Massapequa Park
Trail Running Calendar near Massapequa Park 2026-2027
Explore the top trail runs near Massapequa Park 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.
September 2026
A 5K cross-country meet at Van Cortlandt Park on Saturday, September 26, 2026 with awards for top finishers, age-group prizes, and tiered registration fees.
A six-hour timed run and relay at Belmont Lake State Park on a 2.50 mile loop, with individual and team entries, post-event food, awards, and charity support.
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 at Blydenburgh County Park on October 11, 2026 offering in person and virtual options, participant tees, refreshments, and age group recognition.
Multi day running weekend in Bay Shore, NY with marathon, half marathon, 10K, 5K, kids 1K, relay and a virtual 26.2 miles challenge.
Outrun the Stigma 5K Run/Walk in Massapequa Park NY features a 3.1 mile mixed surface course, kids fun run, and finisher medals for adult 5K finishers.
November 2026
A community 5K and untimed fun run at Sachem North High School on November 7, 2026, offering awards, free finish photos, and guaranteed shirts for early 5K registrants.
A community 5K at Belmont Lake State Park on November 8, 2026 offering an in-person 5K, virtual option, and a free kiddie dash with post-race refreshments.
An 8K USATF cross-country championship for Open, Masters and Para Athletic divisions at Bethpage State Park on November 8, 2026, for athletes aged 18 and older.
Trail 5K at Bethpage State Park on November 14, 2026 with in person and virtual options, a free Kiddie Dash, family amenities and postrace refreshments.
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 through Inwood Hill Park on November 26, 2026 with online registration, race-day and advance bib pickup, and proceeds benefiting the Inwood Food Pantry.
Thanksgiving Day 5K and family 1/2 mile fun run at John J Burns Park in Massapequa with certified course, awards, post race snacks, and charity proceeds.
A Thanksgiving Day 5K run and walk at Alley Pond Park with a virtual option, a free kiddie dash, and donations benefiting the Never Stop Running Foundation.
A community 5K trail run at Bethpage State Park on November 28, 2026, with in person and virtual options, a free kiddie fun run, bib mailing, shirts, and postrace refreshments.
Trail 5K at Belmont Lake State Park on November 29, 2026 with a cash raffle where 50% of net proceeds are awarded to present participants.