Run Calendar

Green/Rock Trail Loop

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

On Sunday, October 25, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot, when we run the Green/Rock Trail Loop. This time, we'll run the loop in a clockwise direction, opposite the arrows on the map. You'll have options of 4.5, 6.5, 7.5, and 8.5 miles and plenty of elevation with the […]

Blue Moon Trail

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

On Saturday, October 24, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot, when we run the Blue Moon trail. This course was created in the 1980s by Dave Cope as the 6 mile loop on the map. It includes a seldom-used bushwhack below the Leatherman's Cave that's a trail on the […]

Trailside to Town Park

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

On Sunday, October 18, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Nature Museum, ready to run the Trailside to Town Park Loop. The northern trails in the Rez haven't gotten much love from us lately so let's remedy that with this loop that includes various distances including the two longest that take […]

Trailside to Joe

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

On Saturday, October 17, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum lot, when we run the Trailside to Joe 7 mile loop. Those who’ve run with me for a while know that once fall hits, I’m more inclined to do some exploring in the parks. For this run, We’ll head over […]

Boutonville Oak Run

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

On Sunday, October 11, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Kimberly Bridge Lot, ready to run the Boutonville Oak Multidistance run. This run starts off with a visit to the Boutonville Oak (see the NY Times article reference) then heads west on Brown to the Meadow and Michigan Road. From there, you'll […]

Mountain Lakes Park

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

On Saturday, October 10, at 7:00 a.m., meet at Mountain Lakes Park trailhead to Lookout Point when we run the 2019 Sarah Bishop course. The race itself was canceled due to COVID-19 but we can visit the trails there. Make sure you follow standard COVID-19 protocols, mask up when others are nearby, and please complete […]

Michigan, Overlook, Raven Rocks

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

On Sunday, October 4, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot, ready to run the Michigan, Overlook, to Raven Rocks course. This multidistance run is designed to give you views of the fall colors from the Overlook and Raven Rocks—the best vantage points in the park. Early risers can start […]

Mohonk Preserve

East Trapps Trailhead, Gardiner, NY 3213 US-44, Gardiner, NY, United States

On Saturday, October 3, at 7:30 a.m. (note the new time), meet at the East Trapps Trailhead in Mohonk Preserve (3213 US-44, Gardiner, NY 12525) ready to run a 10.5 mile loop courtesy of Jon Birdsall. He's arranged for a number of guest passes at the lot so we can enjoy the trails on the […]

Trail Thursdays

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

Looking for a mid-week run? Meet at Ward Pound Ridge Reservation on Thursdays 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.

Eleanor’s Great Escape

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

On Sunday, September 27, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run a classic—Eleanor's Great Escape. This multidistance run takes you on some of the best trails in the park and with temperatures in the 60s, it's shaping up to be a beautiful day on the trails. Early risers […]

Loops of Levy

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

On Saturday, September 26, at 7:00 a.m., meet at the Leon Levy Preserve lot, 2-50 Smith Ridge Rd, South Salem, NY, ready to run a convoluted course of around 7 miles and using almost every trail in the park. Print Map Download the PDF

Trailside to Overlook

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

On Sunday, September 20, at 8:00 a.m., meet at the Trailside Museum at Ward Pound Ridge Reservation when we run the classic Trailside to Overlook loop. This revised course offers multiple distances but all start toward the Overlook and return via FH. As usual, the early crews can start at 6:00 and 7:00 for bonus […]

Spelunking

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

On Saturday, September 19, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to explore with a sense of adventure. Below is a "Stroller's Map" that was sold for a quarter at the "Trading Post" at the Rez from the 1950s through the 1970s. The map shows landmarks and trails that […]

Where the Pavement Ends

Ridgebury School, Ridgefield, CT 112 Bennetts Farm Rd, Ridgefield, CT, United States

On Sunday, September 13, 8:00 a.m., run Where the Pavement Ends, a fun and challenging 4-plus miles of sometimes narrow, sometimes hilly, always beautiful trails. It is a great mix of fire road, single track, flats, hills, and one fast downhill section right towards the end. Park at the Ridgebury School, Ridgefield, CT and walk […]

Michigan to Clark

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

On Saturday, September 12, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Michigan to Clark course. This 7.5 out-and-back takes us out of the Rez to the adjoining Clark preserve on the southern part of the park. If we're lucky, we'll get Billy McArthur out on Saturday […]

Kessel Run

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

On Monday, September 7, at 8:00 a.m., meet at Lewisboro Town Park, upper lot, when we navigate the 9.6 mile Kessel Run. This special out-and-back segment starts at Lewisboro Town Park and ends at Gilmore Pond on the southern end of the Rez. Peeter “Millennium Falcon” Muursepp holds the record of less than 12 parsecs […]

Pound Ridge 50K

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

On Sunday, September 6, at 5:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the first ever Pound Ridge 50k. Runners will make four loops—a 12 mile perimeter loop starting at 5:00, an 8 1/2 mile loop starting at 8:00, and two 5 1/2 mile loops of the Red trail. […]

Red All Over

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

On Saturday, September 5, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Red Trail. Since the Pound Ridge 50k is only a day away, I'm sure a number of you will be resting today but I'll offer this anyway. The Red trail loop forms two of the […]

Fire Tower Summit Run

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

On Sunday, August 30, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run a classic—the Fire Tower Summit Run. Before there was the Raven Rocks Race, there was The Fire Tower Run which follows some of the same trails but offers distances from 5 to 7.5 miles and includes the […]

Farringtons Woods

Farringtons Woods Farringtons Park, Brewster, NY, United States

It looks like the weather won't cooperate for the scheduled run in the Catskills so let's run something closer to home. On Saturday, August 29, at 7:00 a.m., meet at Farringtons Woods Trailhead (see Google map) next to I-84 at the New York-Connecticut border. This park offers a variety of twisty trails throughout this 8-mile […]

Michigan FH to Overlook

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

On Sunday, August 23, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Michigan FH to Overlook loop. This time, we'll reverse the direction and get the Overlook first. Options include distances of 5, 6.5, and 8 miles. As usual, the early crews can start at 6:00 and […]

Trout Brook Valley

Trout Brook Valley 5 Bradley Road, Weston, CT, United States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

This 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

Two 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 States

On 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 […]

Trailside to Tower

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

On 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 […]