November 24, Annunaki Bushwhack

SUNDAY: KIMBERLY BRIDGE On Sunday, November 24, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Kimberly Bridge lot, when we run something new—The Annunaki Bushwhack. Most of you have […]
November 17, Michigan Road

SUNDAY: SIGHTS AND HEIGHTS On Sunday, November 17, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot when we run the 7.5 mile Sights and Heights run. […]
Bosque Encantado and the Devil’s Ledge

Two Halloween-themed runs to close out the spooky season SUNDAY: KIMBERLY BRIDGE On Sunday, September 3, at 8:00 a.m., meet at Ward Pound Reservation, Kimberly Bridge Lot, when we run […]
October 27, Raven Rocks Course Check

SUNDAY: MEADOW LOT On Sunday, October 27, at 8:00 a.m., meet at Ward Pound Ridge Meadow Lot and come ready to run the Raven Rocks Course. Here’s your chance to get a […]
October 20, Run the Farm

SUNDAY: RUN THE FARM This Sunday, October 20, at 9:30 a.m, meet at Muscoot Farm (51 NY-100, Katonah) for the Run the Farm Trail Race. If you haven’t run this […]
October 12 & 13: Meadow to Green and the Crazy 8

SUNDAY: Meadow Lot On Sunday, October 13, 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 […]
October 6, Michigan Road

Sunday: The Stairmaster On Sunday, October 6, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot, ready to suffer on The Stairmaster, also known as the Michigan […]
September 29, Sarah Bishop Bushwhack

SUNDAY: SARAH BISHOP BUSHWHACK Sunday, Septemer 29, at 9:00 a.m. is the 7th annual Sarah Bishop Bushwhack, a challenging 10K (ish) trail race featuring the highest peak in Westchester, Bailey […]
Bennett’s Pond, Scott Jurek, and the Trailside Museum

SUNDAY: TRAILSIDE MUSEUM On Sunday, September 22, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum Lot, ready to run the Trailside to Tower Loop. The Lewisboro Horseman’s […]
September 15, Where the Pavement Ends

SUNDAY: WHERE THE PAVEMENT ENDS On Sunday, September 15, 8:00 a.m., run Where the Pavement Ends, a fun and challenging 4-plus miles of sometimes narrow, sometimes hilly, always beautiful trails. […]
Gerrython and a Trip to Armstrong

SUNDAY: MICHIGAN ROAD This Sunday, September 8, 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 […]
3 Locations, 3 Runs this Labor Day Weekend

SUNDAY: KIMBERLY BRIDGE On Sunday, September 1, at 8:00 a.m., meet at Ward Pound Reservation, Kimberly Bridge Lot, when we run the Bosque Encantado 8-mile run. Multiple distances are available […]
August 25, Meadow Lot

Sunday: Meadow Lot On Sunday, August 25, at 8:00 a.m., meet at Ward Pound Ridge Meadow Lot and come ready to run the Raven Rocks Course. We’re set to kick […]
August 18, Mountain Lakes Park

SUNDAY, MOUNTAIN LAKES PARK This Sunday, August 18, at 8:00 a.m, meet at Mountain Lakes Park (201 Hawley Road, North Salem, NY) Pool Parking Lot (where you park for the […]
August 10 & 11, Blue-Per Bowl and the Stairmaster

SUNDAY: MICHIGAN ROAD LOT On Sunday, August 11, at 8:00 a.m., meet at Ward Pound Ridge Michigan Road Lot ready to run the Michigan to Spy Rock 7 Mile Loop, […]
August 3 & 4, A Little Crazy, A Lot of Fun

SUNDAY: LEWISBORO TOWN PARK This Sunday, August 4, 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 […]
July 27 & 28, Let’s Get Loopy

SUNDAY: MEADOW LOT This Sunday, July 28, at 8:00 a.m., meet at Ward Pound Ridge Reservation Meadow Parking Lot when we run the Meadow to Overlook loop. We’ll start from […]
July 21, Trailside Museum

SUNDAY: Trailside Museum On Sunday, July 21, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum, for a run on a new course—the Trailside to Green Loop. This […]
July 13 & 14, BYO Maps

Sunday: Meadow Lot On Sunday, July 14, at 8:00 a.m., meet at Ward Pound Ridge Reservation Meadow Lot ready to run the 8.4 or 6 mile Eleanor’s Escape. This course […]
July 7, Lewisboro Town Park

SUNDAY: LEWISBORO TOWN PARK On Sunday, July 7, at 8:00 a.m., meet at Lewisboro Town Park, Upper Lot, when we run one of Peeter’s Fun Runs. This series of runs […]
June 30, Two Great Reservation Runs

SUNDAY: Meadow to Green Loop On Sunday, June 30, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow lot, when we run the Meadow to Green Loop—in reverse. We’ll […]
June 23, Mountain Lakes Park

SUNDAY: BACKWARDS BISHOP On Sunday, June 23, at 8:00 a.m., meet at Mountain Lakes Park (201 Hawley Road, North Salem, New York 10560), when we run the Sarah Bishop course. We’ll […]
June 16, It’s Just What Dad Wants!

