Trail Running calendar near McHenry 2025-2026

Run the Bucks & Does 13.1 Pointer through scenic wood chipped trails at Nashotah Park with a half marathon, 10K, 5K and a free Bambi Run for kids. All finishers receive a custom finisher woodle and can warm up with a free hot chocolate bar.

Run the scenic Lemont quarries and I&M Canal at The Forge Trail Run Festival, with distances from 10K to 60K for every trail runner. Expect wooded single and double track, some technical sections, and a friendly festival vibe with limited e..

Run the inaugural Fast Eddie 50K or the popular 5K at Lapham Peak, enjoying scenic woodland loops and rolling trails. All entry proceeds benefit the Little Warrior Foundation supporting children facing cancer.

Run scenic trails at the Abominable Trail Race in Lake Geneva on November 15 with 5K, 15K and 30K distances plus team relay. Celebrate at Base Camp with live music, food trucks, local beer and cozy fire pits.

Join the Orland Park Turkey Trot for a chip timed 2.5 mile cross country run through woods and paved paths around Village Hall. All participants get a long sleeve dri fit shirt and winners take home prize turkeys.

Run the 53rd Rockford Road Runners Thanksgiving Turkey Trot on Nov 27 for a rugged 5k trail at Atwood Park with hills, rocks and roots. Enjoy holiday fun while supporting the Rock River Valley Food Pantry and local youth programs.

Join the Winnetka Turkey Trot on Thanksgiving morning for a fun 5k on the Green Bay Trail with Family Trot and Speedy Trotters divisions and a rolling start. Festive vibes, kids get #1 medal and proceeds support local charities.

Join the Brooks Northeast XC Championships at Franklin Park on November 29 for fast 3K and 5K races for youth, high school and open runners. Enjoy medals, swag for early registrants and a shot at San Diego qualification.

Join the Brooks Midwest XC Championships on Nov 29, 2025 at UW Parkside in Kenosha, WI. Multiple races award medals and offer a shot to qualify for the Brooks XC Championships in San Diego.

Chicago Gaelic Park Carraig Challenge The event is a cross country running and walking event at Chicago Gaelic Park / Carraig Irish Pub in Oak Forest, Illinois, on Sunday, November 30, 2025. Two course options are offered: 5K run 1.5 mile..

Run the peaceful Glacial Drumlin State Trail at the Quiet Silence 50k in Lake Mills, WI, with 50k and 25k routes on crushed gravel. This timed race awards top finishers and asks runners to keep quiet for nearby neighborhoods.

Challenge winter single track trails at Veteran Acres and Sterne's Woods in Crystal Lake on a triple black diamond course offering 50K, 10K and relays. The 50K is five laps of a 10K loop with a warm Gnome Depot serving hot food and coffee.

Take on the 50K MASHUP SLAM, a Midwest trail series that spans eight scenic events and rewards runners who finish five races with a special finisher buckle. Top series placers earn awards at the final G.O.A.T.z or Miner 49'er event.

Take on the Whitewalker Ultra 100k in Palmyra WI, a two loop 100k over scenic Ice Age Trail and Scuppernong trails. Expect rugged single track, aid stations on course, and a 24 hour finish limit for a true winter challenge.

Tackle winter trails in the Fox Valley with a three part Challenge Series featuring a 5K in Batavia, 8K in Aurora and 10K in St Charles across Jan to Mar. Register single or as a bundle and earn upgraded swag for multiple races.

Run or skate across frozen Lake Mendota at the Frozen Assets 5K, starting and finishing at The Edgewater hotel. Enjoy skyline and UW campus views while taking part in a chilly festival favorite, with options for walkers, runners, and skater..

Tackle the middle race of the Fox Valley Winter Challenge Trail Series on Feb 21, 2026: an 8K at Oakhurst Forest Preserve with a steep sledding hill climb and twisty, rolling winter trails. Finishers get a custom medal and premium cold weat..

The Muddy Shamrock at The Forge offers a half and quarter trail run through scenic Lemont Quarries with rock, roots, mud and technical single track. Expect lap based routes, rustic terrain, one aid station and a fun, challenging day outdoor..

Take on the Skunk Ape 806 314 Trail Race at Lowell Park with 33.75 mile and 13.5 mile solo options or a team 806 relay. Alternate wooded loops, enjoy hearty aid station fare and finisher swag, and chase podium awards and great camaraderie.

Run the Fox Valley Winter Challenge 10K at Hickory Knolls in St. Charles on Mar 22, 2026, over mixed trails and rolling climbs to test your pace. Finishers earn winter swag and a medal, plus extra gear for completing the series.