Trail Running Calendar New York 2026-2027

Experience the trails of Highland Forest County Park with 10 mile, 20 mile, and 50K distance options. This event features technical terrain and significant elevation gain through forests and logging lanes near Fabius.

A Last Runner Standing style event at Powder Mills Park featuring repeated one mile loops with 25 timed cutoffs and a final all-out lap, on-site aid and a post-race barbecue with awards and giveaways.

A 4 mile out-and-back road and trail race in Forest Park, Queens on May 24, 2026, starting and finishing at Victory Field Track; entries capped at 500, guaranteed technical shirts for pre-registrants, custom medals for finishers and cash aw..

Explore the wooded trails and scenic ridgelines of Ellicottville during this timed multi distance event. Choose from four different distances and earn unique rewards at the post trek lodge celebration.

Experience a series of four mid-week trail races across Monroe County parks with distances ranging from 3.5 to 4.5 miles. Enjoy a low-key atmosphere featuring chip timing and a post-race hot dog cookout.

Six 5K cross country races take place at Van Cortlandt Park from May 28 to July 30, 2026, on the classic Tortoise and Hare course. The final three evenings include free half mile kids runs, weekly awards and post race raffles.

A trail ultramarathon at Robert Treman State Park on May 30, 2026, offering 50K and 50 Mile courses with substantial elevation. Routes are mostly singletrack and pass waterfalls, stone stairs, multiple aid stations, and managed drop bag sup..

A fundraising trail race in Boutwell Hill State Forest near Cherry Creek, NY with 6k, 12k, 26k and 52k options across mixed forest, meadows and stream crossings. Aid station provision varies by distance and hikers are welcomed.

ENDURE is a Last Man Standing running event where participants complete a fixed loop every hour. The last runner standing wins, with a central hub for recovery and community. It's designed for all levels, from seasoned endurance athletes to..

Experience a 5K cross country run or walk through the mowed trails of Peach Hill Park. Reach the highest point in Poughkeepsie for panoramic views and enjoy post race snacks and awards.

Rise of the Obstacles in Wallkill NY on May 30-31 features adult and kids obstacle races including a 100 m sprint, a two-lap endurance course, and kids 50 m and 1 km heats. Events include finisher medals, age-group awards, a Teddy Bear Craw..

Coz's Backyard Ultra on May 30, 2026 in Holland Patent, NY uses the Backyard Ultra format. Runners complete a 3 1/3 mile loop each hour until one runner remains or the 30 hour limit is reached.

A running event in Granville on May 30, 2026: a relatively flat 5k along the rail trail finishing on the footbridge over the Mettowee, plus a kids 1k. Registration opens March 26; 5k fee $25, kids run free.

Lucifer's Crossing on May 31, 2026 in Robert Treman State Park features trail 5K, 10K and a 13.2 mile half that pass through Lucifer Falls gorge and Finger Lakes singletrack.

Four week June series introducing runners to trails at Mendon Ponds Park, Powder Mills Park and other scenic locations. Sessions focus on guided runs, skill drills, warm ups, cool downs and gear and safety tips; participants receive trail s..

Trail festival near Naples NY featuring a longer single-loop 25K and a shorter 10K through the RMSC Cumming Nature Center and Bristol Hills. Proceeds support environmental education programming.

The Rockwood Ramble 10K offers a scenic run on carriage roads through the woods of Rockefeller State Park Preserve. The event features a standard 10K and a separate kids' run, with all proceeds supporting trail maintenance.

A 12 hour trail running festival in Moreau, NY on a *3.8 mile* loop featuring the staircase of death, steep climb and descent. Options include solo runs, relay teams with flexible lap order, a six hour category, and a Fun Run of 1 to 3 laps..

Obstacle course races at Bethel Woods Center for the Arts combine rolling trails, forests, and multiple obstacles across Sprint, Super, and kids formats, with workshops, camping, volunteer options, and spectator access during the weekend.

The Levee Loop Trail Race 10K - Islip will take place in Islip on Saturday 6 June 2026. You can run between 5 and 10 kilometers.