Three Sisters Skyline

SEP
18
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.
Sat 18 Sep 2027
50 kilometers Half Marathon

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Three Sisters Skyline

Three Sisters Skyline takes place on September 18, 2027 at Village Green Park in Sisters, Oregon. The event offers two trail distances:

  • 50K
  • Half Marathon

The 50K route reaches the edge of the Three Sisters Wilderness and runs through Ponderosa pine forest, areas recovering from a 2012 forest fire, alpine meadows, and alongside a mountain stream. The Half Marathon is a point-to-point course with a net downhill.

Shuttle service transports runners to the start; the ride is about 15 minutes. Runners are not permitted to be dropped off at the start because parking is limited and causes congestion at the bus turnaround. Warm-up clothing may be taken to the start and will be transported back by race staff; items left on the shuttle will not return to the finish.

Registration fees vary by date ranges for each distance. Each finisher receives a medal; the top three female, male, and non-binary finishers in each race receive prizes from sponsors. Pre-race offerings include products from Sisters Bakery and Backporch Coffee. A post-race burrito bar is provided for runners and volunteers.

Accommodations and camping are available in Sisters and nearby Bend and Redmond. The race is held under a special use permit with the Deschutes National Forest and City of Sisters and benefits the Sisters Trail Alliance. Visit the organization's website for the most recent information.

50 km
50k
Half Marathon
Half Marathon

Events nearby

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.
Experience a scenic autumn tradition in Bend with downhill courses and riverfront views. Choose between a half marathon, the historic Bigfoot 10k, or a family friendly 5k through the Old Mill district.
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.
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