Run Calendar

Trail Tuesday

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

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

35th Annual Leatherman’s Loop

Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United States

On Sunday, April 23, at 9:00 a.m., we’ll be meeting at the Meadow lot for the 35th annual Leatherman’s Loop. Cobweb Crew meets at 5:00 a.m. No Rookie Runners session or official 7:00 a.m. start this week. For those who like to get organized ahead of time, we will have early bib & shirt pickup […]

Run the Numbers Part 7

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

On Saturday, April 22, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the final part of the Run the Numbers course. Today, The early crew will start at 6:00 and get intersections 63–66 so the 7:00 crew can start with 67. While that may only be 5 miles, […]

Trail Running Film Festival

Bedford Playhouse 633 Old Post Rd, Bedford, United States

On Tuesday, April 18, at 7:00 p.m., join the Leatherman Harriers, the trail running community, film buffs, and anyone just curious to see good stories stories, at the Trail Running Film Festival at Bedford Playhouse. Sunday Runs is sponsoring this one-night-only event as a lead-up to the Leatherman’s Loop. But you don't need to be […]

$20

Trail Tuesday

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

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

John Jay Trail Race

John Jay Middle School 40 N Salem Rd, Cross River, United States

The 5k trail race starts at the John Jay Middle School (JJMS) field and traverses the trails of the John Jay Community Trail. It passes by JJMS after the trail loop and heads up to finish at the John Jay Contest Field. Start Time: 9:00am EDT End Time: 10:00am EDT Registration is Limited: First-come, first-served. […]

Meadow to John Jay

Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United States

On Sunday, April 16, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run. If you're signed up for the John Jay 5k, we'll head up Howland and over to John Jay in time for the race to start. If you're not competing, you can continue around the northern perimeter on […]

7 Summits

Timp Torne Trailhead Ramapo-Dunderberg Timp Torne Trail, Tomkins Cove, United States

On Saturday, April 15, at 6:00 a.m., meet at Ramapo-Dunderberg Timp Torne Trailhead, Tomkins Cove, NY, ready to run some epic trails at Harriman State Park. Based on responses, this group is focused on the 7 summits but the 5 sisters is an option if you decide the shorter distance is a better fit. Option […]

Workout Wednesday—FH7

Trailside Museum Reservation Road, Pound Ridge, NY, United States

Are you looking to amp up your running? Add hill repeats and speed work on Wednesdays at 5:30 a.m. This week, meet at Ward Pound Ridge Reservation, Trailside Museum Lot, at 5:30 a.m., for 90 minutes of Hill Repeats. After a warmup run, we'll run repeats on the FH trail from the Bergfield bridge to […]

Trail Tuesday

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

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

Eleanor’s Escape

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

On Sunday, April 9, at 8:00 a.m., , meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run a classic—Eleanor's Escape. This multidistance run takes you on a great mix of some of the best trails in the park. Cobweb Crew starts at 5:00 a.m.; Early Risers 7:00 a.m. Rookie Runners start at […]

Run the Numbers Part 6

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

On Saturday, April 8, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the next part of the Run the Numbers course. Today, The early crew will start at 6:00 and get intersection 56 so the 7:00 crew can start with 58. A run to 62 will net 7 […]

Workout Wednesday—Orange Peeler

Trailside Museum Reservation Road, Pound Ridge, NY, United States

Are you looking to amp up your running? Add hill repeats and speed work on Wednesdays at 5:30 a.m. This week, meet at Ward Pound Ridge Reservation, Trailside Museum Lot, at 5:30 a.m., for 90 minutes of Hill Repeats. We'll start by running up the Orange Peeler segment (Orange trail to intersection 20). We'll run […]

Trail Tuesday

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

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

Red/Rock Trail Loop

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

On Sunday, April 2, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, when we run the Red/Rock Trail Loop. We’ll run this in a counterclockwise direction as marked and runners have the opportunity to run distances from 4 to 8.5 miles. Cobweb Crew starts at 5:00 a.m.; Early Risers at 7:00.Rookie […]

Run the Numbers Part 5

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

On Saturday, April 1, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the next part of the Run the Numbers course. Today, we'll be starting by running to intersection 47. A run to 55 is around 6 miles but if you're looking for longer, you can pick up […]

Workout Wednesday—Schoolhouse

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

Are you looking to amp up your running? Add hill repeats and speed work on Wednesdays at 5:30 a.m. This week, meet at Ward Pound Ridge Reservation, Michigan Road Lot, at 5:30 a.m. for 90 minutes of Schoolhouse Road Repeats. The hill on Schoolhouse Road begins at the gate near the admissions booth and continues […]

Trail Tuesday

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

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

Trailside to Town Park

Trailside Museum Reservation Road, Pound Ridge, NY, United States

On Sunday, March 26, 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 loops around the northern part of the Rez, up the Howland Drive segment, before taking four different options for returning to the lot. An optional excursion into Lewisboro […]

Run the Numbers Part 4

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

I'm postponing the Giant Pizza run until the end of next month. A number of the group that usually run this are not available and I'd like to include as many experienced runners as possible so when we go UP the sheer rock face instead of DOWN it, I can turn to them and say, […]

Workout Wednesday—FH7

Trailside Museum Reservation Road, Pound Ridge, NY, United States

Are you looking to amp up your running? Add hill repeats and speed work on Wednesdays at 5:30 a.m. This week, meet at Ward Pound Ridge Reservation, Trailside Museum Lot, at 5:30 a.m., for 90 minutes of Hill Repeats. After a warmup run, we'll run repeats on the FH trail from the Bergfield bridge to […]

