June 09, 2026

February 18, Lewisboro Town Park

SUNDAY On Sunday, February 18, at 8:00 a.m., meet at Lewisboro Town Park Upper Lot when we run the Crazy 8 course. This course starts and ends on the DH […]

February 11, Mountain Lakes Park

SUNDAY This Sunday, February 11, at 8:00 a.m., meet at Mountain Lakes Park, 201 Hawley Road, North Salem, at the trailhead to Lookout Point when we run a new course—the […]

February 4, Looper Bowl VII

On Sunday, February 4, 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 […]

January 28, Michigan Road Lot

On Sunday, January 28, at 8:00 a.m., meet at Ward Pound Ridge Reservation Michigan Road lot and run a new course—actually a series of new courses. The Michigan 8 x […]

January 21, Bennett’s Pond

SUNDAY On Sunday, January 21, at 8:00 a.m., meet at Bennett’s Pond on the Ridgefield/Danbury border when we run an epic 10 mile loop designed by Keith Realander. Meet at the parking lot on […]

January 14, Meadow Lot

On Sunday, January 14, at 8:00 a.m., it’s time to get twisted. Meet at Ward Pound Ridge Reservation, Meadow Lot, when we run one of the Twisted Loops. This time […]

January 7, Kimbrrrly Brrridge

This Sunday, January 7, at 8:00 a.m., meet at Ward Pound Ridge Reservation Kimberly Bridge lot when we run a new course that will take us to see a unique […]

December 31, Meadow Lot

SUNDAY This Sunday, December 31, at 8:00 a.m., meet at Ward Pound Ridge Reservation Meadow Lot when we run a new course that will take us off the reservation—literally. This […]

December 24, Michigan Road

SUNDAY On Sunday, December 24, at 8:00 a.m., we’ll be meeting at Michigan Road to run one of the paths on the Michigan Multiloop course. Options include: 5:00 a.m. start: […]

December 17, Lewisboro Town Park

On Sunday, December 17, at 8:00 a.m., meet at Lewisboro Town Park, upper lot, when we run a new multi-distance course designed by Peeter Muursepp. While we’ll be parking at […]

December 10, Michigan Road Lot

This Sunday, December 10, at 8:00 a.m., meet at Ward Pound Ridge Michigan Road Lot when we run the Michigan Road Gerrython. Gerry Sullivan has lent his considerable expertise in creating a 13-mile […]

December 3, Blue Mountain, Peekskill, NY

On Sunday, December 3, at 8:00 a.m., meet at Blue Mountain in the lot past the main lodge when we run a new double-loop course totaling 7 miles. We’ll first […]

November 26, Lewisboro Town Park

SUNDAY This Sunday, November 26, 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. Seven miles […]

November 19, Leonard Park, Mt. Kisco

This Sunday, November 19, at 8:00 a.m., meet at the gazebo at Leonard Park in Mt. Kisco (see map) when we tackle some different trails. We’ll start in Leonard park, […]

November 12, Raven Rocks Run

On Sunday, November 12, at 9:00 am., meet at Ward Pound Ridge Reservation, Meadow Lot, when we run the Third Annual Raven Rocks Run. The race starts in the Meadow — […]

November 5, Michigan Road Lot

This Sunday, November 5, at 8:00 a.m, meet at the Ward Pound Ridge Michigan Road Parking lot to run The FH to Overlook Loop. Start at the Michigan Road lot […]

October 29, Meadow Lot

SUNDAY This Sunday, October 29, at 8:00 a.m., meet at the Ward Pound Ridge Reservation Meadow Lot when we run a course check of the Raven Rocks Run. This will be […]

October 22, Run the Farm

This Sunday, October 22, 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 […]

October 15, Lewisboro Town Park

This Sunday, October 15, at 8:00 a.m, meet at the Lewisboro Town Park Upper Lot when we run a course that includes some of the newest trails in the Reservation—The […]

October 8, Meadow Lot

SUNDAY On Sunday, October 8, at 8:00 a.m., meet at Ward Pound Ridge Meadow Lot when we run the Green Twisted Loop. This is the third in our twisted loop […]

October 1, Lewisboro Town Park

SUNDAY This Sunday, October 1, at 8:00 a.m., meet at Lewisboro Town Park Upper Lot when we run a new course—The Crazy 8. This 8-mile, figure-8 course will take us […]

September 24, Sarah Bishop Bushwhack

Sunday, September 24, 9:00 a.m. This Sunday, meet at Mountain Lakes Park (201 Hawley Road, North Salem, New York 10560), when we race the Sarah Bishop Bushwhack—a challenging 10K (ish) […]

September 17, Where the Pavement Ends

On Sunday, September 17, 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 […]

