Trail Running calendar near Ellenville 2025-2026

Run the Brooklyn Cider House Spiked Apple 5k in New Paltz on April 19, 2026 for a chip timed 5K through cider country. Enjoy a homemade cider donut, a pour of cider and a finisher medal that doubles as a bottle opener.

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 offers adventurous 25K and 10 Mile trail runs on the Shawangunk Ridge with steep climbs, technical singletrack, and stunning views. Entry is capped at 150 and proceeds help protect Verkeerder Kill Fa..

Wawayanda Trail Fest brings spring trail running to Wawayanda State Park NJ with rhododendron tunnels, marsh bridges and scenic single track. Distances include a new 100K plus 50 mile, 50K and half marathon, with aid stations and on site ca..

Join the Lake Mohegan Women’s Trail Race at Lake Mohegan in Fairfield CT for 5K, 10K or a 4 hour loop challenge open to women and non binary runners. Enjoy scenic trails, finisher medals, post race snacks and a welcoming community vibe.

Run the 52nd Jack Bristol Lake Waramaug Ultra Races on April 26, 2026 in Kent CT with 100K, 50 mile and 50K options around scenic Lake Waramaug. Flat rolling loops, four aid stations and finisher swag make this a rewarding spring ultra.

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.

Join the VCP50k in the Bronx on May 2, 2026. It starts with a flat lap then ten cross country loops with rocks, roots and some climbing. Aid stations, drop bags, medal, singlet, hot meal and beer await finishers.

Join A Run to Remember on May 2 in Red Hook and run or walk scenic farm trails through meadows, orchards, and woods at Greig Farm. Honor loved ones, celebrate community spirit, and vie for cash prizes in the 5K and 10K races.

Take on Breakneck Point on May 3, 2026 in Beacon, NY with a rugged half or full ultramarathon featuring huge elevation and technical single track. Expect steep exposed climbs, aid stations, and a finisher shirt and memento.

Blue 2 Blue Challenge is a rugged 50K through New Haven trails, with about 6350 ft of climbing and technical rocky terrain including a summit at Mt Sanford. Expect a cutoff driven, no frills race for seasoned trail runners.

Trails To the Sky at Voorhees State Park invites runners to tackle a scenic, hilly trail course with a UTMB index 50k and a shorter 10k option. Expect rugged singletrack, observatory views, friendly aid stations, and custom finisher medals.

Run a scenic 5 mile trail at Muscoot Farm with kids races for ages 2 to 12 and a family friendly vibe. Finish with Farm Bucks to spend at the Muscoot Farmers Market and optional shirts available by advance order.

C'mon Armageddon is a rugged trail race in Norvin Green State Park NJ offering 50K, 10M and 5M routes over boulder fields, river crossings and rocky peaks with skyline views. Big climbs and technical terrain make it a true test.

Run Like The Wind 5K in Ellenville offers a scenic course along the Shawangunk Mountains and the newly resurfaced Rail Trail. Finish at Aroma Thyme Bistro for garden drinks and food while supporting local food pantries and youth scholarship..

Recharge your trail season at Spring Training Camp in Oliverea NY, May 22 to 24, 2026. Small group guided coaching blends mountain trail skills, long climbs and technical terrain with mental performance work to sharpen your race readiness.

Run the Mine Hill half marathon on 24 May 2026 in Roxbury Connecticut, starting and finishing at Mine Hill Distillery. Enjoy rolling country roads with sweeping farm views, then celebrate at the distillery after party.

IronHike Spring 26 at Mohawk Mountain CT in June offers endurance routes from 15 to 152 miles for solo runners, teams and families in a flexible relay format. Enjoy basecamp camping, support stations and finisher gear.

Challenge Plattekill Mountain on June 7, 2026 in Roxbury NY with a brutal 6.5 mile climb up 3500 ft or a thrilling 5k that opens with a big climb and finishes fast downhill. Awards and finisher swag await.

Join the Run in the Park 5K at Eisenhower Park in Milford on June 7 to support the Milford Rotary and the Beth El Center. Enjoy a scenic, mostly flat trail loop welcoming runners, walkers, hikers, families, dogs, and teams.