Trail Running calendar near Highland Lakes 2026-2027

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.

Experience obstacle course racing at the historic home of the 1969 Woodstock festival. Tackle forest trails and rolling hills in upstate New York with race distances ranging from a 5K Sprint to a 10K Super.

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 free, timed 5K trail run at Crystal Lake Park on June 6, 2026, with a technical course of about 300 feet of elevation gain and a 40-runner field limit. Awards and a midway water station are provided.

Paired 5K paved loop and 10K mountain trail at Rockland Lake State Park in Valley Cottage, NY. The 5K is a flat, fully accessible lake loop; the 10K climbs about 1,300 ft on rocky, steep terrain and includes one aid station.

A mountain trail event at Plattekill in Roxbury NY offering a 6.5 mile race with 3500 ft of climbing and a 5k that gains 1000 ft early before a long downhill finish. Awards and finisher swag are part of the event.

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..

Experience a scenic evening run on a flat paved loop around Rockland Lake. This chip timed half marathon features sunset views, frequent aid stations, and custom finisher medals only 45 minutes north of NYC.

Experience a unique endurance test at the Wildlands Conservancy South Mountain Preserve featuring a last person standing backyard ultra a nighttime trail lap and a non alcoholic beer mile.

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 53 mile ultramarathon across the Catskills from Windham to Phoenicia, with about 15,000 ft of climbing over rocky, steep trails. Limited aid stations require long self-sufficient stretches and a temporary waitlist registration process.

Trail races at Dickerson Mine Preserve in Randolph NJ on June 20, 2026 featuring 5K, 10K and Half Marathon on singletrack with lakeside views. The Half Marathon is a qualifier for the 2027 XTERRA Trail Run World Championships.

Test your endurance at Elka Park with this 14.5 mile weighted event. Participants navigate over 5,000 feet of elevation gain while carrying a 20 pound pack through the New York landscape.

The Jade's Belmont Plateau 5K will take place in New York on Saturday 20 June 2026. You can run 5 kilometers.

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 at Roosevelt Forest on a 2.1 mile loop featuring classic New England terrain. Complete as many laps as you wish over 33 hours or aim for the 100 mile buckle in this intimate 50 runner event.

Test your endurance on a 2 mile paved loop at the Rodale Park 12 Hour Challenge. Cycle, run, or walk to support the development of the September 11th National Memorial Trail.

Experience a unique trail race through the Westmoreland Sanctuary where you choose your own path at the fork. Start and finish at Fox Lane High School for a memorable 5k adventure in Bedford.

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..