Trail Running calendar near Katonah 2025-2026

Test your endurance at the Tower Tag Challenge in Sleeping Giant State Park with 4 hour and 8 hour timed options on repeated 3.3 mile loops to the Observation Tower. Bring your own cup, enjoy finisher swag, and support the park.

Run the PPTC Endurance Fest in Prospect Park, Brooklyn, choosing a 50 mile or 50 kilometer lap race that starts and ends at Lincoln Road. Enjoy loop camaraderie, chip timing and a classic belt buckle for 50 mile finishers.

SRC Presents: A Backyard Ultra takes place at Blydenburgh County Park in Hauppauge, NY on December 13–14, 2025. The event features two races: A Backyard Ultra, a true ultramarathon where runners must complete a 4.167-mile loop within an hou..

Event overview MCW The Holmdel Classic is a trail race held on December 13, 2025, at Holmdel Park in Monmouth County, New Jersey. The event offers loop-based distances on a multi-lap course: Loop: 4.65 miles Halfish : 3 loops 50 kmish : 7..

South Orange, New Jersey hosts the NJ Trail Series SOMO Winter 2 on Saturday, December 13, 2025. The event offers three distances: 5K, 10K, and 13.1 miles, run on a looped course through South Mountain Reservation. The course blends fire ro..

The Frosty Forest 5K at Roosevelt Forest in Stratford is a cozy off road run of two short loops where holiday costumes are welcome. Small field, festive cookies and hot chocolate, commemorative medallions, and proceeds benefit local causes.

Event overview The West Rock Winter Fat Ass Extravaganza is scheduled for December 28, 2025 in Hamden, CT near Lake Wintergreen. The event is an eight-hour looped run using a 1.6-mile loop around Lake Wintergreen with about 65 feet of eleva..

Take on a rugged 5K loop at South Mountain with 5K, 3 hour, 6 hour and kids 1 mile options, plus a rucking division. This fun fundraising trail event supports the South Mountain Conservancy and delivers rocky climbs and fast singletrack.

The Mahlon Winter Donut Trail Run & Hike is a scenic trail running event held at Saffin's Pond in the Mahlon Dickerson Reservation, Lake Hopatcong, New Jersey. Scheduled for February 8, 2026, it offers three race distances: a 5-mile loop, a..

Event overview The Squatchy Onesiefest 5K is scheduled for February 14, 2026 at Ramapo Valley County Reservation, starting and finishing at the New York-New Jersey Trail Conference (NYNJTC) Headquarters. The event has a onesie theme; awards..

The Febapple Frozen event is a trail running race held in South Mountain Reservation, Maplewood, New Jersey. Scheduled for February 21, 2026, it offers multiple distance options including a 50-mile, 50-kilometer, 20-mile, and 10-mile race...

Squatchapple is a scenic, challenging trail race at South Mountain Reservation with 11, 20, 50K and 50 mile options run on three looped courses. Limited to 400 runners and often sold out, the event benefits the South Mountain Conservancy.

Livingston Oval Ultra : March 7, 2026 The event in Livingston, NJ at Robert Harp Drive is a timed loop ultra on the town Oval. It is the third annual running and adds a 12-hour distance for 2026. Distances offered: 12 hours 6 hours 3 hours..

Take on MT TAMMANY 10 on March 21, 2026, a scenic yet demanding 40 mile trail ultramarathon near Delaware Water Gap with ten summit climbs and more than 10,000 feet of elevation gain. Ten repeated loops turn rugged mountain trails into a re..

Event overview The Ospreys Dominion Wine Run 5k is scheduled for Saturday, March 21, 2026 in Peconic, NY at Osprey's Dominion Vineyards (44075 Main Rd, Peconic, NY 11958). The event is a 5k run/walk open to ages 1 through 99. The event is c..

Event overview The Enchanted Forest Ultra Run is a trail ultramarathon held at Roosevelt Forest, 700 Peters Lane, Stratford, CT. The event is offered as a 6-hour format and as a 50K distance. Field size is limited to 50 participants. Regist..

Take on the Terror of Tammany on March 22, 2026 in Worthington State Forest, Columbia NJ. Choose a challenging 30K or epic 50K+ over rugged 6.7 mile loops with big climbs, supportive finish awards, and a true mountain trail test.

The Morris County Empanada Trail Run, held in Morris Plains, NJ, offers both 5K and 10K run/walk events on scenic trails within Central Park of Morris County. The course features mixed terrain including dirt, grass, gravel, and some hills,..

Event details The Sleeping Giant Trail Runs take place March 29, 2026 at Sleeping Giant State Park, 200 Mt Carmel Ave, Hamden, CT. The event offers these distances: 25K 50K (two loops of the 25K loop) Registration closes March 27. Entry f..

Big Bear Squatch North is a rugged trail race at Harriman State Park offering a half marathon and 10K with ruck divisions on technical singletrack and steep climbs with Hudson River and NYC skyline views. Limited to 400 runners.