Run Calendar
Trout Brook Valley
Trout Brook Valley 5 Bradley Road, Weston, CT, United StatesOn Saturday, August 22, at 7:00 a.m., meet at the Bradley Road lot of Trout Brook Valley in Weston, CT, when we run a perimeter loop. Distances range from 6 to 8.5 miles on varying terrain from rocky single-track to meadows and orchards. We'll take a side trail to get a view of the Saugatuck […]
Trailside to Green
Trailside Museum Reservation Road, Pound Ridge, NY, United StatesOn Sunday, August 16, at 8:00 a.m., meet at the Trailside Nature Museum lot ready to run the Trailside to Green loop. Options include distances of 5.5, 7.5 and 9 miles. There are still a lot of trees and branches down across the trails even on some of this course so you'll need to pick […]
Mountain Lakes and Adjacent
Mountain Lakes Park 201 Hawley Drive, North Salem, NY, United StatesOn Saturday, August 15, at 7:00 a.m., meet at Mountain Lakes Park, Trailhead to Lookout Point, ready to run the Mountain Lakes and Adjacent course. We'll modify the map below to include a bushwhack or two before we head over to the Hearst-Mead and Halmi Preserves. Total distance will be about 7 miles. Print Map […]
Meadow to Armstrong
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesOn Sunday, August 9, at 8:00 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, […]
Blue-Per-Bowl
Depew Ct., Peekskill, NY 1 Depew Court, Peekskill, United StatesOn Saturday, August 8, at 5:30, 7:30 a.m., and 9:30 a.m., meet at the Depew Court lot at Blue Mountain and run the Fifth Annual Blue-Per Bowl run. Starting at 5:30 a.m., make one 7.5 mile loop and a second starting at 7:30 a.m. Join in for one or both loops or finish a third […]
Dancing Rockish
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Sunday, August 2, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot for a very special run—The 7.5 mile Dancing Rockish Run. I know many of you are looking forward for December's annual running of the Dancing Rock run but what could be better than a preview in August? Don't worry, […]
Meyer Preserve
Meyer Preserve 415 Sarles Street, Mt. Kisco, NY, United StatesOn Saturday, August 1, at 7:00 a.m., meet at the parking lot on Sarles Street and Bretton Ridge Road (415 Sarles St, Mt Kisco, NY 10549) when we run a loop in the Meyer Preserve. This small preserve offers a mix of terrain and we’ll make a side-trip to Byram Lake. Total distance should be […]
Sylvan Glen/Granite Knolls
Sylvan Glen Nature Preserve Grant Ave & Morris Ln, Mohegan Lake, NY, United StatesThis Saturday, July 25, at 7:00 a.m., meet at the Grant Avenue entrance to Sylvan Glen, ready to run a loop around the park and head over to Granite Knolls. From there we can retrace our steps for a 6 mile run or follow a perimeter course around Granite Knolls for a little extra distance. […]
Eleanor’s Great Escape
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesOn Sunday, July 19, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run Eleanor's Great Escape. This course starts from the Meadow and makes a counterclockwise loop around the Rez. The longest distance manages to avoid most of the hills in the park save for two, but you have options […]
Bennett’s Pond Overlook Loop
Bennett’s Pond 550-698 Bennetts Farm Rd, Ridgefield, CT, United StatesOn Saturday, July 18, at 7:00 a.m., meet at Bennett's Pond parking lot ready to run the 7-mile Overlook Loop. The most overgrown part of the trail has been recently trimmed so we should be OK to follow the map as is. If you're looking for a longer run, you can continue on the yellow […]
Michigan Road “Stairmaster”
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Sunday, July 12, at 8:00 a.m., meet at Ward Pound Ridge Michigan Road Lot ready to run the Michigan to Spy Rock 7 Mile Loop, or as I like to call it, The Stairmaster. This course starts up the FH trail and heads over the Magic Stairs before turning south past Castle Rock and […]
Slide Mountain (Burroughs Range) Loop
Slide Mountain Trailhead Parking Lot 2027 Oliverea Road Lot, Phoenicia, NY, United StatesOn Saturday, July 11, meet for a special run in the Catskills—the Slide Mountain/Burroughs Range Loop. This 14.5 mile loop offers 5,000 feet of elevation gain and crosses Slide Mountain (the highest peak in the Catskill range), Cornell, and Whittenberg. Meet at the Woods Bridge commuter lot in Katonah at 5:30 a.m. if you'd like […]
Meadow Museum Fire Tower to Michigan
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesOn Sunday, July 5, 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. Since a number of you will be […]
McArthur Multipark Marathon
Ward Pound Ridge Reservation, Kimberly Bridge Reservation Road, Pound Ridge, NY, United StatesOn July 4, join us for a special event—the McArthur Multipark Marathon. This course starts at Kimberly Bridge and makes a perimeter loop of the Rez, exiting at Lewisboro Town Park. From there, runers sprint across Route 35 to Old Field Preserve then take a combination of roads to Mountain Lakes Park. You'll make a […]
Museum to Blue Route
Trailside Museum Reservation Road, Pound Ridge, NY, United StatesOn Sunday, June 28, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum Lot, ready to run the Museum to Blue Route. This course offers distances of 6.5, 7.5, or 8.5 miles but even the shortest begins with a climb to the Magic Stairs so be prepared. Early risers can start at 5:00 […]
Virtual 5K and More
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesOn Saturday, June 27, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run a special Blythedale Children’s Hospital Virtual 5K event. This event is the spring fundraiser of the Blythedale Advisory Council, providing an opportunity for people to "come together" to help children managing significant health conditions and their families. […]
Meadow Northern Loop
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesOn Sunday, June 21, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run the Meadow Northern Loop course. We haven't seen much of the northern trails in the Rez so this course will remedy that. Options include 5.5, 6.5, and 8-mile distances. Runners can start at 5:00, 6:00, or 7:00 […]
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 […]