Trail Running calendar near Ellenville 2026-2027

Trail Race REXTRAVAGANZA on May 9 at Clausland Mountain in Orangeburg features 3.75, 7.5, and 11.25 mile trail options, supports mental health and sobriety, and includes aid stations, a medal, and an optional T-shirt.

A second annual 6k 3.8 mile cross country run at Bruynswick Winery in Gardiner, NY supporting the Ulster County SPCA. The day features music, a meet and greet with shelter animals, awards, and free children's dashes.

Spring Fling 600 in Southington, CT on May 9, 2026 features a 600 minute looped trail event and a 6 Mile race at YMCA Camp Sloper. Both events use chip timing and offer finisher medals and awards for top competitors.

A 5K trail run through the orchard at Indian Ladder Farms on May 10, 2026, with a hard cider mimosa provided after the finish and non alcoholic options; top 1st to 3rd place finishers aged 21 and over receive craft cider bottles.

A multi-day timed running festival at the Sussex County Fairgrounds featuring a certified 1.000 mile loop, multiple timed race durations, certified marathon and 50K options, on-course timing display, aid station kitchen, camping and RV faci..

Test your endurance on a 2.2 mile loop through the scenic Roosevelt Forest. This nine hour ultra event offers a supportive atmosphere for runners aiming to hit personal distance goals on classic New England trails.

Trail races at Voorhees State Park include a 50k (five laps) and a 10k, with roughly 4,500 ft and 900 ft of elevation gain. The course is marked, has aid stations, onsite amenities, and race day registration.

Trail running in Pittsfield State Park with 50K, 25K and a 5 mile course on single track and flowy forest trails. The event is organized by BURCS and benefits local animal rescue organizations.

Trail races in South Mountain Reservation on May 16, 2026 offering distances from a 1.15 mile kids race up to 50 miles and 50 kilometers. Forested east and west loops feature gravel roads, single track, aid stations and chip timing.

Experience a scenic trail run through the meadows and forests of Muscoot Farm. Choose from the 5 mile course or youth races and receive vouchers to spend at the local farmers market.

Technical trail races in Norvin Green State Park featuring boulder fields, river crossings and mountain views. Distances include a 50K, 10 Miler and 5 Miler; the 50K has mandatory gear and multiple cupless aid stations.

A community 5K in Ellenville on May 17, 2026 that starts and finishes at Aroma Thyme Bistro, follows the base of the Shawangunk Mountains and the newly resurfaced Rail Trail, and finishes with a garden gathering; proceeds benefit local food..

A 3.5 mile trail run and walk at Woodtick Recreation Area in Wolcott CT on May 17, 2026. Proceeds support the Wolcott Cross Country Teams and division winners receive medals, with race entry including a free $10 pass to the CT Food Truck Ba..

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

A four mile cross country race in Riverdale and Van Cortlandt Park with an informal kids fun run, finisher hat, awards for top finishers and masters, and post race refreshments; proceeds benefit the FDNY Foundation.

A road half marathon around Mine Hill Distillery in Roxbury CT featuring mixed paved and dirt roads, a long climb in the first half and a mostly downhill return. Three aid stations support a cupless hydration policy and finishers receive a..

A four mile road and trail race in Forest Park with start and finish at Victory Field track. The event is limited to 500 entrants, includes chip timing, technical shirts for pre-registrants, finisher medals, cash awards and age group trophi..

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

Six 5K cross country races take place at Van Cortlandt Park from May 28 to July 30, 2026, on the classic Tortoise and Hare course. The final three evenings include free half mile kids runs, weekly awards and post race raffles.

Experience a 5K cross country run or walk through the mowed trails of Peach Hill Park. Reach the highest point in Poughkeepsie for panoramic views and enjoy post race snacks and awards.