Trail Running calendar near Upper Nyack 2026-2027

A roughly 5 mile loop around Jacobsburg State Park with 5 mile, 3 hour and 6 hour options on April 4, 2026. The cupless, self supported event includes aid bins for longer efforts and a $1 registration fee for carbon offsets.

Run the Bunny Trail 5K at Bethpage State Park for a scenic start on the polo field and winding soft trails with a cross country feel. Family friendly with free kiddie run and virtual option, benefiting the Never Stop Running Foundation.

Run a scenic quarter marathon at West Hartford Reservoir on April 11, 2026, as the Hartford Track Club hosts a small, timed field limited to 150 runners. Enjoy chip timing, post race treats and a friendly, looped trail course.

Join Last Chance's Run for the Rescue, a scenic 5K at Blydenburgh Park on April 11 with virtual entry through Apr 19. Bring leashed dogs, enjoy trails and refreshments, and support Last Chance Animal Rescue.

Enjoy a scenic run or walk through maintained natural trails at the Institute Woods 6K in Princeton on April 11, 2026. Choose a 6K or a relaxed 3K, enjoy post run refreshments and a race shirt for early registrants.

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.

Run a scenic all terrain 5K through Stamford Museum and Nature Center, looping Bendel Pond and passing farm animals. Bring kids for a fun run with Petunia the Scottish Highland cow and support the museum.

Shore2Shore in East Islip on April 18, 2026 offers 50K and 25K trail races along the Long Island Greenbelt Trail, finishing at Heckscher State Park. Enjoy scenic coastline, full aid stations, and a two hour volunteer or donation option.

Take on the Traprock 50 at Penwood State Park in Bloomfield, CT on April 18, 2026. Choose a rugged 50K of three rolling, rocky loops or a single 17K loop along technical single track and scenic forest roads. Bring your own cup.

Join the Screamin' Hill Scramble 5K at Screamin' Hill Brewery on April 18, 2026 for a chip timed cross country style run over groomed trails and short cut grass. Finishers earn a coaster medal and each entry includes a custom tech shirt plu..

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.

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.

A women's only trail race at Lake Mohegan in Fairfield, CT on April 25, 2026 offering 5K, 10K and a four hour looped option. Organized by Steep Endurance with cupless aid practices, finisher medals and podium awards.

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..

A 10k trail race at Ward Pound Ridge Reservation in Cross River, NY on April 26, 2026. Entry is by lottery and registration includes park entry; the race is USATF sanctioned so dogs are not permitted to run.

Join the XC Summer Series, a friendly Tuesday night 5K in Parsippany with chip timing and after race refreshments. Open to all ages and abilities, walkers welcome and affordable single night or full series pricing.

Take on the VCP50k, a 50 km ultramarathon through Van Cortlandt Park in the Bronx on May 2, 2026, featuring the classic Tortoise and Hare looped course with roots, rocks and 2,200 feet of climbing. Finishers get a custom medal, limited edit..

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.