Trail Running calendar near Oliverea 2026-2027

Join Pond Fest Winter Trail Runs and Snowshoe Race at Chenango Valley State Park for scenic 10k loops you can repeat to suit any distance, including a kids run. Enjoy festival vibes with food trucks, ice events, and community spirit.

Hit the trails at the YETI OR NOT Snowshoe Invasion at Mountain Creek on January 31, 2026. Ride the lift to the top for a scenic 5k or untimed last mile welcoming runners, walkers and first time snowshoers. Bring your own snowshoes.

Join the Squatchy Onesiefest 5K on Feb 14 in Mahwah NJ for a playful, flat 5K around Scarlet Oak Pond or a shorter fun run. Costume lovers earn awards for top finishers in onesies, with on trail aid and a cozy race village.

Fire and Ice Winter Run, Feb 21 2026 at Gilbert Lake State Park, offers 50k, 25k and 10k on scenic looped trails and is snowshoe friendly. Warm aid, a finisher mug, special awards and proceeds benefit The Neighborhood Center.

Run or hike scenic woodland trails at Mahlon Dickerson Reservation in the Mahlon Winter Donut Run and Hike, with 5 or 10 mile options. All weather welcome and finishers receive a long sleeve shirt, medal and donuts.

Take on the MT. TAMMANY 10, a challenging ultramarathon through the scenic Delaware Water Gap on March 21, 2026. Nearly 40 miles and more than 10,000 feet of climbing across ten loops around Mt Tammany promise epic views and a true test of..

Explore rugged North Jersey wilderness in The Fools Adventure, a 10 hour foot ROGAINE with over 100 checkpoints across scenic, rocky terrain. Test your map and compass skills as you navigate for the best route and enjoy big views.

Run rugged, technical trails at Bear Mountain with 10K or half marathon options and stunning Hudson Valley and NYC skyline views. Proceeds support the New York New Jersey Trail Conference; race day is Apr 4.

Run or walk the John Jay Community Trail Race in Cross River through scenic wooded trails and rolling hills, with 5k, 4k walk and a Kids Jay Dash on the track. A family friendly community event that finishes on the John Jay Contest Field.

Join the final Conquer The Trail Race on April 18 in Dobbs Ferry at Mercy University for a scenic 7.5k on the Croton Aqueduct Trail. Celebrate Mercy's 75th, snag a commemorative shirt, and support the Mav Market.

Join the Brooklyn Cider House Spiked Apple 5K in New Paltz on April 19, 2026 for a chip timed run or walk. Enjoy a tee, cider pour, donut and a finisher medal that doubles as a bottle opener for a festive post race celebration.

Join the 10K Run for the Osprey at Lacawac Sanctuary on Sunday April 19 2026, with a scenic 10K trail run and a family friendly 5K walk supporting sanctuary conservation. Expect wooded trails, osprey sightings, and awards for top finishers.

Squatchywaska Mountainfest in Ellenville NY on April 25, 2026 is a rugged trail test on the Shawangunk Ridge with a 25K and a 10 mile option over steep climbs and technical singletrack. Field capped at 150 and proceeds benefit Run Wild.

The Wawayanda Trail Fest will take place in Highland Lakes on Saturday 25 April 2026. You can run between 21 and 100 kilometers.

XTERRA New Jersey brings trail runs, mountain and gravel bike races, triathlon, paddle triathlon and duathlon to scenic Wawayanda State Park on April 25 and 26, 2026. Expect rugged courses, lake swims and festival vibes for all levels.

Celebrate the 52nd Jack Bristol Lake Waramaug Ultra on April 26 in Kent Connecticut with 100K, 50 Miler, and 50K options on scenic rolling loops around the lake. Fast paved roads, four aid stations, and a friendly finish at Lake Waramaug St..

Enjoy a spring 10k trail race in Cross River, NY on April 26, 2026, winding through scenic park trails. Entry is by lottery with registration opening January 2, 2026, perfect for trail runners seeking a well organized challenge.

Run to Remember on May 2, 2026 in Red Hook NY offers scenic 5K and 10K trail runs plus a 5K walk through meadows, orchards and forest. Honor loved ones and enjoy community spirit with cash prizes for top finishers.

Take on Breakneck Point Trail Runs in Beacon, NY on May 3, 2026, with half and full mountain courses over rugged, technical trails, steep climbs, and sweeping views. Expect big elevation, aid stations, informal camping, and a lively trail c..

Enjoy a scenic 5 mile trail run at Muscoot Farm in Katonah/Somers on May 17, 2026. Family friendly kids races and Farm Bucks to spend at the Muscoot Farmer's Market add festival fun after the finish.