Trail Running calendar near Monterey 2025-2026

Get into the holiday spirit with the Nashville Jingle Bell Trot, a festive trail 5k in Antioch with on site and virtual options plus a free kids 1k. Enjoy holiday music, race swag, awards and support The Nashville Food Project.

Take on scenic trails near Chattanooga at the Bad Beard X Evergreen Property Grp Holiday Hustle on December 21, 2025. Enjoy Christmas swag, pancakes, a kids fun run and a family friendly vibe while supporting the Tennessee River Gorge Trust..

Join the Frozen Nuts Trail Run in Nancy, KY on January 3, 2026 for a scenic winter day of trail running with a half marathon, 10K, 5K run or 5K competitive walk. Choose your distance and enjoy trails, camaraderie, and cool weather racing.

Tackle a scenic 25K on Raccoon Mountain at the Rabid Raccoon, a counter clockwise trail test featuring ridge and singletrack terrain with a five hour cutoff. Enjoy aid stations, post race food and a campfire style finisher mug.

Explore Maryville College Woods at the Wanderers Trail Race with a chip timed 5k, a youth 5k and a Kids Trail Mile. Tackle rolling hills, streams, rocks and roots in a scenic, family friendly trail challenge.

Take on the flat, scenic Eureka Trail at Gone Loco on Feb 8, 2026 with distances from 11 miles to a 55k qualifier. Limited to 150 entries, the race adds an 11 mile ruck division and livestream coverage along a runnable woodland route.

Take on the Nature Park 50K, a scenic one loop trail race through Chattanooga's Enterprise South Nature Park. Enjoy rolling single track, dense woods, abundant wildlife and a memorable run through historic concrete bunkers.

Run from the riverfront to Ross's Landing in Chattanooga with sweeping views of Lookout Mountain. Choose a 27 mile Barely Ultra, 50 or 100 mile challenge, then celebrate finish day with a Whiskey Festival, live music, and prize money.

McKee Southern 6, a scenic 6K on White Oak Mountain in Collegedale TN, is on Feb 22, 2026. Cash prizes support the Outdoor Adventure Program that brings local kids to campus ropes courses; expect a steep opening mile and rolling finish.

Run scenic single track atop Signal Mountain in a 50K or 10 Miler with views of the Tennessee River Gorge. Enjoy shoe demos, a post race meal and free beer while supporting Signal Mountain Athletics and local rescue teams.

Hit the trails at Lucky O'possum in Nancy, KY on March 21, 2026, with 5K, 10K and half marathon options for every pace. Expect rolling singletrack, friendly competition and postrun smiles for runners of all levels.

Run the scenic, moderately hilly single track at Concord Park in Knoxville on March 21, 2026 with 10K, 20K and a kids trail mile to choose from. Expect a friendly trail vibe, challenging terrain and a fun day outdoors.

Choose a 50K or half marathon through Fall Creek Falls State Park on the restored original course, with scenic overlooks and a suspension bridge. Aid stations, finish line hot food, and nearby lodge rooms make for a memorable trail weekend.

Savage Gulf Marathon features a rugged, technical course through waterfalls, bluff edges and old growth forest. Limited to 200 runners, this scenic yet demanding race benefits Tennessee Park Rangers.

Run the scenic Flipper Bend Trail on Signal Mountain with half marathon and 5 mile options while supporting local park and trail projects. Entry includes a post run party with beverages and chili for a festive finish.

Run scenic rim top trails in Sewanee with distances from a Half Marathon to an epic 100 Miler through Franklin State Forest. Expect big climbs, sweeping overlooks and handmade awards to mark each loop.

Stillhouse 100K in Soddy Daisy TN is a brutally beautiful trail ultra on technical single track with nearly 12,000 feet of climbing over rugged creeks and ridgelines. This demanding 100K is suited for experienced ultrarunners only.

Support Sharps Ridge Veterans Memorial Park at the Veterans Heritage Ridge Run on Saturday, April 25, 2026. Choose a 5K timed trail run, 10K Ruck Race or 1 mile family walk through scenic wooded hills with a JROTC competition.

Conquer the Bluff on May 2, 2026 in Jacksboro, Tennessee invites runners to tackle a rugged 4.2 mile out and back with a 930 foot climb to a scenic overlook. Proceeds benefit Campbell County High School scholarships.

Run through Knoxville's Urban Wilderness after dark in this 6 mile trail race with student and kids options on May 9, 2026. Trails are mostly unlit so bring a headlamp or flashlight and expect a fun challenging night adventure.