Sunday Runs with the Leatherman Harriers

Workout Wednesday—Kimberly Bridge
2026-05-27 05:30 - 07:00 (America/New_York) | Ward Pound Ridge Reservation, Kimberly Bridge, 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, Kimberly Bridge Lot, at 5:30 a.m., for 90 minutes of Hill Repeats. At a 13% average incline, the Blue Hill segment is one of the steepest in the Rez and the perfect training ground for any upcoming race. The .6 mile uphill contains just over 400 feet of vertical gain while the downhill is a great quad-shredding exercise. If you need to train with poles, this is a good course to do so.
This week:
To the marker then back to 14
8x 10-second hard up, easy down
Easy run down to Pell Hill
3x run from Pell Hill to the blue hill marker. This is a half-mile distance, 200 foot continuous climb. Sustain a hard push up, and an easy recovery down.
8x 10-second hard up, easy down
Easy back down

Trail Tuesday
2026-05-26 05:30 - 07:00, 2026-05-19 05:30 - 07:00, 2026-05-12 05:30 - 07:00, 2026-05-05 05:30 - 07:00, 2026-04-28 05:30 - 07:00, 2026-04-21 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.

REDRUN
2026-05-25 07:00 - 08:30 | Ward Pound Ridge Reservation, Michigan Road Lot, Michigan Road, Pound Ridge, NY, 10576, United States
On this Memorial Day, Monday, May 25, at 7:00 a.m., meet at Michigan Road Lot to test yourself and find out who’s going to get the crown on one counterclockwise loop of Red. It’s simple. 5.32 miles. The current course records are 36:09 for Chris Irwin and 41:50 for Julie Piddington although the competition for the leaderboards is fierce. No cost to enter. No flags on the course. No prize money. Just bragging rights if you’re able to take the crown.

While there will be bragging rights for who finishes first on the day, the real test is who claims the top of the Leaderboard so watch Strava afterward as runners post their runs. The official loop starts and ends past the gate (see the segment) but depending on how many are running, you’ll be starting on the asphalt.
See the segment map and leaderboard ››
Alternatively, if you’re not interested in racing, it’s still a great course and includes a view from Raven Rocks. It’s also great for active recovery for anyone doing 50k on Sunday.

Print Map Download the PDF Download the KML

Michigan 4x8 Challenge
2026-05-24 08:00 - 09:30 | Ward Pound Ridge Reservation, Michigan Road Lot, Michigan Road, Pound Ridge, NY, 10576, United States
On Sunday, May 24, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Michigan 4×8 Challenge. The entire Challenge starts at 5:00 a.m. but you can start whenever you want, including 7:00 a.m. and 8:00 a.m., and run as far as you’d like. This course consists of a series of 4-mile (approximate) clockwise loops that can be completed within an hour. At 5:00 a.m., we’ll start with the green loop on the map, then work our way in a clockwise pattern hitting the yellow and then blue loops next. The 8:00 run will start with the orange loop and can continue to the gray loop for up to 8 miles. The total distance for all loops is just over 50k so if you’re looking for a long training run, this is a great one since you’ll have access to your own personal aid station for each loop. Cobweb Crew starts at 5:00 on the green loop; Early Risers start at 7:00 on the blue loop.
Rookie Runners start at 7:00 for an easier pace and shorter distance. Walkers/Hikers start at 8:00 on a short course of around 4 miles.

Print Map

Michigan to RT
2026-05-23 07:00 - 09:00 | Ward Pound Ridge Reservation, Michigan Road Lot, Michigan Road, Pound Ridge, NY, 10576, United States
On Saturday, May 23, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot Lot, when we run the Michigan to RT loop. You’ll have options of 6, 7, and 8-mile courses all of which traverse a good section of the Rock Trail. Early Risers start at 6:00 for a few extra miles.

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The last time we ran this course was May 17, 2025

Fitness Friday
2026-05-22 05:45 - 07:00 | John Jay Middle School, 40 N Salem Rd, Cross River, 10518, United States
Are you looking to amp up your running? Add a high-intensity track workout on Fridays at 5:45 a.m. Meet at John Jay High School track for 60 to 90 minutes of intervals that will make you wish you were on the trails.

