, 20 mile and 15K courses with broad Cascade views and varied trail terrain.
A trail event near Sisters, Oregon on April 11, 2027 offering 40 mile, trail marathon, and 20 mile options with aid stations, finishers' socks, and local fundraising.
A four-race trail series in Bend, OR with courses of 4 to 7 miles, overall standings for those who run three or more races, and awards after the final race.
May 2027
A one-day, 57-mile relay in Bend with 12 legs, brewery exchange points, and a riverside beer festival finishing at Drake Park.
Trail 50K and half marathon in Sisters, Oregon on May 2, 2027, starting and finishing at Village Green Park with finisher medals and aid stations staffed by the Ridgeview High School XC team.
A women-focused running event in Bend offering half marathon, 10K, 5K and kids runs with aid stations, race swag, post race vendors and a community beneficiary.
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 multi discipline endurance festival in Bend, Oregon featuring a 13.1 mile trail run, 39 mile mountain bike race, 55 or 39 mile gravel ride and three person team racing.
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.
August 2027
All-trail marathon, half, and 6.5-mile races plus a three-person marathon relay through Deschutes National Forest near Bend, Oregon on August 7, 2027.
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.
October 2027
A community 5K within the long-running Oxford Classic, this flat mixed-surface loop in Drake Park follows the Deschutes River and is open to all ages.
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