Trail Running calendar near North Fork 2025-2026

The Charlie Stavros Memorial Beach Run is a free, 3-mile race held at Westerly Town Beach in Westerly, Rhode Island. Organized by the Westerly Track Club and the Stavros family, this event takes place at low tide, featuring a scenic out-and-back course of 1.5 miles each way along the beach. The run..

Angevine Farm Half Marathon is part of the Angevine Farm Trail Festival in Warren, CT, hosted by Steep Endurance. The event offers a Half Marathon plus an 8-Hour option and a 5K/5K Canicross, all on scenic farm and forest trails. The Half Marathon begins at Angevine Farm, runs a 1.7-mile farm loop,..

The Cockaponsett Trails to a Cure is a trail running event held in Chester, Connecticut, within the Cockaponsett State Forest. Participants can choose between a 4-mile or a 9-mile race, with the shorter distance covering the first part of the longer course. The trail features natural terrain includi..

Winding Trails TRAIL RUNNING Series #5 is a Tuesday night event at Winding Trails in Farmington, Connecticut. The 2025 edition runs five races from August 26 through September 23, with a choice of 5K or 10K on an approximately 3-mile loop. Check-in and rolling start occur in the early evening at 50..

The Tunxis Trail Ultramarathon, held in Burlington, Connecticut, features challenging and technical trail races on the Tunxis Trail system, part of the Blue Blazed hiking trails. The event offers shorter distances this year, including an 8K (5 miles) and a 5K (3.1 miles), with staggered start times...

Front Runners New York's Cross Country 5K returns to Van Cortlandt Park in the Bronx for its 22nd annual fall meet. The Run/Walk begins near the Tortoise & Hare Sculpture, with bib pickup guided by FRNY volunteers. Supported by the Tom Cook Fund, race-day amenities include on-site registration, swag..

Ocean State XC Invitational features the Ocean State 5K Trail Run, held at Goddard Park in Warwick, Rhode Island (1095 Ives Road). The 5K course winds through bay-side trails and grasslands, described as a fast, flat off-road route with the start and finish near the clubhouse for the public golf cou..

The Moosup Valley 5K and 10K All Trail Race takes place in Moosup, Connecticut, on the newly restored Moosup Valley State Park Trail. This event features a 5K, a 10K, and a Kids Fun Run, all held on a 100% trail course that crosses only one dead-end road. The race starts and finishes at the Griswold..

The IronHike Endurance Series takes place in Cornwall, Connecticut, at Mohawk Mountain Ski Area from October 2 to October 5, 2025. The series is organized by IronHike Endurance Productions LLC, a US military veteran-owned business. Events use a FlexRelay format that allows solo entries or teams: In..

The Run for the Pumpkins Trail Run, held in Westerly, Rhode Island at Bradford Preserve, is part of the WTAC Fall Race Series. This event features 5K and 10K trail races, along with a free 1K children's run for ages 10 and under. The courses highlight preserved town land and the Woody Hill Managemen..

The CFA Trail 5K & Children's Fun Run for Mental Health is a timed trail running event held at Deans Mill Farm in Stonington, Connecticut. Participants can choose between a 5K trail run or a fun run for children aged six and under. The race takes place amid beautiful fall foliage, offering a scenic..

The North Kingstown Firefighters Association Blazing Trail 5K is a first-year fall trail run/walk held at Ryan Park in North Kingstown, Rhode Island. The 5K course follows a scenic park trail, welcoming runners and walkers of all ages and experience levels. Proceeds benefit the North Kingstown Firef..

Chasing Ciara's Light 5K/12K Trail Race 2025, held at Great Hollow Lake in Monroe, CT, offers timed 5K and 12K trail races along a scenic course. Sanctioned by USATF and spectator-friendly, it features multiple spots for cheering. A Kids Fun Run provides additional family-friendly activity.The cours..

CT Donut Run is a 31.5-mile charity group run in Connecticut, presented as a long, donut-filled endurance experience rather than a traditional race. The route centers in West Hartford and visits several donut stops, including locations in Newington, Berlin, Wallingford, and North Haven, finishing in..

Iron Hike’s Fall Double Kuwohi Trail Marathon Plus Relay is a weekend endurance event set at Mohawk Mountain Ski Area in Cornwall, Connecticut. The race covers 28+ miles with 13,685 feet of elevation and is designed to be completed within a 24-hour window. Participants have the flexibility to run, h..

The Run the Vineyards - Pindar Fall 5K and 8K is a scenic autumn race held at Pindar Vineyards in Peconic, NY, featuring courses through 300 acres of vineyard property. Participants can choose between a 5K and an 8K race, both on mostly flat, hard-packed dirt trails and short-cut grass, making the e..

Set in Montebello, New York, the KMT Fall Foliage Frenzy is a trail-running event featuring 3-hour and 6-hour timed races. Runners tackle a challenging 2.33-mile loop with about 660 feet of vertical gain, weaving through Kakiat Park against the backdrop of Harriman State Park and the Hudson Valley’s..

NipMuck Trail Marathon, in Ashford, CT, features two options: the original NipMuck Trail Marathon (26.4 miles) and a two-person NipMuck Relay. The race uses a 13-mile middle segment of the Nipmuck Trail, running south to Route 44, back to the start, then north to Boston Hollow before finishing at Pe..

The Norfolk Land Trust Trail Race Series, including the Haystack Mountain Challenge, is held annually in Norfolk, Connecticut. The 12th edition features three trail race distances: a challenging 5K through Barbour Woods with scenic climbs and wetlands; a 10K that adds a tough loop summiting Haystack..

IBBC Trail Classic 5k and Kid's Trail Run presented by Peace, Love, Trails takes place in Irvington, New York, with the event centered around the Irvington Woods trail system near 40 N Broadway. The lineup includes a 5k Trail Run/Walk through scenic woodland paths and a 0.6-mile Kid's Trail Run for..