September 10, Kimberly Bridge

SUNDAY On Sunday, September 10, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Kimberly Bridge Lot, to run a new variation of an old favorite—the Kimberly Bridge 9.5 mile […]

September 3, Meadow Lot

SUNDAY This Sunday, September 3 at 8:00 a.m., meet at Ward Pound Ridge Meadow Lot when we run a new course—The Purple Twisted Loop. I’ve created a series of 8-mile […]

August 27, Lewisboro Town Park

SUNDAY On Sunday, August 27, at 8:00 a.m., meet at Lewisboro Town Park Upper Lot when we run the Town Park to Overlook loop. This hilly course starts with a […]

August 20, Michigan Road

SUNDAY On Sunday, August 20, at 8:00 a.m., meet at Ward Pound Ridge Reservation Michigan Road Lot when we run a new variation of the “Death Spiral” 50k—The Michigan Multiloop. […]

August 13, Trailside Museum

SUNDAY This Sunday, August 13, at 8:00 a.m, meet at the Ward Pound Ridge Trailside Museum when we run the Trailside, CB, to Blue route. This 7-mile course starts with […]

August 6, Meadow Lot

SUNDAY This Sunday, August 6, at 8:00 a.m., meet at Ward Pound Ridge Meadow Lot when we run a new course—The Orange Twisted Loop. I’ve created a series of 8-mile […]

July 30, Mountain Lakes Park

SUNDAY This Sunday, July 30, at 8:00 a.m., meet at the trail head to Lookout Point in Mountain Lakes Park (201 Hawley Road, North, Salem, NY) when we run the […]

July 23, Michigan Road Lot

SUNDAY This Sunday, July 23, at 8:00 a.m., meet at the Ward Pound Ridge Reservation Michigan Road lot when we run a course devised by Eleanor Heppner Hershey and aptly […]

July 16, Trailside Museum

On Sunday, July 16, at 8:00 a.m., meet at Ward Pound Ridge Reservation Trailside Museum for a new course—The Trailside Multiloop. You’ll have multiple distances available in a loop that […]

July 9, Bennett’s Pond

SUNDAY This Sunday, July 9, at 8:00 a.m., meet at Bennett’s Pond on the Ridgefield/Danbury border when we run a new course—the 10 mile Realander Run. Meet at the parking […]

July 2, Meadow Lot

On Sunday, July 2, 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 […]

June 25, Butler Sanctuary

This Sunday, June 25, at 8:00 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 […]

June 18, Michigan Road

On Sunday, June 18, 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 […]

June 11, Meadow Lot

SUNDAY On Sunday, June 11, at 8:00 a.m., meet at Ward Pound Ridge Meadow Lot and come ready to run the Raven Rocks Course. It’s never too early to start […]

June 4, Mountain Lakes Park

This Sunday, June 4, at 8:00 a.m., meet at the trail head to Lookout Point in Mountain Lakes Park (201 Hawley Road, North, Salem, NY) when we run the Yellow-OS-IS […]

May 28, Kimberly Bridge

SATURDAY On Saturday, May 27, at 8:00 a.m., meet at Depew Court in Peekskill when we run the Blue Mountain Reservation Depew Court Perimeter Loop. This run is a little farther […]

May 21, A Mild Sprain

This Sunday, May 21, at 9:45 a.m., meet at Sprain Ridge Park, Yonkers, for the sixth annual A Mild Sprain—the second in the Trail Mix Series of races. Race director […]

May 14, Michigan Road

This Sunday, May 14 at 8:00 a.m., meet at Ward Pound Ridge Michigan Road Lot and run the 6.5 mile Green/Rock trail. Since the trail will be wet, I suggest […]

May 7, Zofnass Family Preserve

This Sunday, May 7, at 8:00 a.m., meet at the Zofnass Family Preserve in Pound Ridge (259 Upper Shad Road, see Google Map) when we run everyone’s favorite labyrinthian preserve […]

April 30, Michigan Road

On Sunday, April 30, 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 […]

April 23, Leatherman’s Loop

On Sunday, April 23, we’ll be meeting at the Meadow lot for the 31st annual Leatherman’s Loop. For complete instructions, visit LeathermansLoop.org. Good luck all, I hope to see you […]

April 16, Meadow Lot

This Sunday, April 16, 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 9, Lewisboro Town Park

This Sunday, April 9, 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. Seven miles with […]

April 2, Leonard Park, Mt. Kisco

This Sunday, April 2, at 8:00 a.m., meet at the gazebo at Leonard Park in Mt. Kisco (see map) when we tackle some different trails. We’ll start in Leonard park, […]

March 26, Trailside Museum

On Sunday, March 26, at 8:00 a.m., meet at the Ward Pound Ridge Trailside Museum for something different. Seems a number of you have a difficult time following the courses […]