April 30, 2026
On Saturday, August 15, at 7:00 a.m., meet at Mountain Lakes Park, Trailhead to Lookout Point, ready to run the Mountain Lakes and Adjacent course. We'll modify the map below to include a bushwhack or two before we head over to the Hearst-Mead and Halmi Preserves. Total distance will be about 7 miles. Print Map […]
On Sunday, August 16, 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. There are still a lot of trees and branches down across the trails even on some of this course so you'll need to pick […]
On Saturday, August 22, at 7:00 a.m., meet at the Bradley Road lot of Trout Brook Valley in Weston, CT, when we run a perimeter loop. Distances range from 6 to 8.5 miles on varying terrain from rocky single-track to meadows and orchards. We'll take a side trail to get a view of the Saugatuck […]
On Sunday, August 23, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Michigan FH to Overlook loop. This time, we'll reverse the direction and get the Overlook first. Options include distances of 5, 6.5, and 8 miles. As usual, the early crews can start at 6:00 and […]
It looks like the weather won't cooperate for the scheduled run in the Catskills so let's run something closer to home. On Saturday, August 29, at 7:00 a.m., meet at Farringtons Woods Trailhead (see Google map) next to I-84 at the New York-Connecticut border. This park offers a variety of twisty trails throughout this 8-mile […]
On Sunday, August 30, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run a classic—the Fire Tower Summit Run. Before there was the Raven Rocks Race, there was The Fire Tower Run which follows some of the same trails but offers distances from 5 to 7.5 miles and includes the […]
On Saturday, September 5, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Red Trail. Since the Pound Ridge 50k is only a day away, I'm sure a number of you will be resting today but I'll offer this anyway. The Red trail loop forms two of the […]
On Sunday, September 6, at 5:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the first ever Pound Ridge 50k. Runners will make four loops—a 12 mile perimeter loop starting at 5:00, an 8 1/2 mile loop starting at 8:00, and two 5 1/2 mile loops of the Red trail. […]
On Monday, September 7, at 8:00 a.m., meet at Lewisboro Town Park, upper lot, when we navigate the 9.6 mile Kessel Run. This special out-and-back segment starts at Lewisboro Town Park and ends at Gilmore Pond on the southern end of the Rez. Peeter “Millennium Falcon” Muursepp holds the record of less than 12 parsecs […]
On Saturday, September 12, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Michigan to Clark course. This 7.5 out-and-back takes us out of the Rez to the adjoining Clark preserve on the southern part of the park. If we're lucky, we'll get Billy McArthur out on Saturday […]
On Sunday, September 13, 8:00 a.m., run Where the Pavement Ends, a fun and challenging 4-plus miles of sometimes narrow, sometimes hilly, always beautiful trails. It is a great mix of fire road, single track, flats, hills, and one fast downhill section right towards the end. Park at the Ridgebury School, Ridgefield, CT and walk […]
On Saturday, September 19, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to explore with a sense of adventure. Below is a "Stroller's Map" that was sold for a quarter at the "Trading Post" at the Rez from the 1950s through the 1970s. The map shows landmarks and trails that […]
On Sunday, September 20, at 8:00 a.m., meet at the Trailside Museum at Ward Pound Ridge Reservation when we run the classic Trailside to Overlook loop. This revised course offers multiple distances but all start toward the Overlook and return via FH. As usual, the early crews can start at 6:00 and 7:00 for bonus […]
On Saturday, September 26, 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 almost every trail in the park. Print Map Download the PDF
On Sunday, September 27, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run a classic—Eleanor's Great Escape. This multidistance run takes you on some of the best trails in the park and with temperatures in the 60s, it's shaping up to be a beautiful day on the trails. Early risers […]
Looking for a mid-week run? Meet at Ward Pound Ridge Reservation on Thursdays at 5:30 a.m. for a run finishing up between 7:00 and 7:30. It's a great way to get your run in early.
