Run Calendar
Trailside Multiloop
Trailside Museum Reservation Road, Pound Ridge, NY, United StatesOn Saturday, June 20, at 7:00 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. Print Map Download the PDF
Two Crescents Run
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesTwo crescents—the Moon and Venus—meet in the sky in the wee hours of June 19. Should weather conditions be favorable, be sure to set your alarm clock for around 4 a.m. local time on Friday, June 19th, then proceed to a location where you have a clear and unobstructed view of the east-northeast horizon. A […]
Sights and Heights
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Sunday, June 14, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Sights to Heights v2 course. Options include 5.5, 7.5, and8.5 miles and can be run in either direction. The mountain laurel are starting to bloom so the trail up to the Fire Tower will be […]
Sarah Bishop and Old Sib
Mountain Lakes Park 201 Hawley Drive, North Salem, NY, United StatesOn Saturday, June 13, at 7:00 a.m., meet at Mountain Lakes Park, Trailhead to Lookout Point Lot, when we run the Sarah Bishop course plus the Old Sib preserve. Options include a new trail that connects the Spruce Lake trail to the Pool Parking lot which doesn't change the distance, just the route. Print Map […]
Trailside to Tower
Trailside Museum Reservation Road, Pound Ridge, NY, United StatesOn Sunday, June 7, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum lot, when we run the Trailside to Tower loop. Options include 5, 6, 7, and 9 miles and the course can be run in either direction. The early crew can arrive at 7:00 for a 4-mile loop. Rookie Runners can […]
Green Rock Trail
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Saturday, June 6, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot, ready to run the Green Rock Trail course which includes the Overlook, Spy Rock, the Stairs, and Raven Rocks. Options include 4, 6.5, 7.5, and 8.5 mile course and you can run this in either direction. There's a fair […]
Meadow to Blue
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesOn Sunday, May 31, start between 7:00 and 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run the Meadow to Blue Route. Options include 5, 6.5, and 8 mile distances and you can run this course in either direction to avoid crowding. I'll be there at 7:00 and put a few […]
Red & Green Loop
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Monday, May 25, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Red and Green Loop. Options include 4.5, 6, and 7.5 mile distances. Vary your start times and directions, wear a buff or mask around others, and practice social distancing. Print Map Download the PDF
Meadow Half Marathon (or less)
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesOn Sunday, May 24, between 7:00 and 8:00, 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. Vary your start times and directions, wear […]
Kimberly Blue Route
Ward Pound Ridge Reservation, Kimberly Bridge Reservation Road, Pound Ridge, NY, United StatesIf you're looking to stay in the Rez, on Saturday, May 23, at 7:00 a.m., meet at Ward Pound Ridge Reservation Kimberly Bridge Lot ready to run the Kimberly to Blue Route. Options include 5, 6.5, and 8 miles. Vary your start times and directions, wear a buff or mask around others, and practice social […]
Huntington 15K
Huntington, State Park, Redding, CT 79-45 Sunset Hill Road, Redding, CT, United StatesOn Saturday, May 23, at 7:00 a.m., meet at Huntington State Park, 58 Sunset Hill Road, Redding, CT., for a 15k perimeter loop. We'll follow the course in a clockwise direction making sure to keep proper social distancing. Print Map Download the PDF
Eleanor’s Great Escape
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesOn 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesThis 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 StatesOn 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 StatesSunday, 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesOn 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 StatesSaturday, 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 StatesOn 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 StatesOn 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 StatesOn 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. […]