Trail Running calendar near Randolph 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.

Trail marathon and half marathon through Wissahickon Valley Park in Philadelphia. Mostly single-track trails with technical sections, significant elevation, and a post-race celebration with live music and food.

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.

Tackle rugged trails and rolling climbs at Fifth Street Rock Monster in Mertztown PA, with races from 5k to marathon and an ultra marathon relay. Enjoy a weekend festival with mountain bike races, aid stations, food vendors and camping.

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.

A trail running event at Forever Farm in Mertztown on April 12, 2026, featuring 5K, 10K, half and full marathons, and an ultra relay on private singletrack with aid stations, food and drink, finisher awards, and cash prizes for top relay te..

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.

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.

Celebrate Earth Day with a scenic trail run at Pennypack Trust featuring a family Story Stroll 1 mile plus 5K and 10K routes through rolling woods. Proceeds support preservation of over 950 acres and the day ends with snacks and prizes.

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.

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.

Take on a 50 km out and back along the scenic Schuylkill River Trail from Mont Clare through Valley Forge to Conshohocken. Run solo or with a 3 to 6 person relay team, enjoy aid stations, chip timing and finishers medals.

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.