Trail Running calendar near Monterey 2025-2026

We have found 33 Trailruns within 80 miles of Monterey. See below where and when you can find the races.

Located at Frozen Head State Park in Tennessee, The Barkley Fall Classic is a 50-kilometer trail race through the rugged Brushy Mountains. It emphasizes endurance with brutal climbs and descents, minimal markings, and no GPS; the course map is only revealed the night before, demanding navigation and..

The Flat Top Mountain Farm Harvest Hustle 5K is an off-road running event held in Soddy Daisy, Tennessee. The race course winds around the farm, taking runners along horse pastures with scenic views of sunflower fields and the Blue Ridge Mountains in the background. This 5K race offers participants..

Big South Fork Trail Race unfolds in the Big South Fork National River and Recreation Area near Oneida, Tennessee. The event offers a 17.5-mile out-and-back/loop course that starts and finishes at the John Litton General Slavens Trailhead by the Bandy Creek Campground; the first 1.5 miles are paved..

October 2025

Little Dog's Backyard Ultra, held in Bell Buckle, Tennessee, is the sport’s famous Last Runner Standing event. The course features 4.1667-mile laps at the historic site where Backyard Ultra began and the World Championship is decided. The event invites runners to test endurance in a setting describe..

River Ridge Trail 5k is a trail run/walk held each October on the Camp Tipton trail system in Maryville, Tennessee. The race takes place at 933 Walker School Road, Maryville, and centers on honoring River Scantland, with proceeds supporting scholarships to Camp Tipton families who need assistance, u..

The Long Hunter Trail Runs take place in Long Hunter State Park near Hermitage, Tennessee, just outside Nashville. The event offers three distances: 50K, marathon, and half marathon. The courses loop around Couchville Lake and include trails such as Bryant Grove, Cliff Trail, and Jones Mill, with th..

The Chattanooga Mountains Stage Race is a challenging three-day trail running event held in the scenic mountains around Chattanooga, Tennessee. Covering a total of 60 miles, the race features a 20-mile run on Signal Mountain, an 18-mile point-to-point course along the Cumberland Trail by North Chatt..

Hosted by Andrew Jackson’s Hermitage in Nashville, Tennessee, the 3rd annual 7K Run offers a cross-country course set on the 1,120-acre National Historic Landmark property. Runners traverse paved paths and grassy fields through rolling hills, with views of Tulip Grove Mansion and Hermitage Church, f..

The Sewanee Slammer is a 20-mile trail race held in Sewanee, Tennessee, featuring a scenic loop along the Perimeter Trail at the University of the South atop the Cumberland Plateau. Runners experience beautiful overlooks, geologic formations, lakes, ponds, and upland deciduous forests. The course st..

The Big Dog's Backyard Ultra will take place in Bell Buckle on Saturday 18 October 2025.

No Business 100 is a trail ultramarathon held in Jamestown, Tennessee, October 24-25, 2025 (the 9th annual). The race features a single loop of about 102 miles with roughly 14,500 feet of ascent, run on technical single-track trails through the Big South Fork National River & Recreation Area and acr..

The Mammoth Cave 50K/25K is a trail running event held in Mammoth Cave National Park, Park City, Kentucky. Scheduled for October 25, 2025, it features two distances: a 50K and a 25K. The race takes place on the scenic Bike & Hike Trail, a crushed gravel out-and-back route named after a historic rail..

Firewater Ultra takes place in Greenback, Tennessee, along the East Lakeshore Trail on Tellico Reservoir. Distances include a 100K; a 50K with Sunrise and Sunset variants; a 50K Relay; and a new 25K Ruck. The course uses the end-to-end Tellico Lake trail system: the 100K runs out and back the full l..

November 2025

The Norris Ultra Dam Hard Trail Race is a trail-running event held at Norris Dam State Park in Norris, Tennessee. It offers two distances, 25k and 50k, both run on single-track trails and jeep roads across Norris Dam State Park and the Norris Municipal Watershed. The 25k is a single loop; the 50k is..

Urban Nature 10K in Chattanooga, TN is a 10-kilometer race organized by Wild Trails. It combines half on North Chattanooga roads and half on the Stringers Ridge trail, starting and finishing at Coolidge Park under the Market Street Bridge beside the Tennessee River. The course offers a unique, chall..

Barn Creek Backyard Ultra in Jamestown, Tennessee, is a Last Man Standing ultramarathon on a 4.167-mile out-and-back course through private woods adjacent to Colditz Cove State Natural Area. The route blends gravel, road, and trail with less than 300 feet of elevation gain and crosses Barn Creek on..

The Bad Beard Events River Gorge Trail Race, held near Chattanooga, Tennessee, offers three challenging distances: 6.5, 10.2, and 20 miles. Set in the scenic Prentice-Cooper Wildlife Management Area, the course features technical single-track trails through Mullens Cove and Pot Point loops, showcasi..

Santa Trail 5K at Dugas Community Park in Scottsville, Kentucky, offers a festive 5K on the Dumont Hill trail system. The main event is a 5K trail run/walk, with an accessible loop for walkers, runners, and those pushing strollers or rolls. A Child Dash for ages 10 and under and a virtual participat..

The Fall Creek 100 is an ultramarathon event held in Spencer, Tennessee, within the scenic Fall Creek Falls State Park. The race offers three distances: 50K, 100K, and 100 miles, with the 50K and 100K introduced in 2025. The course features stunning natural landmarks, including suspension bridges ov..

Pilgrimage in the Park is a Thanksgiving Day 5K Run/Walk at Pulaski Park in Nancy, Kentucky. The event offers a 5K Run/Walk and a Fun Run/Walk on scenic new trails, featuring views of Lake Cumberland. The 3.1-mile course is suitable for runners and walkers. A portion of the proceeds benefits the Ame..