Run Calendar

On Sunday, March 28, at 8:00 a.m., meet at Lewisboro Town Park, Upper Lot, when we celebrate 10 years of running together by running the Town Park “Short” Loop. Ten years ago, we started with a similar run (see the Inaugural Loop) of just a few miles in the northern part of the Rez. The […]

On Saturday, March 27, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the fourth part of the Run the Numbers course. We finished through 46 last Saturday. This Saturday, we'll begin the Magenta Loop and hit some, if not all, of the Purple. We'll make a game-day decision […]

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, 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.

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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 Sunday, March 21, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run a classic—The Blue Moon Loop. This course, courtesy of one of the Loop founders, Dave Cope, revives an old trail below the Leatherman's Cave that is on the old Stroller’s Map but absent from more recent […]

On Saturday, March 20, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the third part of the Run the Numbers course. For the next several weeks, we'll be running this course a piece at a time. Today, we'll be continuing the Orange Loop—starting where we left off last […]

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, 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.

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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 Sunday, March 14, at 8:00 a.m., meet at Lewisboro Town Park, Upper Lot, ready to run the Kessel Run. The snow and ice continue to melt on the trails so this course will give you a chance to stretch your lets and get some real running in. The out-and-back is 9 relatively easy miles […]

On Saturday, March 13, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the second part of the Run the Numbers course. For the next several weeks, we'll be running this course a piece at a time. Today, we'll be continuing the Green Loop—starting where we left off last […]

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, 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.

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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 Sunday, March 7, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot ready to run the Michigan to Kimberly v3 loop. The snow on the trails has been melting and refreezing a night making for some icy conditions in some places, open trails in others. Spikes would be helpful and this […]

On Saturday, March 6, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run part of the Run the Numbers course. For the next several weeks, we'll be running this course a piece at a time. Today, we'll be starting the Green Loop—up to 11.5 miles comprising intersections 1 through […]

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, 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.

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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 Sunday, February 28, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum Lot, ready to run the Trailside to Town Park loop. This course will keep us on some of the more well-traveled trails so the loop should be fairly runnable. Avoid the northern loop to Town Park, though, since some of […]

On Saturday, February 27, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Blue Moon Loop in honor of the February Snow Moon. This course, created by Dave Cope, revives a well-known bushwhack that was part of the trail system back through the 1970s. We'll plan to run […]

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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 Sunday, February 21, at 8:00 a.m., meet at Ward Pound Ridge Reservation Meadow Lot ready to run the Raven Lunatic—The Raven Rocks course but with snow—because anyone who’s running on these trails has got to be a raven lunatic! We're expecting snow during the week so this is going to be a particularly lunatic-y […]

On Saturday, February 20, at 7:00 a.m., meet at Ward Pound Ridge Reservation Meadow Lot ready to run the Raven Lunatic—The Raven Rocks course but with snow—because anyone who’s running on these trails has got to be a raven lunatic! We're expecting snow during the week so this is going to be a particularly lunatic-y […]

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, 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.

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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 Sunday, February 14, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Michigan Road Double. You'll have options of shorter and longer loops depending on conditions and how far you'd like to run. Skiiers and hikers have been out and much of the course is runnable but […]

On Saturday, February 13, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Michigan Road Double. This course offers many options for shorter and longer loops depending on conditions. We'll concentrate on the red loop, making a pass before Sunday's run. Skiiers and hikers have been out and […]

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, 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.

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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 Sunday, February 7, at 8:00 a.m., meet at Ward Pound Ridge Reservation Meadow Lot when we run an annual favorite—The Looper Bowl. It’s all the fun of the Leatherman’s Loop but colder and with a chance for snow and ice. You won’t want to miss this! If you don’t want to get your feet […]

On Saturday, February 6, at 7:00 a.m., meet at Ward Pound Ridge Reservation Meadow Lot when we run the pregame edition of the Looper Bowl. We'll plan to make this a dry loop but if you really have your heart set on that first water crossing and the mud flats, have at. Print Map Download […]

Looking for a mid-week run? This week meet on Reservoir Road, behind the Katonah Museum of Art, on Thursday 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.

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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.

This Sunday, January 31, 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 […]

On Saturday, January 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 almost every trail in the park. There's a new trail in the park that adds one more convoluted turn and since it's […]

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, 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.

