June 17, 2026
On Sunday, May 15, at 8:00 a.m., meet at Lewisboro Town Park ready to run the Five Bridges run. The 7.5 mile version of the run passes by five of the major bridges in the Rez but you have options for longer and shorter distances should you choose. Cobweb Crew starts at 5:00; Early Risers […]
FORECAST shows 85% cloud cover for tonight so I'm going to cancel the run. If it clears up, you can always head over to the Meadow Lot for the eclipse anyway—it's a great place to see it. On Sunday, May 15, at 11:00 p.m., meet at Lewisboro Town Park for a special night run—the Flower […]
Saturday,May 21, 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. You can choose which direction you want to run when you arrive but bring a map—I won't be there for this one. Those who want an extra challenge can do the […]
On Sunday, May 22, at 8:00 a.m., meet at the Ward Pound Ridge Meadow Lot when we run the Meadow to Green Loop. This course heads to the Trailside Museum before circling around to Michigan Road. From there, take the Green trail to some of the smaller, lesser-used white trails in the Southern portion of […]
This Saturday, May 28, at 7:00 a.m, meet at the Zofnass Family Preserve on Upper Shad Road in Pound Ridge (see Google Map) when we take a break from our epic Saturday runs and run everyone’s favorite labyrinthian preserve with a network of trails noted for its crags and rock outcrops. Meet at the main […]
On Sunday, May 29, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run all or part of the Michigan Multiloop Course (A.K.A. The Death Spiral). The 8:00 start will follow the 8 or 5 mile loop and you can continue with whatever loops you'd like. Those looking for a […]
On Memorial Day, Monday, May 30, at 7:00 a.m., meet at Michigan Road Lot to test yourself and find out who’s going to get the crown on one counterclockwise loop of Red. It's simple. 5.32 miles. The current course records are 36:09 for Chris Irwin and 41:50 for Julie Piddington although the competition for the […]
On Saturday, June 4, at 7:00 a.m., meet at Lewisboro Town Park, upper lot, ready to run a clockwise loop around Ward Pound Ridge Reservation. The full loop is 12 miles but you have options for 6 and 8 miles as well. Bring your own maps, though, I'm not sure I can make this one. […]
Looking for something a little different? While not trail, the Pound Ridge Color Run is a fun 5k hosted by the Pound Ridge Partnership in collaboration with the Human Rights Advisory Committee. The run is the town’s first-ever 5K road race and is dedicated exclusively to celebrating Pride Month—with a splash of Holi-inspired color! After […]
On Sunday, June 5, at 9:45 a.m., don’t miss out on the annual “A Mild Sprain” Trail Run (5 mile run/3 mile walk/hike) on Sunday, June 5, 2022, at Sprain Ridge Park, Hastings-on-Hudson, NY. “A Mild Sprain” is one of Westchester’s largest grassroots fundraisers. Over the past 9 years, the event has raised more than […]
This Saturday, June 11, at 8:00 a.m., meet at Sleeping Giant State Park, 200 Mt Carmel Ave, Hamden, CT 06518, for up to 10 miles of hills, trails, rocks, and one very cool castle. If you want to ride share, meet at Lewisboro Town Park lower lot at 7:00 a.m. Bring a change of clothes and some cash […]
This Sunday, June 12, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow lot, when we run the Meadow to Rock Trail Loop, v2. We’ll head south from the meadow heading up the CB trail and make one of three loops before returning via FH, the Magic Stairs, and Trailside Museum. In between, you’ll […]
On Friday, June 17, at 7:00 p.m., meet at Ward Pound Ridge Reservation, Lean-To 5 (at Michigan Road), for a special Night Run. While we don't need any special occasion for a night run, come out and celebrate my 60th birthday—even if you don't run. Please, no gifts, just bring yourselves. Sunset is at 8:30 […]
On Saturday, June 18, at 7:00 a.m., meet at Mountain Lakes Park trailhead to Lookout Point and run the 2019 Sarah Bishop course that meanders through much of the park. Park at trailhead to Lookout Point, finish at Hemlock South campsite, and head over to the pool area and check out who's still running the […]
On Sunday, June 19, at 8:00 a.m., meet at Ward Pound Ridge Reservation Kimberly Bridge Lot ready to run the Kimberly to Blue Route. Start down the Blue train and take your choice of 5, 6.5, and 8 mile loops. Cobweb Crew starts at 5:00 a.m.; Early Risers at 7:00. Rookie Runners start at 7:00 […]
