Trail Running calendar near Hamden 2025-2026

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...

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 Front Runners New York Cross Country 5K is scheduled for September 27, 2025, at Van Cortlandt Park in the Bronx. The meet is the 22nd annual running of this cross-country 5K and is supported by the Tom Cook Fund. Participants meet at the Tortoise & Hare Sculpture, where a FRNY volunteer wil..

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 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 for the Pumpkins Trail Run is scheduled for Saturday, October 4, 2025, at Bradford Preserve, 199 Bradford Road, Westerly, RI. It is the second race in the WTAC Fall Trail Race Series (4 races). A 10% per-event discount applies when registering for three or more series races at the same time..

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..

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..

The KMT Fall Foliage Frenzy takes place on October 5, 2025, in Montebello, New York. The event is held at Kakiat Park, near Harriman State Park, at 668 Haverstraw Rd. Registration closes on October 4. The event offers trail races in two distances on a 2.33 mile loop. Each loop has about 660 ft of..

Tesla Hertz Run is an ultrarunning event in Rocky Point, New York, offering multiple distances on a single Long Island course: 150‑mile, 100‑mile, 100K, 50‑mile, 50K, a 10‑mile, and a night-time 10‑mile option. The course features a scenic 10.48‑mile loop through pine barren terrain, with two aid st..

Gemstone Sparkle Sprint 5k is a community trail run in Wilton, Connecticut, on Gemstone Farm (144 Huckleberry Hill Rd). The second annual event offers a scenic 5k trail course suitable for all abilities (strollers not allowed on the course) with a festive sparkly theme inviting participants to dress..

Forbidden Forest 30 Hour Ultra Run takes place in Roosevelt Forest, Stratford, Connecticut, October 11-12, 2025. Runners choose a personal challenge on a 2.23-mile loop that weaves through roots, rocky terrain, and a standout hill dubbed "OMG." Competitors can tackle 26.2M, 50K, 50M, 100K, 100 Miles..

NSRF Great Pumpkin Dash Trail 5K is a Halloween-themed run/walk held at Blydenburgh Park in Smithtown, New York. The scenic, shaded course weaves through dirt roads and hard-packed trails with a few sandy spots, offering a non-technical trail experience suitable for first-time runners; strollers and..