Trail Running calendar near Oliverea 2026-2027

Run Like The Wind 5K in Ellenville winds along the base of the Shawangunks and a scenic stretch on the Rail Trail. Finish in Aroma Thyme Bistro's garden with beer, wine and food while supporting food pantries and youth scholarships.

Sharpen your trail skills at a three day Spring Training Camp in Oliverea NY. Expert coaching and guided runs on technical Catskill ridgelines include a 13 mile day with 5000 ft of climbing, plus lodging, meals and great camaraderie.

Join the Mine Hill Half Marathon on May 24, 2026, starting and finishing at Mine Hill Distillery in Roxbury, CT. Tackle a scenic hilly road course and celebrate afterward with food, live music and distillery samples.

IronHike Spring 26 at Mohawk Mountain CT in June offers endurance routes from 15 to 152 miles for solo runners, teams and families in a flexible relay format. Enjoy basecamp camping, support stations and finisher gear.

Take on ski slopes and mountain trails at Plattekill Mountain Race in Roxbury NY on June 7, 2026. Choose the tough 6.5 mile mountain course with massive elevation gain or the steep, punchy 5k that climbs hard out of the gate.

Manitou’s Revenge in Windham, NY on June 20, 2026 is a 53 mile ultramarathon across the Catskills with about 15,000 feet of climbing and rugged, technical trails. Expect long self supported stretches and routes that get harsher after dark.

Run the Red Wing Trail Challenge in Lagrangeville, NY on July 5 with 15K, 30K, and 60K options on a runnable 15K loop with varied terrain and serious climbing. Aid stations, lap base for 60K, and post race food make this a true trail day.

Notchview Ultra in Windsor MA, July 10 to 13, 2026 features a scenic 1.9 mile loop with timed options from 6 hours to 100.7 miles. Full aid station, camping and merch plus a lap based charity challenge led by mascot Wally.

Ridge Reaper Trail Runs returns Aug 1, 2026 at Ward Pound Ridge Reservation near NYC, offering multiple distances from runnable loops to epic 50 mile challenges. Expect wooded technical trails, ridge views, finisher medals and podium awards..

Take on rugged ravine trails in Binghamton with 5K, 15K or a timed 12 Hour endurance challenge. Expect steep climbs, creek crossings and technical terrain, plus an option to race with a weighted pack for added grit.

Join the 14th Annual Sweltering Summer Ultra, an 8 hour track challenge at Clapp Park in Pittsfield on August 8, supporting the AYJ Fund for children with cancer. Chip timing, a lively aid station and pizza and ice pops keep energy up.

Challenge yourself on rocky, rooty trails at Stokes State Forest on August 9, 2026, with 5K, 10K, 10K ruck and a rugged 17 mile course with big climbs. Ruck divisions, age and disability accommodations and aid stations mean serious fun with..

Test your limits on scenic technical trails in Fahnestock State Park with 50K, 25K and 5.5 mile options on August 15, 2026. Enjoy full aid stations, post race food, swag and proceeds supporting park conservation.

Climb It For Climate at Belleayre Mountain on August 16 features a challenging 25K mountain trail and a lively 8K slope run with hikers welcome. Join this zero carbon event with aid stations, plant fuel and proceeds to Catskill Center.

Take on the Jug End Loop Ultra at Jug End State Reservation on August 22, 2026. Run or walk a rolling 4.2 mile loop as many times as you can in six hours through woods, fields, and an apple orchard while supporting local charities.

Run technical trails through old growth forest, waterfalls and steep climbs at the Salt Springs Field, Forest & Falls Trail Races. Choose 5K, 10K or a grueling 50K five loop challenge while supporting park trail conservation.

Run the rugged Shawangunk Ridge Trail near Rosendale NY for epic cliff top views across five states. Pick 70 mile, 30 mile or half marathon courses over rocky, technical terrain in this unsupported, self reliant challenge.

Tackle rugged singletrack and sweeping views at Macedonia Trail Race in Kent CT on September 13, 2026, with 12K, 25K and 50K options. Expect steep climbs up Cobble Mountain, fast descents and a festive finish with post race food and medals.

Run scenic truck and horse trails in Charles E. Baker State Forest near Brookfield, NY with 5K, 15K and a rugged 50K option. Fresh grilled food on site and donations support Brookfield Central School seniors.

Wild Goose Trail Festival at Wawayanda State Park offers a weekend of trails, films and family fun in mid September 2026. Races range from a kids mile to 100 miles, with camping, panels and fundraising for mental health through Bigger Than..