May 14, 2026

July 5, Michigan Road

This Sunday, July 5, at 8:00 a.m., meet at the Ward Pound Ridge Michigan Road lot and run the Rock Trail 6.5 mile loop. This course starts out easy enough […]

May 3, Michigan Road Lot

This Sunday, May 3, at 8:00 a.m., meet at the Ward Pound Ridge reservation Michigan Road Lot when we run Rob’s Run—six miles of trails in the southern portion of […]

April 26, Leatherman’s Loop

I look forward to seeing many of you at the Leatherman’s Loop this Sunday. Good luck to you all and we’ll run together next week. Important notes from the Leatherman’s […]

April 19, Meadow Parking Lot

This Sunday, April 19, at 8:00 a.m., meet at the Ward Pound Ridge Reservation Meadow Parking lot when we run a course that combines some serious hills with some wide-open […]

April 12, Loop Course Check

Wow, just wow. Looks like we’re on to something with this running stuff. Great to see so many runners at the course check. See all the great pictures here ›› […]

April 12, Meadow Parking Lot

2 Weeks to Go Before Leatherman’s Loop This Sunday, April 12, at 8:00 a.m., meet at the Ward Pound Ridge Reservation Meadow Parking lot for the only course check of […]

March 29, Meadow Parking Lot

On Sunday, March 29, at 8:00 a.m., meet at Ward Pound Ridge Reservation Meadow Parking Lot when we run the Meadow Dry Loop. This approximately six-mile course follows much of […]

March 22, Michigan Road

On Sunday, March 22, at 8:00 a.m., meet at Ward Pound Ridge Reservation Michigan Road lot and run some of the southern trails on the Red/Rock loop. I know we’ve […]

March 15, Lewisboro Town Park

On Sunday, March 15, at 8:00 a.m., meet at Lewisboro Town Park when we celebrate 5 Years of Sunday Runs with our Six-Mile Inaugural Loop. Five years ago Rob started […]

February 8, Michigan Road Lot

This Sunday,  February 8, at 8:00 a.m., meet at the Ward Pound Ridge Reservation Michigan Road lot when we run some of the best trails that I can find—the Red […]

February 1, Looper Bowl Sunday

This Sunday, February 1 at 8:00 a.m., meet at the Ward Pound Ridge Meadow Parking Lot and rise to the challenge of the Fourth Annual Looper Bowl. Follow the loop […]

January 11, Michigan Road Lot

Rob’s Recovery Run On Sunday, January 11, at 8:00 a.m., meet at the Ward Pound Ridge reservation Michigan Road Lot when we run Rob’s Recovery Run—six miles of trails in […]

January 4, Westmoreland Preserve

This Sunday, January 4, at 8:00 a.m., meet at Westmoreland Sanctuary on Chestnut Ridge Road in Mount Kisco when we run the 5.25 mile perimeter loop. This time, we run […]

December 28, Meadow Lot

This Sunday, December 28, at 8:00 a.m., meet at the Ward Pound Ridge Meadow parking lot when we run an old favorite—the Fire Tower Summit Run. This 6.2 mile run […]

December 21, Michigan Road Lot

This Sunday, December 21, at 8:00 a.m., we have a special holiday-themed run—get ready for the Red and Green loop. Meet at the Ward Pound Ridge Reservation Michigan Road lot […]

November 30, Lewisboro Town Park

This Sunday, November 30, at 8:00 a.m, meet at the Lewisboro Town Park upper parking lot (see map) when we shed some pounds and run a perennial favorite—the Fat Ass […]

November 23, Trailside Museum

This Sunday, November 23, at 8:00 a.m, meet at the Ward Pound Ridge Trailside Museum when we run the Museum to Blue route. This 6.5-mile course starts with a bit […]

October 5, Michigan Road Lot

Sunday, October 5 *new start times* This Sunday, meet at Ward Pound Ridge Michigan Road Lot when we run the most ambitious run we’ve made to date—the Michigan Road Gerrython. […]

September 21, A Choice of Venues

This Sunday, September 21, at 8:00 a.m., you have a few choices of events: Where the Pavement Ends Four Mile Trail Race, Ridgefield, CT. This four mile trail runs through […]

September 7, Westmoreland Preserve

This Sunday, September 7 at 8:00 a.m, meet at Westmoreland Sanctuary on Chestnut Ridge Road in Mount Kisco when we run the 5.25 mile perimeter loop. This time, we run […]

July 20, Meadow Parking Lot

This Sunday, July 20 at 8:00 a.m, meet at the Ward Pound Ridge Meadow Parking lot to run a new variation of an epic run—Eleanor’s Escape. Start at the Meadow […]

July 13, Westmoreland Preserve

This Sunday, July 13 at 8:00 a.m, meet at Westmoreland Sanctuary on Chestnut Ridge Road in Mount Kisco when we run the 5.25 mile perimeter loop. This will take us […]

July 6, Trailside Museum

This Sunday, July 6 at 8:00 a.m, meet at the Ward Pound Ridge Trailside Museum when we run a new course—Trailside To Overlook. This will take us towards the Overlook […]

