Trail Running calendar near Highland Lakes 2025-2026

Run Pinky’s Rock n Rolla on July 11 in Richmond Hill NY: a rugged 4 mile trail through 100 year old pines and Queens longest oak forest. All finishers get medals, top three earn prizes, dogs welcome, and proceeds benefit Puppy Kitty NYCity.

Take on the Spartan Trail Poconos 10K at Blue Mountain on July 12, 2026 in Palmerton PA, with hilly singletrack that rewards adventurous runners. Stay for a Spartan weekend of obstacle races, team entries, and service member discounts.

Run the Ridge Reaper at Ward Pound Ridge Reservation with 25K, 50K, and 50M courses through technical singletrack and scenic carriage roads. Big climbs, ridge views, and a cupless format so carry your own hydration.

Interstate 17 is a challenging 17 mile trail run on August 8, 2026 in Closter NJ that traces Hudson River viewpoints. Expect rugged technical singletrack, steep climbs and boulder scrambles across four loops with fully stocked aid stations.

Thunder Chicken Squatch invites trail runners and hikers to tackle technical rock and root trails at Stokes State Forest in Branchville NJ on Sunday, August 9, 2026. Choose 5K, 10K with a ruck division, or a 17 mile loop with aid stations a..

Climb It For Climate invites trail runners to tackle scenic routes at Belleayre Mountain in Highmount, NY on August 16, 2026, with 25K and 8K options and a hike option for the longer course. Registration offsets travel carbon and supports T..

Tackle the Shawangunk Ridge Trail near Rosendale NY for sweeping Hudson Valley views across cliffs, sky lakes and rocky ridgelines. Choose 70 Miler, 30 Miler or half marathon for a rugged, self supported navigation challenge.

Challenge rugged single track and a famous boulder field at Hickory Run State Park in Jim Thorpe PA. Choose from 100K, 50K or 18 mile options on a 50K loop with big climbs and scenic trails, and earn a finisher award.

Tackle technical single track and big climbs at the Macedonia Trail Race in Kent, Connecticut. Choose 12K, 25K, or 50K loops with Cobble Mountain views and rugged trails for a rewarding, scenic challenge.

Experience a three day trail running festival at Wawayanda State Park in mid September 2026 with races from a 1 mile kids run to a 100 mile ultra. Free camping and a partnership with Bigger Than The Trail support community and mental health..

Tackle the Hook Mountain Ultra, a rugged multi loop trail outing in Upper Nyack, NY that crowns each circuit with a climb to the Hook Mountain summit. Choose marathon or 50 mile distances and enjoy panoramic Hudson River views and big eleva..

Take on the Cat's Tail Trail Marathon in the Catskills on Sept 26, 2026, a 26 mile trail with nearly 7,000 feet of climbing and rugged, scenic terrain. Aid stations, race swag and proceeds support land conservation.

Take on the Iron Hike Fall Everest, a 61+ mile ultra trail at Mohawk Mountain with over 29,029 feet of climb and a 72 hour time limit. Run, hike, or walk this epic challenge hosted by veteran owned IronHike Endurance Productions.

Take on a 24 hour trail challenge at Mohawk Mountain with a 28 plus mile course and huge elevation gain that rewards grit and strategy. Run, hike, or walk solo or as a relay with veteran owned IronHike Endurance Productions.

Conquer Mohawk Mountain on scenic but rugged trail courses with 5K, 10K, half marathon and marathon options, big climbs and singletrack. Runners earn finisher medals, enjoy aid stations and follow a cupless policy to reduce waste.

Run the Paine to Pain trail half marathon in New Rochelle, a scenic loop through wooded trails across five parks. Enjoy mostly dirt footing, abundant shade, and frequent wildlife sightings in this Trail Mix Series race.

Join the Suffolk County Marathon weekend in Bay Shore NY on Oct 17 and 18, 2026, with races from a kids 1K to the full marathon plus a virtual challenge you can complete anytime. Fun for families and serious runners alike.

Tackle rugged trails at Big Bear SquaTCh South, a half marathon and 10K in Harriman State Park with steep climbs, roots and a short scramble. Small field and proceeds benefit trail maintenance for an intimate, rewarding race.

Join the Clinton Road Zombie Run on Oct 18 in West Milford NJ, from a spooky Zombie Crawl to a 10k through foggy woods with volunteer zombies and haunted aid stations. Finish with music, costumes, survivor medals and prizes.

Enjoy a scenic 5 mile trail run through historic Muscoot Farm in Katonah, with fun kids races and farm market perks. Finishers get Farm Bucks to spend at the market, making this a perfect fall family run and local food celebration.