Trail Running calendar near Bloomington 2025-2026

Challenge yourself on scenic trails around Deam Lake with choices from a 6 mile or 12 mile run to a 4 hour endurance option. All finishers earn awards and the race is part of the Winter Warrior series for extra bragging rights.

Tackle rugged singletrack at the JMF Trails Hillbilly Half, a scenic trail half marathon through Louisville's Jefferson Memorial Forest on November 22. Expect challenging climbs, forest views, and friendly aid stations to keep you moving.

Hit the trails at the Harrods Creek Trail Bash with scenic 5K and 10K loop options through meadow and single track. Enjoy a community run that supports park upkeep and snag a long sleeve tee with early registration.

Shake off Thanksgiving at Turkey Trails Indianapolis on Nov 29 at Northwestway Park with a fun 1 Mile, timed 5k and 10k, Kids Dash and virtual option. Chip timing, shirts, medals, awards, free photos and finish treats.

Run scenic, rugged trails in Jackson Washington State Forest at Jackson County Ultras on December 6 with 10 mile, 50k, 100k and team relay options, laps that pass lakes and ridgetop views. Indoor post race comfort and buckle awards for 100k..

Run the Waverly Winter Warrior at Waverly Park in Louisville on December 14, choosing a 6.5 mile trail loop or a half marathon. Part of the Winter Warrior Series, the event rewards every finisher and offers bundle discounts for multiple rac..

Winter Night Trail Run : January 10, 2026, Eagle Creek Park The Winter Night Trail Run takes place January 10, 2026 at Eagle Creek Park in Indianapolis, Indiana. The event uses a mostly single-track loop of 6.55 miles. Distances offered: Q..

Take on scenic single track trails in Morgan Monroe State Forest with 10 mile and 20 mile options on January 11 in Martinsville, IN. Aid stations with fireplaces and hearty race fare make this a cozy winter trail challenge.

Join the Bop to the Top Stair Climb in Indianapolis on Jan 17, 2026 to conquer 36 floors and support Riley Children's Foundation. Choose single, triple or team climbs and get a long sleeve shirt.

OPSF5050 in Owen Putnam State Forest near Poland IN offers 50 mile, 50K, 14 mile and 10K trail races. Enjoy mostly singletrack, rolling hills and technical terrain on a scenic lollipop loop and remember this cupless event requires carrying..

Knobstone 50 on April 11, 2026 is a point to point 50 mile trail race through rugged southern Indiana with roughly 10,000 feet of climbing along the Knobstone Trail. Registration closes April 3 and pacers are allowed for the 50 mile field.

Join the Backside Trail Marathon in Louisville's Cherokee and Seneca Parks on April 26, 2026, with marathon or half on scenic single track. Medals for all finishers and a Double Down award for back to back weekend runners.

Test your limits at the Grind on the Grid Backyard Ultra in Wingate, IN, where runners repeat a roughly 4.17 mile out and back loop every hour until one person remains. Tents and canopies are welcome the night before and the field is limite..

Run rugged trails in Brown County at Dances with Dirt Gnaw Bone, with steep ridges, creek crossings, and scenic woods near artisan Nashville, Indiana. Options from 5K to 50M plus a relay and post race barbecue and brew.

Challenge yourself in 6 hour or 12 hour relays and ultras on a scenic loop of trails and roads at Hawthorn Park. Solo and team entries, camping, on site food and finisher medals make it a festive weekend of racing.

Explore Morgan Monroe State Forest on June 5 and 6, 2026 with a rugged 100 km trail with 8,500 feet of climbing through old growth forest and rock formations. A 20 mile option shares the loop and virtual entries come with swag.

Join the 6th Annual Honor and Remember Run at Cool Springs in Velpen IN to salute veterans, first responders and 9/11 heroes. Choose 5K, 10K trail with a Ruck option or virtual entry and enjoy awards, refreshments and timed results.

Run scenic loops at Lincoln State Park with marathon, 14K or 5K options through woods and gravel. Aid stations, marathon drop bags and eco friendly finisher mementos make this a welcoming trail event.