June 29, Meadow Parking Lot

This Sunday, June 29 at 8:00 a.m, meet at the Ward Pound Ridge Meadow Parking Lot when we run the Meadow to Blue Route. This course takes us to Raven […]

June 8, Michigan Road Lot

This Sunday, June 8 at 8:00 a.m., meet at the Ward Pound Ridge Reservation Michigan Road parking lot when we run a new combination of trails I’m calling Sights and […]

June 1, The Running Goddess at Lasdon Park

The Running Goddess 5k trail Race

This Sunday, June 1 at 8:00 a.m., come out to Lasdon Park for the second annual Running Goddess 5k. This multi-terrain course combines wooded trails with open fields, a little […]

May 25, Trailside Museum

This Sunday, May 25 at 8:00 a.m., meet at Ward Pound Ridge Reservation Trailside Museum for a very special run. Since a number of Sunday runners (I won’t mention names—you […]

May 18, A Mild Sprain

This Sunday, May 18 at 8:00 a.m., meet at the Lewisboro Town Park upper parking lot and car-pool to A Mild Sprain 4.25 trail race in Sprain Ridge Park, Yonkers. Race […]

May 4, Michigan Road Lot

Trail Running, Westchester, New York, rock trail

Only 51 Weeks to Go Before Leatherman’s Loop This Sunday, May 4 at 8:00 a.m., meet at the Ward Pound Ridge Reservation Michigan Road lot when we run a new […]

Leatherman’s Loop Recap

What a great day we had for the Loop this year and although the course was slow and muddy, there were a lot of great performances. Here are some of […]

April 27, Leatherman’s Loop

I look forward to seeing many of you at the Leatherman’s Loop this Sunday. Good luck to you all and we’ll run together next week. Important notes from the Leatherman’s […]

April 20, Meadow Parking Lot

This Sunday, April 20 at 8:00 a.m., meet at the Ward Pound Ridge Reservation Meadow Parking lot when we run a new course that combines some serious hills with some […]

April 13, Meadow Parking Lot

2 Weeks to Go Before Leatherman’s Loop This Sunday, April 13 at 8:00 a.m., meet at the Ward Pound Ridge Reservation Meadow Parking lot for the only course check of […]

March 30, Meadow Parking Lot

This Sunday, March 30 at 8:00 a.m., meet at Ward Pound Ridge Reservation Meadow Parking Lot (rain or shine) when we run the Meadow to Overlook loop. We’ll start from […]

February 9, Michigan Road Lot

On Sunday, February 9 at 8:00 a.m., meet at the Ward Pound Ridge Reservation Michigan Road Lot when we run something that looks like the Red Plus Loop. We’ll begin […]

February 2, Looper Bowl Sunday

This Sunday, February 2 at 8:00 a.m., meet at the Ward Pound Ridge Meadow Parking Lot and rise to the challenge of the Third Annual Looper Bowl. Follow the loop […]

January 12, Michigan Road Lot

This Sunday, January 12 at 8:00 a.m., meet at the Ward Pound Ridge Reservation Michigan Road lot when we follow a course from Michigan Road to Kimberly Bridge. This time, […]

January 5, Michigan Road Lot

Start the new year off right with this classic run. On Sunday, January 5 at 8:00 a.m., meet at the Ward Pound Ridge reservation Michigan Road Lot when we run […]

January 1, Lewisboro Town Park

January 1, 10:00 a.m. Looking for a way to start your new year off right? How about a nice 5 or 7-mile trail run? This course is the perfect antidote […]

December 29, Trailside Museum

This Sunday, December 29 at 8:00 a.m, meet at the Ward Pound Ridge Trailside Museum when we run the last run of the year—the Museum, Michigan, Raven and Blue Loop. […]

December 22, Meadow Parking Lot

This Sunday, December 22 at 8:00 a.m, meet at the Ward Pound Ridge Meadow Parking lot when we run the Meadow, Michigan, to Museum Loop. We’ll head south from the […]

December 8, Michigan Road Lot

This Sunday, December 8 at 8:00 a.m, meet at the Ward Pound Ridge Reservation Michigan Road Lot when we run a new course called the Blue Moon Trail. While it’s […]

December 1, Lewisboro Town Park

This Sunday, December 1 at 8:00 a.m, meet at the Lewisboro Town Park upper parking lot (see map) when we shed some pounds and run a perennial favorite—the Fat Ass […]

November 24, Meadow Parking Lot

On Sunday, November 24 at 8:00 a.m., meet at the Ward Pound Ridge Reservation Meadow Parking Lot when we run the Meadow to Overlook loop. We’ll start from the Meadow lot […]

November 10, Michigan Road Lot

This Sunday, November 10 at 8:00 a.m., meet at the Ward Pound Ridge Reservation Michigan Road lot when we follow the Michigan to Kimberly Bridge course. Michigan Road is our […]

November 3, Meadow Lot

This Sunday, November 3 at 8:00 a.m., meet at the Ward Pound Ridge Meadow parking lot when we run a new version of an old favorite—the Fire Tower Summit Run. […]

October 20, Trailside Museum

Sunday, October 20, 8:00 a.m. This Sunday, October 20 at 8:00 a.m, meet at the Ward Pound Ridge Trailside Museum when we run the 7 mile Museum to Blue route. […]