Trail Thursday
2026-05-21 05:30 - 07:00, 2026-05-14 05:30 - 07:00, 2026-05-07 05:30 - 07:00, 2026-04-30 05:30 - 07:00, 2026-04-23 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—Kimberly Bridge
2026-05-20 05:30 - 07:00 | Ward Pound Ridge Reservation, Kimberly Bridge, 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, Kimberly Bridge Lot, at 5:30 a.m., for 90 minutes of Hill Repeats. At a 13% average incline, the Blue Hill segment is one of the steepest in the Rez and the perfect training ground for any upcoming race. The .6 mile uphill contains just over 400 feet of vertical gain while the downhill is a great quad-shredding exercise. If you need to train with poles, this is a good course to do so.
This week:
To the marker then back to 14
8x 10-second hard up, easy down
4 30-second hard up, easy down
5x 60-seconds hard up [rest] 60 second hard down
4x 30-second hard up, easy down
8x 10-second hard up, easy down
Easy back down

Spring Run the Farm
2026-05-17 09:30 - 11:00 | Muscoot Farm, 51 NY-100, Katonah, NY, 10536, United States
This Sunday, May 17, at 9:30 a.m, meet at Muscoot Farm (http://goo.gl/maps/dTDiT) for the Spring Run the Farm 5 Mile Trail Race. This 5 mile course starts from the farm and follows the outlying trails around Muscoot but in the opposite direction as the fall course. You can download a map of the five-mile course here.
8:30 a.m. Kids’ Race (7 to 12-year-olds)
8:45 a.m. Kids’ Race 2 (6 and under)
9:30 a.m. 5 Mile Race
Cobweb Crew starts at 5:00 a.m. from Ward Pound Ridge Reservation, Meadow Lot, for a few miles before the race.
For more information, visit RunTheFarm.org. If you’re not racing, come to the farm anyway, volunteer, or just hang out. But if you want to run in the Rez at 8:00, meet at the Meadow and run one of the 3×8 Mile Twisted Loops. Those are always fun.

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Workout Wednesday—Kimberly Bridge
2026-05-13 05:30 - 07:00 | Ward Pound Ridge Reservation, Kimberly Bridge, 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, Kimberly Bridge Lot, at 5:30 a.m., for 90 minutes of Hill Repeats. At a 13% average incline, the Blue Hill segment is one of the steepest in the Rez and the perfect training ground for any upcoming race. The .6 mile uphill contains just over 400 feet of vertical gain while the downhill is a great quad-shredding exercise. If you need to train with poles, this is a good course to do so.
This week:
To the marker then back to 14
4×45-seconds hill repeats, slow downhill for recovery
6×30-seconds hill repeats, slow downhill for recovery
4×45-seconds start at top and run downhill, pushing hard. Hike or run the uphill at moderate pace. Keep moving.
6×30-seconds hill repeats, slow downhill for recovery

Meadow to Raven Rocks
2026-05-10 08:00 - 10:00 | Ward Pound Ridge Reservation, Meadow Lot, Reservation Road, Pound Ridge, NY, 10576, United States
This Sunday, May 10, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow lot, when we run the Meadow to Raven Rocks Loop. We’ll head south from the meadow on the CB trail and make one of three loops before returning via FH. You’ll get a chance to stretch your legs on some of the fastest trails in the Rez. Options include a 4.5, 6.2, and 8.5 mile loop. 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.Walkers/Hikers start at 8:00 on a short course of around 4 miles.

