Massapequa
Trail Running Calendar near Massapequa 2026-2027
Explore the top trail runs near Massapequa for 2026-2027! We've gathered 32 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
An evening 3.6 mile trail run through Forest Park in Queens that visits 543 acres of wooded trails with rolling hills. After the run a festival area has music, vendors, food trucks and awards with participant tees provided.
A 50K trail race in Forest Park Queens featuring 12 laps of a 2.5 mile loop with about 300 feet of climb per lap and a published 8 hour cutoff.
September 2026
Front Runners New York's annual 5K cross country meet at Van Cortlandt Park on September 26, 2026, includes participant sunglasses and age-group awards.
A six-hour timed run and relay at Belmont Lake State Park where individuals and teams cover as many 1.50 mile loops as possible, with awards and commemorative apparel.
A scenic 3.1-mile road and trail run through the New York Botanical Garden, featuring forest and garden views, post-run festivities, and an included All-Garden Pass.
A scored 5K cross country race at Van Cortlandt Park, the first stage of NYRRs fall series with youth races, live app tracking, and on site overall awards.
October 2026
A scored 5K cross country race at Van Cortlandt Park, part of the NYRR fall series, with youth races, live app tracking, and on-site awards across men women and nonbinary divisions.
A tower run up the Empire State Building's 86 floors and 1,576 stairs in New York with multiple entry categories and specific registration windows.
A single-loop trail half marathon through five parks in lower Westchester County, New Rochelle. Most of the course is on dirt and wooded trails and passes through areas with visible wildlife.
Experience Long Islands scenic Robert Moses Causeway in this multi day running event. Support local veterans while choosing between marathon, half marathon, 10k, and 5k distances with finisher medals for all participants.
A community 5K run and kids fun run in Massapequa Park on October 24, 2026, with a mixed trail and paved course and proceeds supporting officer mental health programs.
November 2026
A community 5K at Belmont Lake State Park on November 8, 2026 with in-person and virtual options, family activities, postrace refreshments, and proceeds supporting the Never Stop Running Foundation.
Championship cross-country 8K at Bethpage State Park on November 8, 2026, for Open, Masters and Para Athletic categories with age-group and team awards.
A scored 5K cross country race at Van Cortlandt Park in the Bronx on November 15, 2026, with youth free entries and awards for top overall and age group finishers.
A community 5K run and walk in Inwood Hill Park on November 26, 2026 with proceeds supporting the Inwood Food Pantry and online registration available.
A Thanksgiving Day 5K and family fun run at John J Burns Park in Massapequa supporting local charities with a USATF certified course.
A Thanksgiving Day 5K Run/Walk at Alley Pond Park in Queens with in-person and virtual options, a free Kiddie Dash, event shirts, and donations supporting the Never Stop Running Foundation.