Run Calendar
John Jay 5K
John Jay Middle School 40 N Salem Rd, Cross River, United StatesThe 5k trail race starts at the John Jay Middle School (JJMS) field and traverses the trails of the John Jay Community Trail. It passes by JJMS after the trail loop and heads up to finish at the John Jay Contest Field. Start Time: 9:00am EDT End Time: 10:00am EDT Registration is Limited: First-come, first-served. […]
Meadow to John Jay
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesOn Sunday, June 13, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run. If you're signed up for the John Jay 5k, we'll head up Howland and over to John Jay in time for the race to start. If you're not competing, you can continue around the northern perimeter on […]
Ives Trail
Redding Train Station 3 Long Ridge Road, Redding, CT, United StatesOn Saturday, June 12, at 7:00 a.m., meet at the Redding Train Station, 3 Long Ridge Road, Redding, CT, where we'll take a minimum number of cars to Bennett's Pond to start running the Ives Trail. This 17 mile course starts at Bennett's Pond, crosses over to Terrywile Preserve, through various easements, through Bogus Brook, […]
Scimitar
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesJoin us on Thursday, June 10, at 4:30 a.m., for a special 80% solar eclipse at dawn run. Early risers in the Tri-State area the morning of June 10 will be treated to the most unusual sunrise of their lives—an 80% solar eclipse which will transform the Sun into a fiery scimitar. We'll head down […]
Run Rednesday
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesLooking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday at 5:00 a.m. for a run finishing up between 7:00 and 7:30. It's a great way to get your run in early.
Meadow to Rock Trail Loop
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesThis Sunday, June 6, at 8:00 a.m., meet at Ward Pound Ridge Meadow lot when we run the Meadow to Rock Trail Loop. We’ll head south through the meadow trails and return via FH. In between, you’ll see the Dancing Rock, Bear Rock Petroglyph, Spy Rock, the Stairs, Castle Rock, Raven Rocks, Indian Rock Shelter, […]
Zofnass Family Preserve Run
Zofnass Family Preserve 258 Upper Shad Rd., Pound Ridge, NY, United StatesThis Saturday, June 5, at 7:00 a.m, meet at the Zofnass Family Preserve on Upper Shad Road in Pound Ridge (see Google Map) when we take a break from our epic Saturday runs and run everyone’s favorite labyrinthian preserve with a network of trails noted for its crags and rock outcrops. Meet at the main […]
Trail Thursdays
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesLooking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Thursdays at 5:00 a.m. for a run finishing up between 7:00 and 7:30. It's a great way to get your run in early.
Run Rednesday
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesLooking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday at 5:00 a.m. for a run finishing up between 7:00 and 7:30. It's a great way to get your run in early.
REDRUN
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Memorial Day, Monday, May 31, at 7:00 a.m., test yourself and find out who’s going to get the crown on one counterclockwise loop of Red. It's that simple. 5.32 miles. One shot. All out. The current course records are 38:49 for Billy McArthur and 44:58 for Jennifer Zopp although the competition for the leaderboards […]
Michigan Multiloop
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Sunday, May 30, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run all or part of the Michigan Multiloop Course (A.K.A. The Death Spiral). The 8:00 start will follow the 8 or 5 mile loop and you can continue with whatever loops you'd like. Those looking for a […]
Saugatuck Loop
Saugatuck Trailhead 190 Davis Hill Road, Weston, CT, United StatesOn Saturday, May 29, at 7:00 a.m., start your Memorial Day weekend off with a long run. Meet at the trailhead of the Saugatuck trail on 190 Davis Hill Road in Weston ready to run the 13 mile Saugatuck Loop which takes us on the Saugatuck Trail and through Trout Brook Valley. There is also […]
Trail Thursdays
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesLooking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Thursdays at 5:00 a.m. for a run finishing up between 7:00 and 7:30. It's a great way to get your run in early.