On Saturday, October 3, at 7:30 a.m. (note the new time), meet at the East Trapps Trailhead in Mohonk Preserve (3213 US-44, Gardiner, NY 12525) ready to run a 10.5 mile loop courtesy of Jon Birdsall. He's arranged for a number of guest passes at the lot so we can enjoy the trails on the […]
On Sunday, October 4, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot, ready to run the Michigan, Overlook, to Raven Rocks course. This multidistance run is designed to give you views of the fall colors from the Overlook and Raven Rocks—the best vantage points in the park. Early risers can start […]
On Saturday, October 10, at 7:00 a.m., meet at Mountain Lakes Park trailhead to Lookout Point when we run the 2019 Sarah Bishop course. The race itself was canceled due to COVID-19 but we can visit the trails there. Make sure you follow standard COVID-19 protocols, mask up when others are nearby, and please complete […]
On Sunday, October 11, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Kimberly Bridge Lot, ready to run the Boutonville Oak Multidistance run. This run starts off with a visit to the Boutonville Oak (see the NY Times article reference) then heads west on Brown to the Meadow and Michigan Road. From there, you'll […]
On Saturday, October 17, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum lot, when we run the Trailside to Joe 7 mile loop. Those who’ve run with me for a while know that once fall hits, I’m more inclined to do some exploring in the parks. For this run, We’ll head over […]
On Sunday, October 18, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Nature Museum, ready to run the Trailside to Town Park Loop. The northern trails in the Rez haven't gotten much love from us lately so let's remedy that with this loop that includes various distances including the two longest that take […]
On Saturday, October 24, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot, when we run the Blue Moon trail. This course was created in the 1980s by Dave Cope as the 6 mile loop on the map. It includes a seldom-used bushwhack below the Leatherman's Cave that's a trail on the […]
On Sunday, October 25, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot, when we run the Green/Rock Trail Loop. This time, we'll run the loop in a clockwise direction, opposite the arrows on the map. You'll have options of 4.5, 6.5, 7.5, and 8.5 miles and plenty of elevation with the […]
On Saturday, October 31, at 7:00 a.m., meet at Huntington State Park, 58 Sunset Hill Road, Redding, CT., for our special Halloween run. Normally we'd run at Devil’s Den but that remains closed. Final course to be determined. Print Map Download the PDF
On Sunday, November 1, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum Lot, ready to run the Museum to Blue Route. This course offers distances of 6.5, 7.5, or 8.5 miles and the shortest begins with a climb to the Magic Stairs so be prepared. Early risers can start at 5:00 a.m. […]
Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Meadow Lot, on Thursday at 5:30 a.m. for a special Raven Rocks Course Check. Bring a headlamp—sunrise is at 6:31 so this raven is dark. Print Map Download the PDF Download the KML Download the GPX
On Saturday, November 7, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Meadow lot, ready to run the Raven 2 Raven challenge. This two-part run completes two Raven Rocks Loops in two Westchester parks. Complete the Raven Rocks 10k course in Ward Pound Ridge Reservation then drive to Rockefeller State Park in Pleasantville and […]
On Sunday, November 8, at 8:00 am., meet at Ward Pound Ridge Reservation in Cross River, NY, when we run the Snowy Owl Run. Sadly, the Raven Rocks Run has been cancelled but come out and run the Snowy Owl run, following all standard COVID-19 safety protocols of masks and social distancing. And make sure […]
On Saturday, November 14, at 7:00 a.m., meet at Reservoir Road, 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—home of the Bedford Audubon Society—with a variety of trails including single-track and […]
On Sunday, November 15, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run the ultimate in courses—the Leather Raven. While the full course is 12 miles, you have some options. You can start from the old oak tree and head in either direction. Head east and run the Loop course […]
On Saturday, November 21, at 7:00 a.m., meet at Lewisboro Town Park, Upper Lot, when we run the Fat Ass 7 mile loop. This is our traditional post-Thanksgiving Sunday run but the Bergfield Bridge was out last year so it's been some time since we've run this course. If you miss this, don't worry, we'll […]
On Sunday, November 22, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow lot, for the last of our raven-themed runs—the Nevermore Loop. You'll recognize this as the Raven Rocks course except this time, run the course in reverse, heading toward the Trailside museum first and ending through the meadow field. If you had […]
On Thursday, November 26, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Dancing Rockish run. Many of you know the Dancing Rock run, well, this course uses many of the same trails but omits most of the bushwhack and is a bit easier to run. As such, […]
This Friday, November 27, 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 Saturday, November 28 at 7:00 a.m., meet at Farrington Woods Trailhead (see Google map) next to I-84 at the New York-Connecticut border. This park offers a variety of twisty trails throughout this 8-mile course. While not particularly technical (it is a mountain biking park), the switchbacks will keep you on your toes. Print Map […]
This Sunday, November 29, at 8:00 a.m, meet at the Lewisboro Town Park upper parking lot (see map) when we run a perennial favorite—the Fat Ass Run. The course runs over the Bergfield bridge and returns via the Meadow and give you from 6 to 11 miles of calorie-burning fun. Cobweb Crew starts at 5:00 […]