Run Calendar

Eleanor’s Great Escape

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

On Sunday, May 17, start anytime between 7:00 and 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run Eleanor's Great Escape. You might notice that I've updated this longer version of the classic Eleanor's Escape to include multiple distances so now you have some choices as to how far you'd like […]

Michigan Zig-Zags

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

On Saturday, May 16, start anytime between 7:00 and 8:00 a.m., meet at Ward Pound Ridge Reservation Michigan Road Lot ready to run the Michigan Zig-Zags. Options include 8, 6.5, and 5 mile distances or get lost and see how many miles you can do. Remember to socially distance, wear a mask or buff in […]

Trailside Multiloop

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

On Sunday, March 22, between 7:00 and 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum Lot, ready to run the Trailside Multiloop. This course offers a variety of distances from 2 to 13 miles and can be run in either clockwise or counterclockwise direction. To minimize the risk of spreading coronavirus by keeping […]

Meadow Half Marathon (or less)

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

On Saturday, March 21, between 7:00 and 7:30, meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run the Meadow Half Marathon. You have options for distances from 4.5 to 13.1 miles (by combining the two longest loops) and the course can be run in either direction. To minimize the risk of spreading coronavirus […]

Michigan Road Gerrython

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

On Sunday, March 15, at 8:00 a.m., if you're not self-quarantining, then meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Gerrython. Since the New York half marathon has been canceled, I'll give you the option of your own half marathon with a modified perimeter loop. But you also have options […]

Meadow Multiloop

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

On Saturday, March 14, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Meadow lot, ready to run the Meadow Multiloop. This course gives you options for distances from 2 to 11 miles and can be run in either direction so as to minimize virus exposure. Print Map Download the PDF

Five Bridges Run

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

On Sunday, March 8, at 8:00 a.m., meet at Lewisboro Town Park, Upper Parking Lot, ready to run a new course—the Five Bridges Run. This course offers three options for different lengths—9, 6.5, and 5.5 miles—all of which pass over all four bridges in the Rez. Three of the bridges have been closed since late […]

Boutonville Oak Run

Ward Pound Ridge Reservation, Kimberly Bridge Reservation Road, Pound Ridge, NY, United States

On Saturday, March 7, at 6:00 a.m., meet at Ward Pound Ridge Reservation, Kimberly Bridge Lot, and run an hour of hill repeats up Blue. You should be able to get in 3 or 4 before you return to the lot at 7:00 a.m. to run the Boutonville Oak Loop. This multidistance run offers lengths […]

Rock Trail 8 Mile Loop

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

This Sunday, March 1, at 8:00 a.m., meet at Ward Pound Ridge Meadow lot when we run the Rock Trail 8 Mile Loop. We’ll head south through the meadow trails and return via FH. In between, you’ll see the Bear Rock Petroglyph, Spy Rock, the Stairs, Castle Rock, Raven Rocks, Indian Rock Shelter, and plenty […]

Snowy Owl Run

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

On Saturday, February 29, at 7:00 a.m., meet at Ward Pound Ridge Reservation ready to run the Snowy Owl Run. This course is almost the same as the Raven Rocks run but starts with a climb up FH then down the CB trail—and everyone loves a good climb at the start, right? Before the run, […]

Kimberly To Armstrong

Ward Pound Ridge Reservation, Kimberly Bridge Reservation Road, Pound Ridge, NY, United States

Sunday, February 23, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Kimberly Bridge Lot, ready to run the Kimberly to Armstrong 9 mile run. Options include the full 9 miles but since this is an out-and-back course, you can turn around at any point for a shorter run. This course passes through three different […]

5 Sisters Run

Bear Mountain, Hessian Lake Parking 10911, 55 Hessian Drive, Tomkins Cove, NY, United States

On Saturday, February 22, at 7:30 a.m., meet at Bear Mountain, Ice Rink Lot, when we run the 5 Sisters course. This 13 mile, quad-shredding exercise in futility, contains 4700 feet of gain so you know it's going to be a tough run. Come prepared, you have been warned. I won't be there for this […]

Town Park to Kimberly

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

On Saturday, February 22, at 7:00 a.m., meet at Lewisboro Town Park, Upper Lot, ready to run the Town Park to Kimberly Multidistance Loop. This offers runners distances from 6 to 11 miles starting and finishing on the same trails. I recommend the 7 or 9 mile loops. The group can decide on site. Print […]

Museum to Blue Route

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

On Monday, February 17, at 7:00, meet at Ward Pound Ridge Reservation, Trailside Museum Lot, ready to run the Museum to Blue Route, 7.5 mile option. Since the Bergfield Bridge isn't up yet, take the trail through the trailside meadow to complete the loop. Print Map Download the PDF

Get Twisted

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

On Sunday, February 16, 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 we’ll the Purple loop and make sure we pass the construction of the new bridge. I'm pretty sure the bridges aren't ready to cross just […]

Michigan Multiloop 8 Mile Option

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

On Saturday, February 15, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, when we run the Michigan Multiloop 8-mile course. Since the Bergfield Bridge is still under construction, head across the meadow at Trailside Museum and catch the FH trail to the river instead. Bring your own maps, though, I'm not […]

