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Trail Running Calendar near Farmingdale 2026-2027

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Explore the top trail runs near Farmingdale for 2026-2027! We've gathered 40 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Community 5K and untimed fun run on November 7, 2026 at Sachem North High School with T-shirts, live results, finish line photos, and age group awards.
A 46th annual 4K cross country at the VA Golf Course in Northport with proceeds supporting hospitalized and homeless veterans; includes a free short fun run and a virtual 4K.
Timed laps at New Canaan High School Track where adults run for 14 minutes and 48 seconds and kids run one 400 m lap, with proceeds supporting the Ram Council Foundation.
A community 5K at Belmont Lake State Park on November 8, 2026 with in-person and virtual options, a free kiddie dash, and proceeds supporting the Never Stop Running Foundation.
Cross country championship 8K at Bethpage State Park on November 8, 2026, for Open, Masters and Para Athletic divisions with age-group and team awards.
A scenic second-annual 5K at the New York Botanical Garden on November 8, 2026, combining road and trail sections with post-run festivities and garden views.
Family friendly 5K trail run and walk at Bethpage State Park on November 14, 2026, with a virtual option, a free kiddie dash, and post race refreshments.
A farm-based memorial 5K and kids fun run on 11/14/2026 at the Suffolk County Farm and Education Center raising funds for pancreatic cancer research.
Scored NYRR cross country 5K at Van Cortlandt Park on November 15, 2026, with wooded trails, bag check, on-site awards, and runner tracking.
Six hour run and relay at Belmont Lake State Park on November 15, 2026, honoring Fred von der Heydt with individual and 4 and 6 person team options.
A community 5K at Inwood Hill Park on November 26, 2026, with proceeds to the Inwood Food Pantry, personalized bibs by 11/1, and medals for the first 700 finishers.
Thanksgiving Day 5K and family fun run at John J Burns Park in Massapequa with a USATF certified 5K course and proceeds benefiting two charities.
A community 5K and free Kiddie Dash at Alley Pond Park with in-person and virtual options and proceeds supporting the Never Stop Running Foundation.
Charity 5K and timed 1 mile walk/run at Darien High School on November 27, 2026 supporting The Depot, with family activities and bib pickup options.
5K trail run and virtual 5K at Bethpage State Park on November 28, 2026 with a free kiddie dash and proceeds supporting the Never Stop Running Foundation.
A revived 9 mile cross-country race in Van Cortlandt Park covering three loops of the park’s XC course with awards, commemorative buffs, and a post-race pub gathering.
A trail 5K at Belmont Lake State Park on November 29, 2026 where no traditional awards are given but a cash raffle returns 50% of net proceeds to participants.
December 2026
A looped ultramarathon in Prospect Park offering 50 mile and 50K options, one aid station per lap, a 15 hour cutoff, and finisher belt buckles.
A trail only 8K at Sunken Meadow State Park in Kings Park, NY on December 6, 2026, with a post-race raffle and holiday cookie fest; proceeds support local charities.
A backyard ultra at Blydenburgh County Park: runners repeat a 4.167 mile loop each hour until one completes the final loop; proceeds support Long Island trail maintenance.
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