Sunday Runs with the Leatherman Harriers

Meadow to Rock Trail Loop
2025-05-11 08:00 - 10:00 (America/New_York) | Ward Pound Ridge Reservation, Meadow Lot, Reservation Road, Pound Ridge, NY, 10576, United States
This Sunday, May 11, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow lot, when we run the Meadow to Rock Trail Loop. We’ll head south from the meadow up the CB trail and make one of three loops before returning via FH, the Magic Stairs, and Trailside Museum. In between, you’ll see Dancing Rock, Bear Rock Petroglyph, Spy Rock, the Stairs, Castle Rock, Raven Rocks, Indian Rock Shelter, and plenty more rocks along the way. If you’re looking for something less ambitious, there are 4 and 6-mile loops as well. Cobweb Crew starts at 5:00 a.m.; Early Risers at 7:00 a.m. for added distance.
Rookie Runners start at 7:00 for a shorter distance and easier pace.

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From the archives: the last time we ran this course was May 5, 2024

The Devil's Path
2025-05-10 07:00 - 16:00 | Mink Hollow Trailhead, 1589 Co Rd 6, West Kill, 12492, United States
On Saturday, May 10, at 7:00 a.m., meet at The Mink Hollow Trailhead, 1589 Co Rd 6, West Kill, NY 12492, ready to run the Devil’s Path. This is a 22 mile very aggressive course with 9,000 feet of gain on some of the most technical trails the Catskills, or anywhere else, has to offer. We’ll meet at the terminus of the run at 7:00 a.m. and take a minimum number of cars to the start at Prediger Trail Head Road. Plan to bring plenty of water and food for this all-day event.
The Devil’s Half [PLEASE READ]At this point, I have no confirmations of anyone running the half route so without two cars confirmed to meet there, I can’t reliably say that this is an option. If you can arrange for for that, then meet where the trail crosses route 214 near the Devil’s Tombstone Campground at 7:00 a.m. and take a minimum number of cars to the start and meet the rest of us there. This run is around 11 very aggressive miles.

Trailside Multiloop
2025-05-10 07:00 - 09:00 | Trailside Museum, Reservation Road, Pound Ridge, NY, 10576, United States
On Saturday,May 10, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Nature Museum Lot, ready to Trailside Multiloop (or as it’s been called—the death spiral ultra). You have several options for distances but I suggest Early Risers start at 6:00 with the four-mile loop then at 7:00 run the 6.5 or 8 mile course.

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Last time we ran this course was May 26, 2024

Trail Thursday
2025-05-08 05:30 - 07:00, 2025-05-01 05:30 - 07:00, 2025-04-24 05:30 - 07:00, 2025-04-17 05:30 - 07:00, 2025-04-10 05:30 - 07:00, 2025-04-03 05:30 - 07:00 | Ward Pound Ridge Reservation, Michigan Road Lot, Michigan Road, Pound Ridge, NY, 10576, United States
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 at 7:00.

Workout Wednesday—Trailside Museum
2025-05-07 05:30 - 07:00, 2025-04-30 05:30 - 07:00, 2025-04-23 05:30 - 07:00, 2025-04-16 05:30 - 07:00, 2025-04-09 05:30 - 07:00 | Trailside Museum, Reservation Road, Pound Ridge, NY, 10576, 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. At a 10% average incline, the FH to Lean-to 7 segment (Happy Ending on Strava—don’t ask!) is less steep than Blue but also less technical.

Trail Tuesday
2025-05-06 05:30 - 07:00, 2025-04-29 05:30 - 07:00, 2025-04-22 05:30 - 07:00, 2025-04-15 05:30 - 07:00, 2025-04-08 05:30 - 07:00 | Ward Pound Ridge Reservation, Michigan Road Lot, Michigan Road, Pound Ridge, NY, 10576, 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.

Dancing Rockish Run
2025-05-04 08:00 - 09:30 | Ward Pound Ridge Reservation, Michigan Road Lot, Michigan Road, Pound Ridge, NY, 10576, United States
On Sunday, May 4, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Dancing Rockish run. This version follows much of the old Dancing Rock route while staying on all trails. Cobweb Crew starts at 5:00; Early Risers at 6:00 for a few extra miles.
Rookie Runners start at 7:00 for a shorter course and easier pace.

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From the archives: last time we ran this course was December 21, 2024

Loops of Levy
2025-05-03 07:00 - 09:00 | Leon Levy Preserve, 2-50 Smith Ridge Rd., South Salem, NY, 10590-1701, United States
On Saturday, May 3, at 7:00 a.m., meet at the Leon Levy Preserve lot, 35 Smith Ridge Rd, South Salem, NY, ready to run a convoluted course of around 7 miles and using every trail in the park including the Levy East half mile extension. Early Risers start at 6:00 for an additional 4 miles.

