Red Wing Trail Challenge

Billings, United States • 5 Jul 2026

Red Wing Trail Challenge (Lagrangeville, NY)

The Red Wing Trail Challenge is a trail running event organized by Conquer The World Endurance (CTW Endurance) on July 5, 2026. This is the ninth annual running of the event at Red Wing Recreation Area in Lagrangeville, New York.

Participants can choose from the following distances:

  • 60K roughly 6600 ft of gain, four laps of the 15k loop
  • 30K about 3300 ft of gain
  • 15K about 1650 ft of gain

The routed course is a 15k trail loop composed of grass, gravel, single track, double track, dirt, and rocks. The 60K covers the loop four times to reach its total elevation gain. The trail is described as generally runnable.

Aid provision includes at least one on-course aid station and one at the start/finish area. The start/finish area also provides a space for 60K runners to set up a base with fuel and hydration on each lap. Aid station supplies are listed as water, Skratch, UCAN, and basic snacks such as pretzels, bagels, and bananas.

Awards are given to the top three male and female finishers in each race. Unique finisher awards are planned for all finishers in the 60K and 15K races. Food and drinks will be available after the races. Registration closes on July 4 at 11:59 PM ET; registration by June 18 guarantees a race shirt. Visit the organization's website for the most recent information.

Race information

60 km
60k
30 km
30k
15 km
15k
Visit the organization's website for the most recent information.
Trail runs nearby

An 8.6 mile trail run at Minnewaska State Park Preserve on June 24 with chip timing and commemorative towels for finishers. Entry is limited to 250 runners and parking carries a 10 USD per car fee.

A 3.1 miles moonlight trail run at Lakeside Park in Pawling, NY with varied terrain, glow markers, required personal light, post run towel and a handmade finisher medal. Proceeds support the Pawling Recreation Department.

Part of the Shawangunk Runners summer series, this week features a 4.7 mile Undercliff Overcliff loop plus kid races, held at Trapps Bridge with parking at Mohonk Preserve West Trapps and no registration fee.

Experience a midweek evening trail run through the diverse terrain of Bowdoin Park. This 5 mile race features a mix of grass and rocky trails with awards for top finishers and a food drive for the local pantry.

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