Trail Running calendar near Billings 2026-2027

A November trail party at South Mountain Reservation offering looped distances from a Kids 1M to a 50K, varied carriage roads and singletrack, on-course aid at the start/finish, adaptive support, and a charity partnership with Bigger Than T..

Experience a 5K trail race through the scenic Stillwell Woods Preserve in Woodbury. This event honors the memory of Rob Lauterborn and supports the Center for Developmental Disabilities.

Challenge yourself on the historic Tower Trail at Sleeping Giant State Park. Choose between 4 or 8 hours to complete as many 3.3 mile loops as possible on this scenic gravel path to the Observation Tower.

Trail races at South Mountain Reservation feature 5K, 10K and 13.1 miles on looped courses over fire roads, single track, hills and pavement, with aid about every three miles and race day registration available.

An ultramarathon in Prospect Park, Brooklyn on December 6, 2026 offering 50K and 50 mile looped courses with potluck-style aid, Skratch Labs hydration, chip timing, and finisher belt buckles.

A novelty one mile event on December 6, 2026 in West Orange, NJ combining four cycles of drinking eight ounces of egg nog while stationary then completing a quarter mile loop. Dairy and Non-Dairy divisions are offered.

A weekend trail event in Blydenburgh County Park featuring a Backyard Ultra with 4.167 mile hourly loops and a separate 4.16 mile lapping race. A portion of proceeds supports the Long Island Greenbelt Trail Conference.

Experience an exclusive trail run through the scenic Roosevelt Forest in Stratford. This 5K event features a natural off-road course limited to a small group of participants and includes custom finisher medallions.

Trail races at South Mountain Reservation include 5K, 10K and 13.1 mile looped courses with aid stations every 3 miles. Courses use fire roads, single track, hills and some pavement and offer advance and day-of registration.

A January trail party using a 5K loop with three hour and six hour options plus a 3H ruck. Mixed carriage roads and technical singletrack, limited field size, and proceeds benefit the South Mountain Conservancy.

A winter trail event at Ramapo Valley County Reservation on February 14, 2027 featuring a flat, scenic lollipop loop around Scarlet Oak Pond. Participants are encouraged to wear onesies; the event includes an aid station, finishers medal, a..

Trail races on a 10 mile loop at South Mountain Reservation offering 50M, 50K, 20M and 10M with marked trails, three aid stations per loop, timing, SWAG, and awards for top three male and female finishers.

A lap based time race on a USATF certified flat course in Livingston, NJ offering 12 hour, 6 hour, 3 hour and 1 hour races. Awards and participant hats are provided and aid stations are available on course.

A looped trail event on March 6, 2027 at South Mountain Reservation in West Orange, NJ offering 11 mile, 20 mile, 50K and 50 mile options on three marked loops with mixed carriage roads and technical singletrack.

Chip timed 5k run and walk at Osprey’s Dominion Vineyards in Peconic, NY on March 20, 2027, over a two lap cross country loop with a postrace wine pour for eligible participants. Registration includes a T shirt, collapsible wine glass and f..

A six hour trail ultra at Roosevelt Forest in Stratford, CT on March 20, 2027, offering a 50K option on a 2.3 mile loop of roots, rocks and rolling hills, with a capped field of 50 entrants and on-course food and hydration.

A 5K trail run and free kiddie fun run at Bethpage State Park featuring soft, scenic trails, on-site refreshments and a virtual option with a one-week window to log results.

A community 5K run/walk at Bethpage State Park with a free kiddie run and a virtual option, held on grassy polo fields and winding soft trails. Live results, finish-line photos, and proceeds benefit the Never Stop Running Foundation.

A mountain trail event at Harriman State Park offering a half marathon, a 10K, and a 10K ruck on rugged, technical courses with significant elevation gain and limited crew access at aid stations.

Sleeping Giant Trail Runs at Sleeping Giant State Park in Hamden CT features a 25K loop with 3K+ of vertical and a 50K two-loop option. The course mixes technical singletrack and carriage roads, includes aid stations, and follows a cupless..