Trail Running calendar near Brighton 2025-2026

Howl-o-ween 5k – Schaumburg takes place in Rolling Meadows, IL at Busse Woods. This pet-friendly 5k run/walk follows a scenic, paved, flat out-and-back Busse Woods Trail and is timed by J3 Timing with live results. The event supports animal..

Among the Trees on Oct 25 in Dousman WI invites trail runners to tackle 50k or 100k routes on Scuppernong and Ice Age Trail loops. Finishers get to brand a wooden medal with optional finish time for a memorable keepsake.

Energetic community races at the Momemtum Fall Classic in Janesville on October 25, 2025. Choose a 1 mile or a scenic three loop 5k on Optimist Community Park trails with proceeds supporting Momentum Track and Cross Country Club.

Join the Fancy Nonsense 25k or 50k for a whimsical trail ultra through Palos Trail System near Chicago, featuring runnable single track loops and full aid stations. Expect mischief, laughs, and a joyful return to the love of running.

ERC John Hennelly Public Cross Country Races are held at Lovelace Park in Evanston, IL. The event features a three-lap, 3.5-mile cross-country course that weaves hills, open fields and varied terrain, offering a challenging run for individu..

Bristol Woods Trail Run takes place in Bristol, Wisconsin at Bristol Woods County Park, hosted at the Pringle Nature Center (9800 160th Ave). The event offers a 5K Trail Run and a 2 Mile Walk, plus junior versions for participants 18 and un..

Hit the trails at Elver Park on Saturday November 1 for a family friendly event offering 10K, 5K and a free kids 1K. Finish by the main shelter, enjoy a post race raffle and friendly community vibes.

Warrior 5K & 8K...Through The Park is a fall trail running event held at Greenfield Park in West Allis, Wisconsin. The weekend offers a 5K Run, 8K Trail Run, a 2.25 Mile Walk, and team options for the 5K and 8K, with cross-country-style sco..

Turkey Trails - Greater Chicago is a Thanksgiving-themed running event in Shorewood, Illinois, held at Hammel Woods Route 59 Access (554 Brook Forest Ave). It offers in-person distances of 1 mile, 5k, 10k, a Kid’s Dash, plus a Virtual Race..

Event details The Big Timber XC Challenge takes place Sunday, November 9, 2025 at Camp Big Timber, Big Timber Road at Tyrrell Road, Elgin, Illinois. Distances offered: 3 miles - one loop of the perimeter trail 5 miles - two loops of the pe..

Join the PRO Mixed XC Relay at Mitchell Park in Brookfield on Nov 9, a four leg mixed relay with each teammate running a 3K in male female male female order. Open to clubs and individuals with Youth, High School, Open and Masters divisions.

Run the Fast Track Cross Country Open in Schaumburg on Sunday November 9 with separate men and women races on a scenic 3.05 mile looped grass course. Open to all ages and abilities, teams are welcome.

Event overview The Fast Eddie 50k/5k takes place on Saturday, November 15, 2025, at Lapham Peak in Delafield, Wisconsin. The event includes the following distances: 50K 5K The location listed is W329 N, 846 County Trunk Hwy C, Delafield,..

Join the Bucks & Does 13.1 Pointer on November 15, 2025 in Nashotah Park for scenic wood chip trail races including a half, 10K, 5K and a kids Bambi Run. Enjoy shaded paths, chip timing and a unique finisher woodle.

The Forge Trail Run Festival takes place at The Forge: Lemont Quarries in Lemont, Illinois, a late‑fall Midwest trail event set among woods, gravel paths, and the historic Lemont Quarries and I&M Canal. Runners may choose from 10K, 20K (Hal..

Join the Abominable Trail Race at LG Ziplines near Lake Geneva on November 15, 2025 for scenic 5K, 15K and 30K trail courses with individual and relay team options. Finishers get a medal, tee and a craft beer or hot cider.

Join the Orland Park Turkey Trot on Thanksgiving morning for a chip timed 2.5 mile run through scenic roads, paths and woods near Village Hall. Finishers get a long sleeve dri fit shirt, raffle entry and a chance to win a prize turkey.

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.

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.