Norwalk
Trail Running Calendar near Norwalk 2026-2027
Explore the top trail runs near Norwalk for 2026-2027! We've gathered 44 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
A trail 5K at Belmont Lake State Park in late November 2026 featuring a 50/50 raffle where half the net proceeds are awarded to present participants.
December 2026
A backyard ultra at Blydenburgh County Park: runners repeat a 4.167 mile loop each hour until one completes the final loop; proceeds support Long Island trail maintenance.
A 5 mile winter trail race at Mountain Lakes Park in North Salem NY with start and finish in the Yurt Village, a central firepit, and proceeds supporting park trail projects.
Experience an exclusive trail run through the scenic Roosevelt Forest in Stratford. This 5K event features a natural off-road course limited to a small group of participants and includes custom finisher medallions.
March 2027
Trail events at Sunken Meadow State Park on a roughly 1.4 mile loop with one hour and three hour formats awarding titles for greatest distance covered.
A six-hour trail ultra at Roosevelt Forest featuring a 2.3-mile loop with 191 feet of climb per lap, chip-timed laps, on-course aid and food, podium awards, medallions for over four hours, and a limited field supporting local charities.
A trail 5K and free kiddie fun run at Bethpage State Park with a lucky shirt, postrace refreshments including beer for 21 plus, and a virtual participation option.
April 2027
A 5K trail run and free kiddie run at Bethpage State Park with a virtual option, refreshments, bib mailing, and age group awards supporting the Never Stop Running Foundation.
A community trail event in Cross River, NY featuring a 5k trail race, a 4k walk on the same trails, and a 200 meter kids dash on the contest track.
A 5K trail run and walk at Blydenburgh County Park in Smithtown supporting Last Chance Animal Rescue, with varied trail surfaces, facilities, and dog friendly rules.
Point to point trail run along the Suffolk County Greenbelt Trail offering 50K and 25K courses from Sunken Meadow to Heckscher State Park on April 17, 2027.
Youth trail run at Katonah Memorial Park for ages 4 to 16 with 0.5 mile and 1 mile options; registration opens January 31, 2027.
A single-loop trail half marathon through five parks in lower Westchester County, mostly on dirt and shaded trails with abundant wildlife.
A USATF sanctioned 10K trail race in Cross River, NY on April 25, 2027, with entry by lottery and a $58 fee that includes park entry.
May 2027
A nine hour timed trail ultra on a 2.2 mile loop through Roosevelt Forest in Stratford, CT. Entry is limited to 50 participants and awards go to the runners with the most miles by the race end.
A 5K run and walk at Bethpage State Park with live results, free finish line photos, soft trail terrain and awards for top overall finishers.
A 5K trail run and walk at Blydenburgh County Park with in-person and virtual options, refreshments, and proceeds benefiting the Never Stop Running Foundation.
A 5 mile trail race at Muscoot Farm on May 23, 2027 with two kids races on farm trails. The event is organized by Run the Farm Races and is sanctioned by USA Track and Field.
June 2027