Leavenworth Trail Fest

Leavenworth, United States • 23 May 2026

Event details

Leavenworth Trail Fest takes place in Leavenworth, Washington, at the Leavenworth Ski Hill Area (10701 Ski Hill Drive, Leavenworth, WA 98826) on May 23, 2026. Registration opens on November 1, 2025. Distances offered include:

  • 55k - Ski Hill 55k (two loops of the Skyline course)
  • 27k - Leavenworth Skyline 27k (Elite, Masters, Sport divisions)
  • 5k - The Town 5k

Courses, divisions and awards

The Leavenworth Skyline 27k covers about 3,800 feet of vert, starts at the ski hill base, ascends via "The Nut" for roughly 2 miles, reaches Tumwater Ridge (paraglider launch area), then descends toward Freund Canyon with views of the Eastern Cascades alpine desert before returning to the festival area. The Ski Hill 55k is two loops of the Skyline course and totals over 7,700 feet of vert.

Divisions for the 27k are Elite (time limit 2:40:00), Sport, and Masters (age 45+). Awards are given by Men, Women and Non-binary categories; top places are awarded within divisions. The event names Vert King, Queen and Monarch for fastest to the high point, with $100 each. Finishers may choose a custom finisher award or have five trees planted in Washington via One Tree Planted. All finishers receive a post-race meal at the Trail Family Food Tent. The Town 5k offers age-category awards and custom wood medals for finishers. Volunteers receive credits ($20 per hour) usable on future events. Visit the organization's website for the most recent information.

Race information

55 km
Ski Hill 55k
27 km
1158 m+
Leavenworth Skyline 27k
5 km
The Town 5k
Visit the organization's website for the most recent information.
Trail runs nearby

Tackle the Leavenworth Firefighter Challenge, a rugged trail 10k that climbs 1,665 feet through continuous uphill forest at Leavenworth Ski Hill. Perfect for runners craving a scenic but demanding test of strength and endurance.

Tackle 3,800 feet of climbing on mountain trails in the Leavenworth Skyline 27k for sweeping alpine views and a steep, rewarding challenge. Finishers choose a custom mug or tree planting and enjoy a post race meal.

Located in North Central Washington, the TedDriven Overland Ultra Relay (TOUR) is a three-day, stage-style team relay through Leavenworth, Cashmere, Entiat, and Lake Chelan. Teams of up to eight runners cover roughly 75 miles per day across..

Devil's Gulch in Wenatchee, WA on July 11, 2026 features 100 mile, 50 mile, half marathon and kids races through Ponderosa forest, rocky ridgelines and sweeping Enchantment Plateau views. Expect big climbs, epic scenery and finisher awards.

Take on the Plain Endurance Runs in Leavenworth WA on Sept 19, 2026 with 100 mile and 100K options across rugged Cascade trails and scenic alpine waterways. A self supported challenge that raises funds for local Search and Rescue and vetera..

Mad Meadows 50 in Leavenworth WA on October 10, 2026 offers 50M and 50K courses that climb above 7000 ft and wind through alpine meadows, larch stands and technical single track. Expect steep climbs, scenic ridgelines and a river finish.