East Islip
Trail Running Calendar near East Islip 2026-2027
Explore the top trail runs near East Islip for 2026-2027! We've gathered 25 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
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.
October 2026
Multi-day trail event in Rocky Point NY on a 10.48 mile loop used for distances from 10 to 150 miles, with two aid stations and crew support.
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.
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.
An inaugural backyard ultra at Cranbury Park where runners repeat a 4.167 mile loop each hour until one runner remains, with crew access and central aid near the corral.
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.
A Thanksgiving Day 5K and family fun run at John J Burns Park in Massapequa supporting local charities with a USATF certified course.
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.
December 2026
A weekend trail event in Blydenburgh County Park featuring a Backyard Ultra with 4.167 mile hourly loops and a separate 4.16 mile lapping race. A portion of proceeds supports the Long Island Greenbelt Trail Conference.
March 2027
Timed trail races at Sunken Meadow State Park where runners repeat an approximately 1.4 mile loop; winners cover the most distance in 3 hour and 1 hour formats.
A 5K trail run at Bethpage State Park with a free kiddie fun run, on-site refreshments, beer for ages 21 and up, and a virtual participation option.
April 2027
A 5K trail run/walk at Bethpage State Park with a kids run, virtual option, on-site amenities, and online age group recognition.
A 5K trail run/walk at Blydenburgh County Park in Smithtown, NY, on mixed-surface trails with on-site amenities and proceeds supporting Last Chance Animal Rescue.
Point-to-point 50K and 25K along the Suffolk County Greenbelt Trail from Sunken Meadow to Heckscher State Park, returning April 17, 2027.