On Saturday, June 25, at7:00 a.m., meet at the Nature Conservancy Butler Sanctuary on Chestnut Ridge Road in Mt. Kisco (see in Google maps) when we run a combination of trails covering most of the park. Since Butler is a relatively small preserve, we’ll be following a double loop course to get to 5 to […]
On Sunday, June 26, at 8:00 a.m., meet at Michigan Road Lot ready to run the Michigan to Kimberly (v2) run. Options include 6.5, 7.5, and 9 mile distances. Cobweb Crew starts at 5:00; Early Risers at 7:00. The Planetary Society Runners will meet at 4:20 a.m. on Sunday for a predawn glimpse of the […]
This Saturday, July 2, at 7:00 a.m., meet at Tazza Café, 408 Main St, Ridgefield, CT, and prepare to run the 11 mile Brew to Brews run through Devil’s Den and Saugatuck. Options include the full 11 miles and an abbreviated 6 mile version. 7:00 to 7:30 a.m. Get Some Fresh Brewed Meet at Tazza Café, […]
On Sunday, July 3, at 8:00 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 […]
On Monday, July 4, 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 choose which direction we want to run when you arrive but plan on taking the extra out-and-back to the Fox Lane ropes course. Those who want an […]
On Saturday, July 9, at 7:00 a.m., meet at the parking lot on Sarles Street and Bretton Ridge Road (near 415 Sarles St, Mt Kisco, NY 10549) when we run a loop in the Meyer Preserve. This small preserve offers a mix of terrain, hopefully a load of wineberries, and an access trail to Byram […]
On Sunday, July 10, at 8:00 a.m., meet at Mountain Lakes Park, Pool Parking Lot (see the map for Sarah Bishop parking), when we run the 2019 Sarah Bishop course that meanders through much of the park. Options include extending the run through Old Sib, Hearst, and Mead-Halmi preserves in case you're looking for a […]
On Saturday, July 16, at 7:00 a.m., meet at Ward Pound Ridge Reservation Kimberly Bridge Lot ready to run the Kimberly to Blue Route. Start down the Blue trail and we'll opt for the 6.5 mile loop. If you need a longer run, there's always that option as well. Print Map Download the PDF
On Sunday, July 17, at 8:00 a.m., meet at the Trailside Nature Museum lot ready to run the Trailside to Green loop. Options include distances of 5.5, 7.5 and 9 miles. Cobweb Crew starts at 5:00 a.m.; Early Risers at 7:00 Rookie Runners arrive at 7:00 a.m. for a shorter loop at an easier pace. […]
On Saturday, July 23, at 7:00 a.m., meet at Becker Hollow Parking Lot, 4120 NY-214, Elka Park, NY (Google map ››) when we run the Catskills Fire Tower Challenge. We're going to start at the Hunter Mountain trailhead and hit Tremper, and Overlook. Anyone who wants to hit all five can continue to Red Hill […]
On Sunday, July 24, at 7:00 a.m., meet at Ward Pound Ridge Reservation Kimberly Bridge Lot ready to run the Kimberly to Blue Route. Start down the Blue trail and choose from 5 miles, 6.5 miles, or 8 miles. Cobweb Crew starts at 5:00; Early Risers at 7:00. Make sure you bring plenty of water, […]
On Saturday, July 30, 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. I'm good for one trip through this maze so if […]
On Sunday, July 31, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot, ready to run the Green Rock Trail course which includes the Overlook, Spy Rock, the Stairs, and Raven Rocks. Options include 4.5, 6.5, 7.5, and 8.5 miles, running counterclockwise, down the stairs, toward Raven Rocks. Cobweb Crew starts at 5:00, […]
On Saturday, August 6, at 5:00, 7:00 a.m., and 9:00 a.m., meet at the Depew Court lot at Blue Mountain and run the Fifth Annual Blue-Per Bowl run. Starting at 5:00 a.m., make one 7.5 mile loop and a second starting at 7:00 a.m. Join in for one or both loops or finish a third […]
On Sunday, August 7, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run the Meadow to Armstrong Loop. This course offers distances of 5, 7, and 8.5 miles and takes us off the reservation into two small preserves to the west of the park. The out-and-back nature of this gives […]
On Saturday, August 13, at 7:00 a.m., meet at Reservoir Road in Katonah, behind the Katonah Museum of Art, ready to run the KMA to Hunt-Parker 7-mile course. This run starts on dirt roads, crosses the Cross River Dam, and heads over to Hunt-Parker Preserve—home of the Bedford Audubon Society—with various trails including single-track and […]
On Sunday, August 14, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Nature Museum Lot, ready to run the Trailside, Raven to Tower loop. We'll all head up everyone's favorite way to start a run—The Fox Hill climb—and then take some of the less-traveled trails from Michigan Road. Options include 4.5, 6, or […]