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
50K loop ultramarathon in Forest Park Queens with 12 laps of the 2.5 mile Orange Trail, about 300 feet climb per lap and an aid station after each lap.
A 52 day certified road race in Jamaica, Queens where athletes aim to cover 3100 miles on a 0.5488 mile loop, averaging about 59.6 miles per day.
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 with a stretch in the Thain Family Forest and post-run festivities on Daffodil Hill.
A scored NYRR cross country race at Van Cortlandt Park featuring a 5K course as the first event in a three-race fall series, with youth programming via Rising NYRR.
October 2026
Scored cross country 5K at Van Cortlandt Park in the Bronx, part of an NYRR series that includes youth races, accessibility provisions, and official results via the NYRR app.
A stair race up the Empire State Building's 86 floors and 1,576 stairs in New York with several entry categories and set registration windows and fees.
A trail half marathon in New Rochelle that loops through five Westchester County parks and runs mostly on dirt trails shaded by woodland canopy.
Trail 5K and free kiddie dash at Blydenburgh County Park on October 11, 2026 with a virtual option, finisher tee, shaded trails, and postrace refreshments.
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 family-friendly trail 5K at Bethpage State Park on November 14, 2026, offering in-person and virtual options, refreshments, finisher photos, and a free kids dash.
Scored 5K cross country at Van Cortlandt Park in the Bronx on November 15, 2026, with youth races, live tracking, and on-site awards.
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.
A trail 5K run and virtual option at Bethpage State Park on November 28, 2026, with a free Kiddie Dash, post-race refreshments, and donations benefiting the Never Stop Running Foundation.