East Islip
Trail Running Calendar near East Islip 2026-2027
Explore the top trail runs near East Islip for 2026-2027! We've gathered 30 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Outrun the Stigma 5K Run/Walk in Massapequa Park on October 24, 2026 features a 5K and kids fun run with medals, awards, photos and an after party.
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.
An inaugural backyard ultra at Cranbury Park where runners repeat a 4.167 mile loop each hour until only one runner completes a lap.
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.
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.
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.
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.
December 2026
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.
March 2027
Trail events at Sunken Meadow State Park on a roughly 1.4 mile loop with one hour and three hour formats awarding titles for greatest distance covered.
A trail 5K and free kiddie fun run at Bethpage State Park with a lucky shirt, postrace refreshments including beer for 21 plus, and a virtual participation option.
April 2027
A 5K trail run and free kiddie run at Bethpage State Park with a virtual option, refreshments, bib mailing, and age group awards supporting the Never Stop Running Foundation.