Run Calendar

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 […]

Boxing Day Run

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

On Thursday, December 26, at 7:30 a.m., meet at the Hessian Lake Parking Lot, near the ice rink, at Bear Mountain and come prepared to run a special 9-mile loop on parts of the North Face Endurance Challenge course. Depending on conditions, it might be longer. No worries, the group will keep together sharing holiday […]

Dancing Rock Redux

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

On Tuesday, December 24, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot, and help me remediate the Dancing Rock course marking. We'll do one last sweep of the curse, picking up flags as we go. If you missed Sunday's run, this will be the last chance you'll have to run the […]

Dancing Rock 50k

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

On Sunday, December 22, at 5:00 a.m., get ready to run a very special course—The Dancing Rock Ultra. This course revives a race created by Tony Godino and Dave Cope around the time the Loop was invented but adds a whole lot more. We'll run the initial perimeter loop first, then meet up with the […]

Dancing Rockish

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

On Saturday, December 21, at 7:00 a.m., bundle up and come run the Dancing Rockish run. This 7.5 mile run is a good preview of Sunday's Dancing Rock course but without most of the bushwhacks. As such, it's a much faster and less swampy run than what you'll have the following day. If you are […]

Kessel Run

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

On Sunday, December 15, at 8:00 a.m., meet at Lewisboro Town Park, upper lot, when navigate the 9.6 mile Kessel Run. With less than a week to go before the release of the next Star Wars movie, it seems appropriate we run a special out-and-back segment that starts at Lewisboro Town Park and ends at […]

Dancing Rock Preview

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

On Saturday, December 14, at 7:00 a.m., meet at Ward Pound Ridge Reservation Michigan Road Lot and help flag next Sunday's Run. Since there are multiple bushwhacks on this run, I'll need to lightly flag the course so that you can find your way. If you'd like to give me a hand, meet me at […]

Bennett’s Pond Run

Bennett’s Pond 550-698 Bennetts Farm Rd, Ridgefield, CT, United States

On Sunday, December 8, at 8:00 a.m., meet at the Bennett's Pond main lot when we run a new course that a handful of you ran in September. This course takes us on a counterclockwise loop to the overlook and back. Along the way, you'll get to try out the new Ridge trail we found […]

Leonard Park Half

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

This Saturday, December 7, at 7:00 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 park, go through Marsh Sanctuary, Merestead, Butler, and Westmoreland Sanctuary. Runners will have a choice of various distances from 5 to 13 miles. Print Map Download […]

Fat Ass Run

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

This Sunday, December 1, at 8:00 a.m, meet at the Lewisboro Town Park upper parking lot (see map) when we run a perennial favorite—the Fat Ass Run. The course runs over the Bergfield bridge and returns via the Meadow and give you from 6 to 11 miles of calorie-burning fun. Anyone interested in getting an […]

Trailside to Joe

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

On Saturday, November 30, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum lot, when we run a new course—Trailside to Joe 7 mile loop. Those who've run with me for a while know that once the cold temperatures set it, I'm more inclined to do some exploring in the parks. For this […]

Zofnass Family Preserve Run

Zofnass Family Preserve 258 Upper Shad Rd., Pound Ridge, NY, United States

This Friday, November 29, at 8:00 a.m, meet at the Zofnass Family Preserve on Upper Shad Road in Pound Ridge (see Google Map) when we run everyone’s favorite labyrinthian preserve with a network of trails noted for its crags and rock outcrops. Meet at the main entrance and we’ll follow a perimeter loop making all […]

Anunnaki Trail

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

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 seen the two large annunaki paintings in the Rez but there is one more, visible from the Blue Trail, but to get a good look at it, we’ll […]

Sarah Bishop Redux

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

On Saturday, November 23, at 7:00 a.m., meet at Mountain Lakes Park, 201 Hawley Drive, North Salem, NY, when we run the 2019 Sarah Bishop course. Although I'll take credit for creating the course, I've never actually run it in its entirety so I'm looking forward to testing it out. Word is that the OS […]