Rocky Point
Trail Running Calendar near Rocky Point 2026-2027
Explore the top trail runs near Rocky Point for 2026-2027! We've gathered 35 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
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.
Trail event at Alice Newton Street Park in Woodbridge CT offering a 4 mile trail run and a 2 mile woodland walk, with shirts, refreshments and awards.
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.
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.
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 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
Timed trail event at Sleeping Giant State Park with repeated 3.3 mile out and back laps on the Tower Trail and 4 hour or 8 hour options.
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.
Experience an exclusive trail run through the scenic Roosevelt Forest in Stratford. This 5K event features a natural off-road course limited to a small group of participants and includes custom finisher medallions.
Eight hour loop event on 1.6 mile laps around Lake Wintergreen in Hamden CT with one aid station, food, a 50 runner limit and proceeds benefiting Doctors Without Borders.
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.