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Trailside Multiloop
2026-05-09 07:00 - 09:00 | Trailside Museum, Reservation Road, Pound Ridge, NY, 10576, United States
On Saturday, May 9, 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 August 31, 2025

Workout Wednesday—Kimberly Bridge
2026-05-06 05:30 - 07:00, 2026-04-29 05:30 - 07:00 | Ward Pound Ridge Reservation, Kimberly Bridge, 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, Kimberly Bridge Lot, at 5:30 a.m., for 90 minutes of Hill Repeats. At a 13% average incline, the Blue Hill segment is one of the steepest in the Rez and the perfect training ground for any upcoming race. The .6 mile uphill contains just over 400 feet of vertical gain while the downhill is a great quad-shredding exercise. If you need to train with poles, this is a good course to do so.
This week:
To the marker then back to 14
8x 10-second hard up
4x 30-second hard up
2x 60-seconds hard up
1x 90-second push
1x hard push to the marker
1x 90-second push
2x 60-seconds hard up
4x 30-second hard up
8x 10-second hard up
Easy back down

Dancing Rockish Run
2026-05-03 08:00 - 09:30 | Ward Pound Ridge Reservation, Michigan Road Lot, Michigan Road, Pound Ridge, NY, 10576, United States
On Sunday, May 3, 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 7:00 for a few extra miles.
Rookie Runners start at 7:00 a.m. for a shorter distance and easier pace if necessary.
Walkers/Hikers start at 8:00 on a short course of around 4 miles.

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Last time we rand this course was December 13, 2025

Loops of Levy
2026-05-02 07:00 - 09:00 | Leon Levy Preserve, 2-50 Smith Ridge Rd., South Salem, NY, 10590-1701, United States
On Saturday, May 2, at 7:00 a.m., meet at the Leon Levy Preserve lot, 2-50 Smith Ridge Rd, South Salem, NY (that’s the closest Google Maps will give me), 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.
Note that the pin above may not be entirely accurate and we will not be climbing any of the ruins.

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The last time we ran this course was November 22, 2025

Trail Running Film Festival
2026-04-30 19:00 - 21:00 | Prospector Theater, 25 Prospect Street, Ridgefield, 06877, United States
On Thursday, April 30, at 7:00 p.m., join us at the Trail Running Film Festival in Theater 2, 25 Prospect St., Ridgefield. 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. The films for 2026 are all new but this is the same film festival we’ve sponsored at the Bedford Playhouse. Tickets are only available in advance and not at the door.
Tickets and details ››

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TRFF 2026 Global Tour Trailer ››.

38th Annual Leatherman’s Loop
2026-04-26 09:00 - 12:00 | Ward Pound Ridge Reservation, Meadow Lot, Reservation Road, Pound Ridge, NY, 10576, United States
On Sunday, April 26, at 9:00 a.m., we’ll be meeting at the Meadow lot for the 38th 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
2026-04-25 07:00 - 08:30 | Ward Pound Ridge Reservation, Meadow Lot, Reservation Road, Pound Ridge, NY, 10576, United States
On Saturday, April 25, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, when we run the Meadow Museum, Fire Tower, to Michigan loop. Sure, this looks like last Sunday’s run, but you can never get enough of this course. 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 year we ran this course on April 26, 2025

Workout Wednesday—Kimberly Bridge
2026-04-22 05:30 - 07:00 | Ward Pound Ridge Reservation, Kimberly Bridge, 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, Kimberly Bridge Lot, at 5:30 a.m., for 90 minutes of Hill Repeats. At a 13% average incline, the Blue Hill segment is one of the steepest in the Rez and the perfect training ground for any upcoming race. The .6 mile uphill contains just over 400 feet of vertical gain while the downhill is a great quad-shredding exercise. If you need to train with poles, this is a good course to do so. We’ll aim for 4 or 5 repeats and see what we have left after that.

Waffle Party!
2026-04-19 12:00 - 16:00 | 31 Norholt Drive, New Canaan, CT, 31 Norholt Drive, New Canaan, CT, 06840
On Sunday, April 19, everyone (including your family) is welcome to Ulrika’s for Waffle Lunch from 12:00 onwards. There will be a variety of light dishes, traditional Swedish waffles (GF) and coffee!
31 Norholt Drive, New Canaan. Feel free to bring your dog for our dog Aspen to play with. Back yard is fenced in.
