Trail Running calendar near Islip 2026-2027

Run a 3.5-mile trail race in Wolcott, CT. The event supports the local cross country teams. Your entry includes access to the CT Food Truck Battles Festival afterward.

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

A community 5K trail run at Blydenburgh County Park on May 23, 2026, with in-person and virtual options, a free Kiddie Dash, on-site hydration and refreshments, parking guidance, and proceeds supporting the Never Stop Running Foundation.

Test yourself on a challenging and scenic Connecticut half marathon. The course winds past farms and over historic bridges, finishing at a local distillery. Enjoy a post race celebration with food, drinks, and music.

A 4 mile out-and-back road and trail race in Forest Park, Queens on May 24, 2026, starting and finishing at Victory Field Track; entries capped at 500, guaranteed technical shirts for pre-registrants, custom medals for finishers and cash aw..

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

This 5K cross-country run and walk takes place at Peach Hill Park in Poughkeepsie, reaching the town's highest point. It's open to all ages, with proceeds supporting the park's maintenance. Awards, snacks, and a rain date are part of the co..

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

Event Overview The IronHike Endurance Series - Spring is a multi-day trail endurance event taking place from June 4 to 7, 2026 at Mohawk Mountain Ski Area in Cornwall, Connecticut. It features a FlexRelay format where participants can tackl..

Join a unique non competitive group run along the D&R Canal Towpath with various distances and pace groups. Support the Rutgers Cancer Institute while running in a guided train formation to a celebratory picnic.

The Rockwood Ramble 10K offers a scenic run on carriage roads through the woods of Rockefeller State Park Preserve. The event features a standard 10K and a separate kids' run, with all proceeds supporting trail maintenance.

The Levee Loop Trail Race 10K - Islip will take place in Islip on Saturday 6 June 2026. You can run between 5 and 10 kilometers.

A community 5K trail run, walk and hike in Eisenhower Park Milford on June 7, 2026 supporting the Milford Rotary and the Beth El Center. The course uses a high school cross country route with mostly flat sections and some rolling hills.

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

The XTERRA Transcend Trail Run offers three scenic trail distances at Dickerson Mine Preserve in New Jersey. This event is a qualifier for the XTERRA Trail Run World Championships. Runners start and finish at the lakeside Black River Barn.

Celebrate the longest day of the year with a trail run in Hebron, Connecticut. This event on June 20, 2026, features three distance options on the trails. Choose from a 3 mile, 5 mile, or 8 mile course.

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

Test your endurance on a 4.25-mile loop in Hamden, CT. Set a goal from a marathon to 50 miles within the 12-hour window. Your registration supports local trail maintenance and comes with unique swag.

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..