Trail Tuesday

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

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

Michigan 4×8 Challenge

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

On Sunday, March 19, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Michigan 4x8 Challenge. The entire Challenge starts at 5:00 a.m. but you can start whenever you want, including 8:00 a.m. This course consists of a series of 4-mile (approximate) clockwise loops in the Rez that […]

Run the Numbers Part 3

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

On Saturday, March 18, 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 starting on the orange loop—where we left off last […]

Workout Wednesday—FH7

Trailside Museum Reservation Road, Pound Ridge, NY, United States

Are you looking to amp up your running? Add hill repeats and speed work on Wednesdays at 5:30 a.m. This week, meet at Ward Pound Ridge Reservation, Trailside Museum Lot, at 5:30 a.m., for 90 minutes of Hill Repeats. After a warmup run, we'll run repeats on the FH trail from the Bergfield bridge to […]

Trail Tuesday

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

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

Town to Trailside

Lewisboro Town Park, Upper Lot 1091 Old Post Road, Cross River, NY, United States

On Sunday, March 12, at 8:00 a.m., meet at Lewisboro Town Park, upper lot, ready to run the Town to Trailside course which includes distances of 5.5, 6, 7, and 9 miles, running counterclockwise, down "fun climb". Cobweb Crew starts at 5:00, Early Risers at 7:00. Rookie Runners start at 7:00 for a shorter distance […]

Run the Numbers Part 2

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

On Saturday, March 11, 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 […]

Workout Wednesday—Schoolhouse

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

Are you looking to amp up your running? Add hill repeats and speed work on Wednesdays at 5:30 a.m. This week, meet at Ward Pound Ridge Reservation, Michigan Road Lot, at 5:30 a.m. for 90 minutes of Schoolhouse Road Repeats. The hill on Schoolhouse Road begins at the gate near the admissions booth and continues […]

Trail Tuesday

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

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

Raven Flashback

Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United States

On Sunday, March 5, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run the Raven Flashback. Those of you in the group may remember that the Raven Rocks Run once went up the CB trail for a memorable climb near the start. We're bringing that climb back today with the […]

Run the Numbers Part 1

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

On Saturday, March 4, 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 the numbers course a piece at a time. Today, we'll be starting the Green Loop and aim for intersections 1-11 for […]

Workout Wednesday—Schoolhouse

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

Are you looking to amp up your running? Add hill repeats and speed work on Wednesdays at 5:30 a.m. This week, meet at Ward Pound Ridge Reservation, Michigan Road Lot, at 5:30 a.m. for 90 minutes of Schoolhouse Road Repeats. The hill on Schoolhouse Road begins at the gate near the admissions booth and continues […]

Trail Tuesday: CANCELLED

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

No official Tuesday run this week pending the snowstorm on Monday/Tuesday. If the snow holds off and accumulation is minimal, some may make it, but I won't know until Tuesday morning.

Michigan Road “Stairmaster”

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

On Sunday, February 26, 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 […]

Return of the Beast

Trailside Museum Reservation Road, Pound Ridge, NY, United States

On Saturday, February 25 at 7:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum Lot, when we run a very special course—the Beast Loop. This course includes six bushwhacks through parts of the Rez most never visit so come prepared for some off-trail adventure. We ran this course last month and once the temperatures […]

Workout Wednesday—Upper Howland

Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United States

Are you looking to amp up your running? Add hill repeats and speed work on Wednesdays at 5:30 a.m. This week, meet at Ward Pound Ridge Reservation, Meadow Lot, at 5:30 a.m., for 90 minutes of Hill Repeats. Warm up by heading up the Howland Drive segment (intersection 46 to 44) then make our repeats […]

Trail Tuesday

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

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

Leonard Park Half

Leonard Park 104 Main St., Mt. Kisco, NY, United States

This Sunday, February 19, at 8:00 a.m., meet at the gazebo at Leonard Park in Mt. Kisco (see map) when we tackle the different trails that make the Leonard Park Half. We’ll start in Leonard park, go through Marsh Sanctuary, Merestead, Butler, and Westmoreland Sanctuary. Runners will have a choice of various distances from 5 […]

Westmoreland Perimeter Loop

Westmoreland Sanctuary 260 Chestnut Ridge Rd, Mt. Kisco, NY, United States

On Saturday, February 18, at 7:00 a.m., meet at Westmoreland Sanctuary on Chestnut Ridge Road in Mount Kisco when we run the 5.25 mile perimeter loop and explore the additional 28-acre parcel that has been recently acquired. Early Risers can meet at Butler Sanctuary just across the street at 6:00 a.m. for a 4-mile loop […]

Workout Wednesday—Pine Forest

Trailside Museum Reservation Road, Pound Ridge, NY, United States

Are you looking to amp up your running? Add hill repeats and speed work on Wednesdays at 5:30 a.m. This week, meet at Ward Pound Ridge Reservation, Trailside Museum Lot, at 5:30 a.m., for 90 minutes of Hill Repeats. We'll head down to the bridge at intersection 2 and run repeats to the wall on […]

Trail Tuesday

Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States

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

Looper Bowl

Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United States

On Sunday, February 12, 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 […]

Looper Bowl Pregame

Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United States

On Saturday, February 11, 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. Early Risers start […]