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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 Sunday, January 24, at 8:00 a.m., meet at Ward Pound Ridge Michigan Road Lot ready to run the Michigan to Spy Rock 7 Mile Loop, or as I like to call it, The Stairmaster. This course starts up the FH trail and heads over the Magic Stairs before turning south past Castle Rock and […]

On Saturday, January 23, at 7:00 a.m., meet at Butler Sanctuary in Mt. Kisco ready to run the Bulter to Meyer course. This run includes a section of Byram Lake Road and Oregon Road so you'll have an opportunity to stretch your legs plus get plenty of climb on the trails in Meyer and Bulter. […]

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, 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.

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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 Monday, January 18, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Kimberly Bridge lot, ready to run a special Blue Monday edition of Sunday Runs. We'll be running hill repeats up blue and get those glutes in shape for the new year. This out-and-back course is 1.2 miles with 400 feet of gain. […]

On Sunday, January 17, 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 birds at 7:00. Rookie Runners start at 7:00 […]

On Saturday, January 16, at 7:00 a.m., meet at Mountain Lakes Park, ready to run the Sarah Bishop course. If the main gate is open, park at the trailhead to Lookout Point. If it is locked, park at first lot. It's been a while since we've been here so I'm not sure what we'll find. […]

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Thursdays at 5:30 a.m. all summer for a run finishing up between 7:00 and 7:30. It's a great way to get your run in early.

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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 Sunday, January 10, 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, January 9, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run part of the Run the Numbers course. Justin Seconi and brother Matt will be starting the full 53 mile course at 4:00 a.m. as a Gingerstrong fundraiser (learn more and donate here) and we're going to […]

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, 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 Sunday, January 3, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum lot, ready to run the classic Museum to Blue Route. This course offers distances from 6.5 to 8.5 miles though if you're looking for something a little shorter, head out on the Orange trail for something a little over 5. […]

On Saturday, January 2, at 7:00 a.m., meet at Lewisboro Town Park, Upper Lot, ready to run the Kessel Run. Because of potentially slippery conditions on Saturday, I've postponed the Sarah Bishop run for another week and opted for a course that will let you stretch your legs. Print Map Download the PDF

On Friday, January 1, at 7:00 a.m., ring in the new year the best way possible with a run. Meet at Ward Pound Ridge Reservation, Michigan Road Lot, when we run one of our “you pick the next turn” runs. We’ll start off as a group and take turns choosing which way to turn at […]

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, 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 Sunday, December 27, at 8:00 a.m., meet at Lewisboro Town Park, Upper Lot, ready to run the Town Park to CB loop. This course offers distances from 5 to 8.6 miles and includes one small bushwhack across Michigan Road from the Mill Site so watch for that. Early risers can start at 5:00 for […]

On Saturday, December 26, at7:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run a special Meadow Bushwhacks course. This course revives some trails that were on old maps of the park but are not on the newer ones. As such, we'll be in somewhat uncharted territory but after last week's Dancing […]

On Saturday, December 19, at 7:00 a.m., meet at Ward Pound Ridge Reservation Michigan Road Lot for one last course check of the Dancing Rock Run. Break out your winter running gear for this first-of-the-season run through about a foot of snow. We'll be breaking trail and hunting for the flags we planted last week […]

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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 Sunday, December 13, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Dancing Rockish run. We're just one week away from the Dancing Rock run so this is your chance to see some of the trails on the course. If you're inspired, you can pre-run the actual […]

On Saturday, December 12, at 7:00 a.m., meet at Ward Pound Ridge Reservation Michigan Road Lot and help flag next Sunday's Run. Since there are multiple bushwhacks on this run, I'll need to lightly flag the course so that you can find your way. If you'd like to give me a hand, meet me at […]

On Sunday, December 6, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum, when we run the Museum to Blue route. We’ll run this in a counterclockwise direction heading out on the Orange Trail first. We may have some snow on Sunday so be prepared for the conditions. Early risers can start at […]

On Saturday, December 5, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum Lot, ready to run a special no-map-required course—the Raven Recovery Run. There are still some of Rob's ravens from the Raven 100 out and about in the Rez. I have their locations and on Saturday, we're going to make a […]

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 […]

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 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 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, […]

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 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 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 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 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 […]

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 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. […]

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, 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 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 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 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 […]