June 17, 2026
On Saturday, September 24, at 7:00 a.m., meet at the Leon Levy Preserve lot, 2-50 Smith Ridge Rd, South Salem, NY, ready to run a convoluted course of around 7 miles and using every trail in the park including the Levy East half mile extension. Print Map Download the PDF
On Sunday, September 25, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum, when we run the Museum, CB, to Blue Route. All distances start up FH and branch from there. The 8 mile loop takes a bushwhack to get to CB before meeting up with the other distances on Green. Options include […]
On Saturday, October 1, at 7:00 a.m., meet at Lewisboro Town Park, Upper Lot, ready to run the Kessel Run. This out-and-back course is nine non-technical miles on some of the fastest trails in the Rez so you'll be able to stretch your legs and gain some speed. If you're not up for the full […]
This Sunday, October 2, at 8:00 a.m., meet at Lewisboro Town Park Upper Lot, when we run The Crazy 8 Run. This 8-mile, figure-8 course will take runners on the Blue trail and over the fire tower. If you’re not up for the full distance, turn back at Kimberly Bridge for a respectable 4.5-mile run. […]
This Saturday, October 8, at 7:00 a.m, meet at the Zofnass Family Preserve on Upper Shad Road in Pound Ridge (see Google Map) when we run everyone’s favorite labyrinthian preserve with a network of trails noted for its crags and rock outcrops. Meet at the main entrance and we’ll follow a perimeter loop making all […]
On Sunday, October 9, at 8:00 a.m., if you're not running Paine to Pain, meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run a classic—Eleanor's Great Escape. This multidistance run takes you on a great mix of some of the best trails in the park. Cobweb Crew starts at 5:00 a.m.; Early […]
On Sunday, October 9, at 9:00 a.m., meet at Thomas Paine Cottage in New Rochelle to run Paine to Pain half maraton—a giant single loop that winds its way through the woods and trails of five different lower Westchester parks. You never run the same trail twice and will spend 90% of your time on […]
On Monday, October 10, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run a special Indigenous Peoples Day Run of the Michigan to Dancing Rock course. This loop starts with a climb to the Overlook and then follows some of the lesser-used trails in the park. Options include 4.5, […]
On Saturday, October 15, at 7:00 a.m., meet at Westmoreland Sanctuary on Chestnut Ridge Road in Mount Kisco when we run the 5.25 mile perimeter loop. We can decide whether to take the extra out and back to the Fox Lane ropes course. Those who want an extra challenge can run the Butler loop across […]
On Sunday, October 16, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Dancing Rockish run. This course follows much of the Dancing Rock route but doesn't include the large bushwhack. Still plenty of trails left to have fun, though. Cobweb Crew starts at 5:00, Early Risers at […]
On Saturday, October 22, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot, ready to run a special Rocktober loop of the Green Rock Trail course which includes Spy Rock, the Stairs, Raven Rocks, and Indian Rock Shelter. We'll aim for the 6.5-mile course but you have options for longer or shorter. […]
This Sunday, October 23, at 9:30 a.m, meet at Muscoot Farm (http://goo.gl/maps/dTDiT) for the Run the Farm 5 Mile Trail Race. This 5 mile course starts from the farm and follows the outlying trails around Muscoot. You can download a map of the five-mile course here. 8:30 a.m. Kids’ Race (7 to 12-year-olds) 8:45 a.m. […]
On Friday, October 28, at 7:00 p.m., meet at Ward Pound Ridge Reservation, Lean-To 5 (at Michigan Road), for a special Night Run. If clear, we'll head to the Overlook to try for a glimpse of the setting crescent moon. After that sliver disappears, you'll only have starlight and a headlamp to guide you for […]
Start the Halloweekend off right! On Saturday, October 29, at 7:00 a.m., meet at Taza Cafe on Main Street, Ridgefield, and enjoy a pre-run cup of coffee. Around 7:30, we'll head over to Devil's Den Preserve (3 Pent Road, Weston), and run the Devil's Ledge 8-mile course. The park opens at sunrise (around 7:25) so […]
Not a run but celebrate Halloween and fall at Trailside Nature Museum's Spooktacular Oktoberfest! Children and adults are invited to wear their Halloween costumes as there will be both children and adult costume contests. Fall snacks, hay rides, crafts, and more will be available. This event will also include access to our Oktoberfest at Bergfied. […]
On Sunday, October 30, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready for some prime running. No specific course, that's going to be up to you, but the goal is to reach consecutive intersections that are prime numbers. I've included a map that lists all the primes and gives very approximate […]