SUNDAY: MICHIGAN ROAD LOT On Sunday, June 16, at 8:00 a.m., in honor of Father’s Day, we’ll meet at the Ward Pound Ridge Reservation, Michigan Road Lot, and run a […]
Kimberly Bridge and the Saugatuck Trail

Sunday: Kimberly Bridge On Sunday, June 9, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Kimberly Bridge Lot, when we run the Kimberly/Raven Loop. This course offers a combination […]
The Trail Mix Continues with A Mild Sprain

SUNDAY: A MILD SPRAIN This Sunday, June 2, at 9:45 a.m., meet at Sprain Ridge Park, Yonkers, for the eighth annual A Mild Sprain—the second in the Trail Mix Series […]
May 26, Three Runs for the Long Weekend

SATURDAY: AT in Kent, CT This Saturday, May 25, at 6:30 a.m., meet near 80 Macedonia Road, Kent, CT, when we run a portion of the Appalachian Trail. We’ll run […]
May 19, Michigan Road Lot

SUNDAY: MICHIGAN ROAD LOT On Sunday, May 19, at 8:00 a.m., meet at Ward Pound Ridge Michigan Road Lot to run the Michigan to Kimberly Loop. This variation includes distances of […]
May 12, Mother’s Day Run

SUNDAY: TRAILSIDE MUSEUM This Sunday, May 12, at 8:00 a.m., you should stay home, cook breakfast for your wife, mother, or significant woman in your life, to show just how […]
May 5, Off the Reservation

SUNDAY: Zofnass Family Preserve This Sunday, May 5, at 8:00 a.m., meet at the Zofnass Family Preserve in Pound Ridge (259 Upper Shad Road, see Google Map) when we run […]
April 28, Leatherman’s Loop

On Sunday, April 28, at 9:00 a.m., we’ll be running the 33rd annual Leatherman’s Loop. Whether you’re signed up for the race or just want to watch or help out, […]
April 21: One Week to the Loop

SUNDAY: MEADOW LOT On Sunday, April 21, 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 […]
April 14, Michigan Road

SUNDAY On Sunday, April 14, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot, when we run the second of our Subway Series. We’ll be using the […]
April 7, Meadow Lot

SUNDAY On Sunday, April 7, at 8:00 a.m., meet at Ward Pound Ridge Reservation Meadow Lot and get ready to run the John Jay Community 5k Trail Race. The race […]
March 31, Kimberly Bridge

SUNDAY On Sunday, March 31, at 8:00 a.m., meet at Ward Pound Ridge Reservation Kimberly Bridge Lot when we run the Boutonville Oak Multidistance Loop. This run gives you opportunities […]
March 24, Leonard Park

SUNDAY This Sunday, March 24, 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 […]
March 17, Lewisboro Town Park

LEATHERMAN FKT UPDATE Lee-Stuart Evans is into his FKT attempt of the Leatherman’s Historic Loop. You can follow him, learn about his 350 mile trek, and see where you can […]
March 10, Reservoir Road Redux

SUNDAY This Sunday, March 10, at 8:00 a.m., we’re going to once again meet at Reservoir Road behind the Katonah Art Museum. With a new round of snow Saturday night and […]
March 3, Reservoir Road

SUNDAY On Sunday, March 3, at 8:00 a.m., we’re going to take a break from our usual trails that have been icy over the past weeks and run something different. […]
February 24, Meadow Lot

SUNDAY This Sunday, February 24, at 8:00 a.m., meet at Ward Pound Ridge Reservation Meadow Parking Lot when we run the Meadow 8 x 4 mile loop course. This […]
February 17, Michigan Road

SUNDAY On Sunday, February 17, at 8:00 a.m., meet at Ward Pound Ridge Reservation Michigan Road Lot ready to run the Michigan to Kimberly Loop Course. The main course is […]
February 10, Trailside Museum

SUNDAY On Sunday, February 10, at 8:00 a.m., meet at Ward Pound Ridge Reservation Trailside Museum when we Run the Numbers. This unique run has runners connect the intersections of […]
February 3, Looper Bowl VIII

SUNDAY On Sunday, February 3, 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 […]
January 27, Mountain Lakes Park

SUNDAY This Sunday, January 27, at 8:00 a.m., meet at the trailhead to Lookout Point in Mountain Lakes Park (201 Hawley Road, North Salem, New York 10560) and get ready […]
January 20, Trailside Museum

SUNDAY This Sunday, January 20, at 8:00 a.m., meet at Ward Pound Ridge Reservation Trailside Museum ready to run the Museum to Blue loop. The map shows three options from […]
January 13, Michigan Road

SUNDAY On Sunday, January 13, at 8:00 a.m.,meet at Ward Pound Ridge Michigan Road Lot when we run a perennial classic—the Rock Trail. We haven’t been there as a group […]
January 6, Meadow Lot

SUNDAY On Sunday, January 6, at 8:00 a.m., meet at Ward Pound Ridge Reservation Meadow lot ready to run the Meadow to Armstrong course. This 7-mile course starts in the […]
January 1, Lewisboro Town Park

On Tuesday, January 1, at 8:00 a.m., start the new year off right with some fun. Meet at Lewisboro Town Park Upper Lot when we run one of Peeter’s Fun Loops. All […]
December 30, Kimberly Bridge

SUNDAY On Sunday, December 30, at 8:00 a.m., we’ll celebrate our final Sunday run of the year with the Bosque Encantado 8-mile run. Options include the full run and various shorter distances […]