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Trail Running Calendar near Leavenworth 2026-2027

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Explore the top trail runs near Leavenworth for 2026-2027! We've gathered 14 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

Trail Running Calendar United States
September 2026
Sep
6
Su

Amanda Holmes Memorial 5K Terrain Run

Trail Run 5 km
A 5K terrain run with road and trail sections in Leavenworth, Kansas on September 6, 2026. A virtual 3.1 mile option is available and the registration fee is $35.
Sep
12
Sa

Hawk Hundred

Trail Run 26 mi 50 mi 100 mi
Trail running at Clinton State Park with 100 mile, 50 mile and marathon options on a 25 mile technical loop with staffed aid stations and chip timing.
Sep
26
Sa

Wandering Wolves 50k

Trail Run 12 km 25 km 50 km
September 26, 2026 in Kansas City, KS: trail races of 50k, 25k and 12k on mostly single-track loops with aid, event shirt, medals, and catered food after the race.
October 2026
Oct
3
Sa

Tale Of Two Trails

Trail Run 10 mi 20 mi 40 mi 50 mi
Trail races at Shawnee Mission Park with 10, 20, 40, and 50 mile options on two connected trail systems, organized by Team Sparkle.
Oct
24
Sa

Haunted Jaunt 10K Trail Race - Lawrence

Trail Run 5 km 10 km
A nighttime trail event on the Lawrence River Trails offering 5K and 10K loop courses with themed spooky elements, required personal lights, aid stations, wooden finisher medals, and family-friendly age rules.
November 2026
Nov
7
Sa

Sanders' Saunter Charity Race

Trail Run 10 km 25 km 50 km
A charity trail run at Clinton Lake offering 50K, 25K and 10K on marked trails with aid stations, required hydration for longer distances, and a Hero Runner fundraising program.
Nov
14
Sa

Tour de Trail - Shawnee Mission Park South

Trail Run 10 km
A 10k-ish trail race at Shawnee Mission Park South on November 14, 2026, organized by Team Sparkle with $5 of each entry donated to Urban Trail Co.
Nov
26
Th

New Hope Turkey Trot

Trail Run 5 km
A self-timed trail fundraiser in Smithville, Missouri offering a 5K trail run/walk and a 1.25 mile family fun run. The route includes campground roads, Lake Remote trails, varied footing, wildlife sightings, and nature stations.
Nov
26
Th

Parkville Turkey Trail Trot 5K

Trail Run 5 km
Thanksgiving morning at English Landing Park with a professionally timed 5K and a 2 mile family walk supporting local parks and animal shelter.
Nov
28
Sa

Chup's Revenge

Trail Run 5 mi
A five mile club run at Shelter 14, Wyandotte County Lake Park in Kansas City often held in late November as a Turkey Trot style event.
December 2026
Dec
19
Sa

Slough and Steady

Trail Run 25 km 50 km 100 km 125 mi
Trail event at Perry Lake near Ozawkie, KS with five marked sections, multiple distances, aid stations, and a 50K loop with 3,300 feet of elevation gain.
January 2027
Jan
17
Su

Alternate Chili Trail Run

Trail Run 10 mi
A very hilly 10 mile trail loop in Kansas City with limited aid, timing, chili and awards, limited to 100 runners and organized by Trail Nerds.
Jan
23-24
Sa - Su

Cactus Roulette Endurance Event

Backyard Ultra
Duration trail race at Clinton Lake State Park where runners spin a roulette wheel to select one of three loops; time options include 24, 12 and 6 hours.
February 2027
Feb
20
Sa

Psycho Wyco Run Toto Run

Trail Run 10 mi 20 mi 50 km
Looped trail event in Kansas City with 10 mile, 20 mile and 50K options on rocky, hilly single-track; field limited to 190 participants.
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