Trail Running calendar near Ridgefield 2026-2027

The Mahlon Winter Donut Trail Run will take place in Lake Hopatcong on Saturday 21 March 2026. You can run between 5 and 10 miles.

The Mt. Tammany 10 is a grueling 40-mile ultramarathon in New Jersey's Delaware Water Gap. Runners complete ten loops, each climbing over 1,000 feet to the summit of Mt. Tammany. This event promises tough, technical terrain with mountain vi..

Run or walk through 50 acres of beautiful vineyards in Peconic for a chip timed 5K event. Participants receive a finisher medal that doubles as a wine stopper and a celebratory pour of wine at the finish line.

Run the historic 34-mile Lenape Trail from Newark to Millburn, traversing 18 parks. Choose to go solo or as a relay team, with full support including aid stations and shuttles. This charity event supports MissionCleanWater's work to provide..

Course and Distances The Sleeping Giant Trail Runs take place at Sleeping Giant State Park in Hamden, Connecticut. The event offers two distances: 25 km: A single loop with over 3,000 feet of vertical gain. 50 km: Two loops of the 25 km co..

Run through the scenic cross country trails of Central Park of Morris County. Enjoy a mixed terrain course followed by a custom finisher medal and a delicious empanada at the finish line.

The Fool's Adventure is a ten hour foot rogaine on March 29, 2026 in Wayne, New Jersey. Competitors navigate more than 100 checkpoints across eight square miles of rugged wilderness using maps and a compass while recording checkpoint eviden..

Experience a technical trail race through the rugged and hilly terrain of Van Cortlandt Park in the Bronx. Enjoy 10k or kids distances with cake prizes for top finishers and support local trail maintenance efforts.

Run the perimeter of Heckscher State Park on smooth trails. Choose a 7-mile or 14-mile loop for a cupless, manually timed race. All finishers get a wooden medallion and a bucket hat.

Tackle the rugged trails of Harriman State Park in this mountain trail run. Choose between a challenging 10K with 1,400 feet of climb or a half marathon with over 2,600 feet. The event supports local trail maintenance and includes a rucking..

Experience a clockwise loop race at South Mountain Reservation featuring timed options from one to six hours. This event offers a 1.88 mile course consisting of single track paths and fire roads for all distance preferences.

Experience the 7th Annual Bunny Trail 5K at Bethpage State Park. Run or walk through scenic soft trails and grassy polo fields with options for an in person race, a virtual challenge, and a free kids run.

The Bimbler's Bash is a popular annual 10K trail run through the technical, rocky paths of Guilford's Westwoods. This entirely off-road event supports local land conservation and is known as a major single-distance race in Connecticut.

Run a unique quarter marathon distance on the paved trails of West Hartford Reservoir. This chip timed 6.55 mile race features a two loop course with post race treats and age group awards.

Join this dog friendly 5K trail run at Blydenburgh County Park to support animal rescue. Enjoy a scenic multi surface course with refreshments and professional timing included for all participants.

Experience a community trail event in Cross River featuring a competitive 5k race, a scenic 4k walk, and a 200m kids dash. Explore the wooded hills of the John Jay Community Trail ending at the campus contest field.

Run through a scenic nature center featuring farm animals and wooded trails. This all terrain event in Stamford offers a unique 5K course and a fun run for children ages five and up.

Experience a beautiful trail run through the Irvington Woods with 5K and 1K distances. This rain or shine community event features finishers medals for all participants and supports the Irvington Bulldog Booster Club.

The Shore2Shore is a scenic point-to-point trail run on Long Island's Greenbelt Trail, from the north to south shore. Choose between the 50K or 25K distance on this well-marked course. Registration includes a trail work volunteer requiremen..

The Traprock 50 features a rugged 50K and a 17K trail race on the rocky, rolling loops of Penwood State Park. It's a cupless event with chip timing, organized by volunteers to benefit local conservation groups. Runners should be prepared fo..