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.
December 2026
An eight hour looped run at Lake Wintergreen in Hamden CT with 1.6 mile laps, one aid station, provided food and a 50 runner limit; proceeds benefit 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.
A chip timed 5K at Osprey's Dominion Vineyards in Peconic, NY on March 20, 2027. Entry includes a t-shirt, collapsible wine glass, finisher medal, chip timed bib and a pour of wine.
Six hour timed trail event at Roosevelt Forest in Stratford CT with a 2.3 mile loop, a 50K option, limited field and awards for top mileage.
April 2027
A 5K trail run and walk at Blydenburgh County Park supporting Last Chance Animal Rescue, with mixed trail surfaces, onsite refreshments and a dog friendly park.
Point-to-point trail runs of 50K and 25K across the Suffolk County Greenbelt Trail, finishing at Heckscher State Park on April 17, 2027.
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 trail 5K at Blydenburgh County Park supporting the Never Stop Running Foundation, with on-site refreshments, parking options, and a virtual participation choice.
June 2027
A community 5K and 1-mile family walk at Camp Edey in Bayport with family activities, awards, and proceeds supporting Girl Scouts of Suffolk County programs.
August 2027
A scenic 2.5 mile trail run at Wildwood State Park in Wading River benefiting the Friends of Wildwood State Park, with live results and free finish line photos.
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.
September 2027
Six hour timed run and relay at Belmont Lake State Park with 2.50 mile loops, team and individual divisions, post-race food, awards, and commemorative sweatshirts.