Run Calendar

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, […]