Bristol
Trail Running Calendar near Bristol 2026-2027
Explore the top trail runs near Bristol for 2026-2027! We've gathered 13 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
A trail event at Pringle Nature Center on November 7, 2026 offering a 5K run and 2 mile walk with fees supporting environmental education.
Trail trail race at Lake Geneva Ziplines on Nov 14 2026 with 5K–30K options, relay teams, shirts, medals, chip timing, and aid stations.
December 2026
A trail event in Lake Geneva focused on Canicross and dog-friendly running, offering 4 mile loops or two loops for 8 miles on technical singletrack.
January 2027
Winter trail race in Crystal Lake, IL featuring a hilly single-track 10K loop and a 50K made of five laps, with aid stations, finisher medals, and age-group awards.
A winter obstacle race in Lake Geneva with kids courses, fun runs, a 20K Yeti challenge, and a competitive 10K offering cash prizes and age group awards.
April 2027
Trail races in Crystal Lake, Illinois offering 50k, 15 mile and 5 mile distances on a 5.2 mile loop through single track, prairie and pine forest.
May 2027
Nighttime obstacle race in Pingree Grove, IL with multiple 5K heats and a 30K unlimited laps option, illuminated obstacles, live entertainment, and onsite parking.
July 2027
Kishwauketoe 5K Run / Walk in Williams Bay featured a 5K and a quarter mile kids run, with 280 finishers and community volunteers restoring trails after a storm.
August 2027
A Scottish Highlander themed obstacle race in Pingree Grove on August 7, 2027 offering 50K, 15K, 5K, family 3K, a torch lit night run and a haunted 5K.
Test your teamwork at Richardson Adventure Farm with 5 km, 15 km, or multi-lap Infinity courses featuring iconic obstacles and varied terrain.
September 2027
A family friendly fundraiser on September 18, 2027 at Petrifying Springs Park with 1 mile and 2.25 mile routes and a virtual option supporting Rey de Reyes Ministry.
October 2027
A 10-hour endurance walking challenge at Alpine Valley Resort in Elkhorn, WI with 7, 14, 21 or 28 mile options and optional weighted rucks.