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The last time we ran this course was November 23, 2024

Trail Running Film Festival
2025-04-30 19:00 - 20:30 | Bedford Playhouse, 633 Old Post Rd, Bedford, 10506, United States
On Wednesday, April 30, at 7:00 p.m., join the Leatherman Harriers, the trail running community, film buffs, and anyone who wants to see good stories, at the Trail Running Film Festival at Bedford Playhouse. This one-night-only event brings to life great tales from the running community but you don’t need to be a trail runner to enjoy an evening of fun and camaraderie. Tickets are on sale at the Bedford Playhouse. General admission seating only; reserve your tickets in advance.
The Bedford Playhouse offers noshes and a full bar so plan to come and relax for this two-hour festival of shorts. Visit the Bedford Playhouse site for more info ››
Tickets on sale ›› | Trail Running Film Festival ››

TRFF 2025 Global Tour Trailer ››.

37th Annual Leatherman’s Loop
2025-04-27 09:00 - 12:00 | Ward Pound Ridge Reservation, Meadow Lot, Reservation Road, Pound Ridge, NY, 10576, United States
On Sunday, April 27, at 9:00 a.m., we’ll be meeting at the Meadow lot for the 37th 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.
Learn more and check out the opportunities to volunteer at LeathermansLoop.org
Don’t forget to ARRIVE EARLY! Please plan to arrive at the park before 8:15 a.m. — or even earlier if you can swing it.
For more information, visit leathermansloop.org

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Meadow Museum Fire Tower to Michigan
2025-04-26 07:00 - 08:30 | Ward Pound Ridge Reservation, Meadow Lot, Reservation Road, Pound Ridge, NY, 10576, United States
On Saturday, April 26, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, when we run the Meadow Museum, Fire Tower, to Michigan loop. We’ll run this in a clockwise direction as marked and runners have the opportunity to run distances from 5 to 8.5 miles. Early Risers start at 6:00. I’ll bring a couple of maps in case anyone goes off course accidentally

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From the archives: Last time we ran this course was April 21, 2024

Meadow Museum Fire Tower to Michigan
2025-04-20 08:00 - 09:30 | Ward Pound Ridge Reservation, Meadow Lot, Reservation Road, Pound Ridge, NY, 10576, United States
On Sunday, April 20, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, when we run the Meadow Museum, Fire Tower, to Michigan loop. We’ll run this in a clockwise direction as marked and runners have the opportunity to run distances from 5 to 8.5 miles. Cobweb Crew starts at 5:00 a.m.; Early Risers at 7:00.
Rookie Runners start at 7:00 for a shorter distance and easier pace.

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From the archives: Last time we ran this course was April 21, 2024

Butler to Meyer
2025-04-19 07:00 - 09:00 | Butler Sanctuary, 265 Chestnut Ridge Rd, Mt Kisco, NY, 10549, United States
On Saturday, April 19, at 7:00 a.m., meet at Butler Sanctuary in Mt. Kisco ready to run the Butler to Meyer course which 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. Course should be around 8 miles but if you’re looking for a longer run, you can extend the course in Meyer or head over for a perimeter loop of Westmoreland and turn this into a half marathon. Early Risers can start at 6:00 for a perimeter loop of Butler and a view from the hawk watch before the main run. Afterwards, head over to Mimi’s in Mt. Kisco for a coffee, quiche, or your favorite recovery pastry.

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Last time we ran this course was November 16, 2024

Michigan to Kimberly V3
2025-04-13 08:00 - 09:30 | Ward Pound Ridge Reservation, Michigan Road Lot, Michigan Road, Pound Ridge, NY, 10576, United States
On Sunday, April 13, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Michigan to Kimberly v3 loop. This version of the classic course offers distances from 5 to 7.5 miles but you can visit the Overlook as well to add even more. Cobweb Crew starts at 5:00; Early Risers at 6:00 a.m.
Rookie Runners start at 7:00 a.m. for a shorter distance and easier pace if necessary.

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The last time we ran this course was September 22, 2024

Museum, CB, to Blue
2025-04-12 07:00 - 09:00 | Trailside Museum, Reservation Road, Pound Ridge, NY, 10576, United States
On Saturday, April 12, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum, ready to run the Museum, CB, to Blue Route. All distances start up FH and branch from there. The 6.5 and 8-mile loops take a couple of bushwhacks before meeting up with the 5-mile course. Early Risers start at 6:00 for a few extra miles.

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From the archives: Last time we ran this course was April 13, 2024.

Meadow to John Jay
2025-04-06 08:00 - 10:00 | Ward Pound Ridge Reservation, Meadow Lot, Reservation Road, Pound Ridge, NY, 10576, United States
On Sunday, April 6, 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 either the 5.5 or 8.5-mile courses. Cobweb Crew starts at 5:00 a.m.; Early Risers at 7:00 a.m.
Rookie Runners start at 7:00 a.m. for a shorter course and easier pace.

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The last time we ran this course was April 14, 2024

Sights and Heights
2025-04-05 07:00 - 08:30 | Ward Pound Ridge Reservation, Michigan Road Lot, Michigan Road, Pound Ridge, NY, 10576, United States
On Saturday, April 5, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Sights to Heights course. Options include 5.5, 7, and 8.5 miles and we will have the option of taking a course variation we haven’t taken in a blue moon. Early risers can start at 6:00 for some extra miles.

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The last time we ran this course was way back on February 15.
