Photo: Bureau of Land Management Oregon and Washington from Portland, America · Public domain
Grants Pass · United States

Cycling & running events in Grants Pass, 2026

21events this year

21 races within 80 km of Grants Pass

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Top events

A few races to know in Grants Pass

We all need a goal — why not think big? Pick one and start training for it. Already happened this year? Find some practice races to build toward next year's edition.
Run·Road
Grants Pass

Pioneer Road Run

The Pioneer Road Run takes place in November, starting at Phoenix High School in Phoenix, Oregon. It features a 9-mile race, a 5K, and a Pioneer Wheelchair 5K. The 9-mile race begins in the morning, with the 5K starting 30 minutes later. Both races must be completed by noon. The route follows public roads and trails that remain open to vehicle traffic. Participants should be mindful of cars on roads and paths. The event provides age-division ribbons, supports the Phoenix High School Cross Country team financially, and gives anniversary hats to the first 200 entrants. Commemorative pint jars are also available for purchase as an additional fundraiser.

Road
Bike·Track
Grants Pass

Longest Day Mile

The Longest Day Mile is a one-mile track race held at Phoenix High School Track, run as four laps instead of a road loop. It is organized around evening heats sorted by expected pace, with separate groups for runners under 5:45, 5:46 to 7:00, 7:00 to 9:00, 9:00 to 11:00, and 11:00 minutes or slower. The setup accommodates different types of mile runners on the same night: fast runners aiming for a specific time, age-group competitors, and individuals preferring a more relaxed heat. Ribbons are awarded to the top three finishers in each age group, and a $100 prize is offered for any man finishing under 4:00 or any woman under 4:40. Entry is affordable, with online registration set at $13 and race-day entry at $15. The track is reserved strictly for registered runners: no headphones, dogs, baby joggers, bicycles, skateboards, or roller skaters are permitted.

Track
Run·Trail
Grants Pass

Tough as Nails - Roxy Ann Trail Race

The Tough as Nails - Roxy Ann Trail Race is a May trail race held at Prescott Park on Roxy Ann Peak in Medford, Oregon. Participants select between a 10-mile or 5K race, both commencing and concluding at the upper gravel parking lot near the peak's base. The 10-miler begins earlier in the morning, with the 5K starting 30 minutes later. This setup accommodates trail runners seeking a challenging ascent and individuals preferring a shorter run within the same mountain environment. The 10-mile course combines service roads with trails, incorporating some of Roxy Ann's newer paths and gaining approximately 1,800 feet in elevation. The 5K follows a more straightforward path, running counter-clockwise around the service road before returning to the finish. Southern Oregon Runners, a nonprofit organization, organizes the event, with proceeds benefiting the Talent Middle School cross country team. All finishers receive socks, establishing a practical tradition beyond the typical medal souvenir.

Trail
About cycling & running in Grants Pass

Grants Pass Training Notes

Running: Locals keep running close to the Rogue River, especially the greenway trail when they want steady miles without overthinking it. All Sports Park and Lincoln Park work for simple weekday loops, and Riverside Park keeps the city centre tied to the river. Cathedral Hills gives runners lots of trails and various difficulty levels, plus the occasional great view. Wild Rose Loop at Cathedral Hills feels easiest IMO, while Bolt Mountain is the favorite trail run when legs want bite. A running group meets Wednesday evenings at Growler Guys in Grants Pass. The Rogue Marathon anchors the calendar, with Holiday Hustle 5K and Opal’s Walk for Freedom - Grants Pass in the mix.

Cycling: Riders in Grants Pass talk about Cathedral Hills first, because the system has over a dozen miles of multi-use trail and lets you make it as long or as short as you’d like. The Outback loop at Cathedral Hills gives riders three miles when they want a tidy spin. Mountain of the Rogue on Tin Pan Peak brings 13 miles of downhill gravity MTB, with Rat Pack and Darkside as the climb trails and Breakdown and Freewheel waiting after the work. Bike Kraft runs a Thursday evening group ride at Mountain of the Rogue. SOTA, Bike Kraft, Club Northwest, and Don’s Bike Center keep the scene connected. Bolt Mountain sits south of Cathedral Hills and brings the raw, technical climbing.

Season: Spring, summer, fall, and winter all work here, so locals can stack base miles without treating Grants Pass like a short-season town. Summer days run sunny, dry, and hot, then the night air drops enough to make early starts and late Z2 rides feel normal. The Rogue River greenway, Layton Ditch Trail, and Waters Creek suit summer running when shade and pacing matter. Winter changes the mood more than the access, because Grants Pass has mild winter temperatures and snow rarely reaches the valley floor. Snow sits on the mountains around town, while the decomposed granite drains like crazy down low. Riders call it prime riding season when the rest of the region gets snow and slop.

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What runners & riders are signing up for

If you're traveling — or just curious — here's where the action is across two of the most active markets on TrainerDay.