Michigan Zig-Zags

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

On Sunday, February 9, at 8:00 a.m., meet at Ward Pound Ridge Reservation Michigan Road Lot ready to run a new course that I'm calling Michigan Zig-Zags. Options include 8, 6.5, and 5 mile distances or get lost and see how many miles you can do. The challenge to this course is the weaving back-and-forth […]

Kessel Run

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

On Saturday, February 8, at 7:00 a.m., meet at Lewisboro Town Park, upper lot, when we navigate the 9.6 mile Kessel Run. This relatively flat course is a little longer than most but avoids steep uphills in favor of rolling hills throughout. Since this is an out-and-back, there are plenty of ways to shorten the […]

Looper Bowl IX

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

On Sunday, February 2, 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 […]

Brew to Brews

This Saturday, February 1, at 7:00 a.m., meet at Tusk and Cup coffee shop , 51 Ethan Allen Highway, Ridgefield CT, and prepare to run the 11 mile Brew to Brews run through Devil’s Den and Saugatuck. Options include the full 11 miles and an abbreviated 6 mile version. Since weather conditions may be, *ahem*, less […]

Remembering Sarah Bishop

Mountain Lakes Park 201 Hawley Drive, North Salem, NY, United States

On Sunday, January 26, 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 10K-ish Sarah Bishop Course. Instead of starting near Hemlock Campsite where the race starts, we'll start from the trailhead to lookout point. Parking may be tight […]

Kimberly Brown/Blue Loop

Ward Pound Ridge Reservation, Kimberly Bridge Reservation Road, Pound Ridge, NY, United States

On Saturday, January 25, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Kimberly Bridge Lot, when we run the Kimberly Bridge Brown/Blue loop. This 8.3 mile double looped course starts with a loop to Raven Rocks and over the Fire Tower before returning to the cars and making another northern loop on DH and […]

MLK Day Run

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

On Monday, January 20, at 10:00 a.m., meet at Lewisboro Town Park, Upper Lot, for a special MLK Day run. Not sure of the course but we'll head over to Kimberly Bridge and make a loop in the southern part of the park before returning the way we came. Expect 7-ish miles. Hope to see […]

Snowy Owl Run

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

On Sunday, January 19, at 8:00 a.m., meet at Ward Pound Ridge Reservation ready to run the Snowy Owl Run. This course is almost the same as the Raven Rocks run but starts with a climb up FH then down the CB trail—and everyone loves a good climb at the start, right? Looks like we'll […]

Museum to Blue Route

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

On Saturday, January 18, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum, when we run the 7 mile Museum to Blue route. We’ll run this in a clockwise direction, opposite the arrows on the map, and running through the field to get to Kimberly Bridge. It looks like the snow will hold […]

Rock Trail Loop

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

On Sunday, January 12, 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 in a while so let's check out one of the Reservation’s more challenging trails and visit Dancing Rock, Indian Rock Shelter, Bear Rock Petroglyph, Castle […]

Westmoreland Perimeter Loop

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

Saturday, January 11, 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. This time, we run the course in a clockwise direction (against the arrows) and return to the main lot. Those who want an extra challenge can do the Butler loop […]

Museum to Blue

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

On Sunday, January 5, at 8:00 a.m., meet at Ward Pound Ridge Reservation Trailside Museum when we run the Museum to Blue route. We’ll be following the course in a counterclockwise direction but since the bridges are out, when you reach Kimberly Bridge, climb Blue and finish through the meadow. Options include 6.5, 7.5. and […]

Meadow to Armstrong

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

On Saturday, January 4, at 7:00 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 reservation, then crosses over to Richard’s Preserve and Armstrong before returning back. The entire course is 7 miles but if you want to cut it short, […]

Five Bridges Run

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

On Saturday, January 2, at 7:00 a.m., meet at Lewisboro Town Park ready to run the Five Bridges run. The 7.5 mile version of the run passes by five of the major bridges in the park so we'll aim for that distance. The weather looks like it will be cold and wet bo dress accordingly. […]

First Run with Sarah Bishop

Mountain Lakes Park 201 Hawley Drive, North Salem, NY, United States

On Wednesday, January 1, at 8:00 a.m., meet at Mountain Lakes Park, trailhead to lookout point, when we usher in the new year with Sarah Bishop. Well, not Sarah herself, but on some of the trails of the Sarah Bishop Bushwhack. And speaking of which, we'll do a little exploring while we're there. Start the […]

Last Run

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

On Tuesday, December 31, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, when we run the final course of the year together. After another year of calling runs, I'm going to let someone else lead this one or we can take turns calling directions at each intersection as we go (because […]

Meadow to Green Loop

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

On Sunday, December 29, 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 before circling around to Michigan Road. From there, take the Green trail, which is a sizeable hill, to some of the smaller, lesser-used trails in […]

Leon Levy Preserve Run

Leon Levy Preserve 2-50 Smith Ridge Rd., South Salem, NY, United States

This Saturday, December 28, at 7:00 a.m, meet at Leon Levy Preserve in South Salem, parking lot entrance on Route 123 about half a mile south of Route 35. At 383 acres, this preserve is relatively small but I have a course that will get us up to 7 miles hitting most of the trails […]