Wading River
Trail Running Calendar near Wading River 2026-2027
Explore the top trail runs near Wading River for 2026-2027! We've gathered 20 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
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.
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.
A trail half marathon at Roosevelt Forest on November 21, 2026 featuring eight 1.64 mile loops, on-course aid, commemorative swag, and podium awards for top male and female finishers.
December 2026
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.
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 chip timed 5K at Osprey's Dominion Vineyards in Peconic, NY on March 20, 2027 with a cross country grass course, wine pour, race shirt, cup, and medal.
A 6 hour trail ultra at Roosevelt Forest in Stratford CT with a 2.3 mile loop, on-course food and hydration, a 50 person field, and podium awards for top men and women.
April 2027
A 5K trail run and walk at Blydenburgh County Park with a mixed-surface course, dog-friendly rules, on-site amenities, and proceeds supporting Last Chance Animal Rescue.
Point-to-point 50K and 25K across the Suffolk County Greenbelt Trail from Sunken Meadow to Heckscher State Park, featuring five aid stations and shuttle service.
May 2027
A nine hour timed trail ultra on a 2.2 mile loop through Roosevelt Forest in Stratford, CT. Entry is limited to 50 participants and awards go to the runners with the most miles by the race end.
A community 5K trail run and walk at Blydenburgh County Park with on-site amenities, a virtual option, and donations benefiting the Never Stop Running Foundation.
June 2027
A community 5K and one mile family walk at Camp Edey in Bayport supporting Girl Scouts of Suffolk County programs and scholarships.
July 2027
A scenic 5K at Pindar Vineyards in Peconic with a post race party featuring live music, food trucks and award winning wine.
August 2027
A scenic 2.5 mile trail run at Wildwood State Park in Wading River on August 7, 2027, with live results, free finish photos, and proceeds benefiting the park.
A multi-day August 2027 event at Sacred Heart University with 90 minute stair climb and walk challenges plus a five day virtual step challenge supporting Homes for the Brave.
October 2027
A scenic trail 5K at Blydenburgh Park with a free Kiddie Dash, on-site refreshments and a virtual entry option allowing one week to submit results.