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Trail Running Calendar near Lake Ronkonkoma 2026-2027

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Explore the top trail runs near Lake Ronkonkoma for 2026-2027! We've gathered 37 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Four-day trail event in Rocky Point, NY featuring a 10.48-mile Pine Barrens loop with eight distance options from 10 miles to 150 miles.
Trail 5K run/walk at Blydenburgh County Park on October 11, 2026 with in-person and virtual options, a participant shirt, shaded trails, 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.
A community 5K and kids fun run in Massapequa Park on October 24, 2026, supporting mental health awareness among first responders.
A 5K Run / Walk and Kids Fun Run at Hallock State Park on October 25, 2026, with a virtual 5K option. Proceeds support the Long Island Greenway and include a post-race wine crawl with vendor specials for participants 21 and over.
November 2026
A community 72nd anniversary event in Lake Ronkonkoma with a timed 5K run/walk and an untimed fun run on mixed pavement, grass and trail surfaces.
A 4K grass cross country event at the Northport VA Golf Course with military and youth categories, a short fun run, awards, and proceeds supporting local veterans.
A community 5K at Belmont Lake State Park on November 8, 2026 with in person and virtual options, a free kiddie dash, post race refreshments, and proceeds supporting NSRF.
USATF Long Island 8K Open and Masters Para Athletic XC Championships on November 8 2026 at Bethpage State Park Playground in Bethpage NY
A family 5K trail run and virtual option at Bethpage State Park on November 14, 2026 with a free kiddie dash, post-race refreshments, and proceeds supporting the Never Stop Running Foundation.
A trail event in Manorville Hills with 3, 6, 12 and 24 hour options on a runnable 5K loop featuring about 270 feet gain per loop.
Inaugural backyard ultra at Cranbury Park in Norwalk on November 14 with repeated 4.167 mile loops, alternating loop direction every four hours.
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.
Trail half marathon and 5 mile at Brookhaven State Park on Nov 15, 2026, on single track and fire trails with awards, cash prizes, and finisher medals.
Six hour timed run and relay at Belmont Lake State Park on November 15, 2026 featuring individual and team entries on a 2.50 mile loop with post event food and awards.
Experience a magical 13.1 mile trail race through the rolling hills of Roosevelt Forest. Complete eight loops of a wooded course while supporting a children's book drive in this unique costume friendly event.
Thanksgiving Day 5K and family half mile fun run at John J Burns Park in Massapequa with race shirts, age-group awards, and proceeds benefiting local charities.
Post-Thanksgiving community races at Darien High School featuring a 5K and a 1 Mile walk/run with proceeds benefiting The Depot youth center.
A trail 5K run and walk at Bethpage State Park on Nov 28, 2026 with a virtual option, a free kiddie dash, event shirts, and postfinish refreshments.
A trail 5K at Belmont Lake State Park in late November 2026 featuring a 50/50 raffle where half the net proceeds are awarded to present participants.
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