Run Rednesday—Super Flower Blood Moon
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United States**NEW TIME** Looking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday at 5:00 a.m. for a run finishing up between 7:00 and 7:30. It's a great way to get your run in early. This Thursday, we'll head to the Overlook to see if we can catch part of […]
Gerrython
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Sunday, May 23, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run an all-time favorite: the Gerrython. This course, designed by Gerry Sullivan, gives you options for 13, 10, 7, and 5 mile distances. Cobweb Crew starts at 5:00; Early Risers at 7:00. Rookie Runners start at 7:00 […]
Town Park Perimeter Loop
Lewisboro Town Park, Upper Lot 1091 Old Post Road, Cross River, NY, United StatesOn Saturday, May 22, at 7:00 a.m., meet at Lewisboro Town park, upper lot, ready to run a clockwise loop around Ward Pound Ridge Reservation. The full loop is 12 miles but you have options for 6 and 8 miles as well. Print Map Download the PDF click for map
Trail Thursdays
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesLooking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, 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.
Run Rednesday
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesLooking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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.
Trailside to Overlook
Trailside Museum Reservation Road, Pound Ridge, NY, United StatesOn Sunday, May 16, 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 course offers multiple distances but all start toward the Overlook and return via FH. Cobweb Crew starts at 5:00 for an extra eight miles; Early Risers start at […]
Mountain Lakes and More
Mountain Lakes Park 201 Hawley Drive, North Salem, NY, United StatesOn Saturday, May 15, at 7:00 a.m., meet at Mountain Lakes Park, Trailhead to Lookout Point, ready to run the Mountain Lakes/Old Sib/Hearst course which includes the latest version of the Sarah Bishop course plus detours to Old Sib, Hearst-Mead, and Halmi Preserves. Total distance of 12 miles with an option of the shorter 7 […]
Trail Thursdays
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesLooking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, 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.
Run Rednesday
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesLooking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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.
Five Bridges Run
Lewisboro Town Park, Upper Lot 1091 Old Post Road, Cross River, NY, United StatesOn Sunday, May 9, at 8:00 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 but you have options for longer and shorter distances. Since a number of runners will be at Bear Mountain […]
5 Sisters
Bear Mountain, Hessian Lake Parking 10911, 55 Hessian Drive, Tomkins Cove, NY, United StatesPlease register for this event On Saturday, May 8, at 7:00 a.m., meet at Harriman State Park, Hessian Lake lot near the ice rink when we run the 13 mile 5-Sisters loop. This is the "official" course which is a counter-clockwise, self-supported, 13 mile loop. Print Map Download the PDF GPX FILE KML FILE
7 Summits
Timp Torne Trailhead Ramapo-Dunderberg Timp Torne Trail, Tomkins Cove, United StatesPlease register for this event On Saturday, May 8, at 6:00 a.m., meet at Ramapo-Dunderberg Timp Torne Trailhead, Tomkins Cove, NY, ready to run some epic trails at Harriman State Park. Based on responses, this group is focused on the 7 summits but the 5 sisters is an option if you decide the shorter distance […]
Trail Thursdays
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesLooking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, 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.
Run Rednesday
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesLooking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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.
Meadow to Armstrong
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesOn Sunday, May 2, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run the Meadow to Armstrong Loop. This course offers distances of 5, 7, and 8.5 miles and takes us off the reservation into two small preserves to the west of the park. The out-and-back nature of this gives […]
Bennett’s Pond Run
Bennett’s Pond 550-698 Bennetts Farm Rd, Ridgefield, CT, United StatesOn Saturday, May 1, at 7:00 a.m., meet at the Bennett’s Pond main lot when we run a course that takes us on a counterclockwise loop to the overlook and back. Print Map Download the PDFKML File GPX File
Trail Thursdays
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesLooking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, 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.
Run Rednesday
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesLooking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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.
Meadow, Museum, Fire Tower, to Michigan
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesOn Sunday, April 25, 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. While the course is fairly straightforward, it's […]
Big-O
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Saturday, April 24, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Big-O. This six-mile loop heads over Fox Hill to Blue and Raven Rocks before returning via Green. This is as close to a perfect circle as the trails in the Rez will yield. I'll post […]
Trail Thursdays
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesLooking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, 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.
Run Rednesday
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesLooking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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.
Michigan to Kimberly
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Sunday, April 18, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the classic Michigan to Kimberly run. This run heads over to the meadow and follows the northern trails before heading up Blue and returning by way of three different options. Cobweb Crew starts at 5:00 a.m.; […]
Lewisboro and Clark Expedition
Lewisboro Town Park, Upper Lot 1091 Old Post Road, Cross River, NY, United StatesOn Saturday, April 17, at 7:00 a.m., meet at Lewisboro Town Park, Upper Lot, ready to have an epic adventure on a run that traverses the full length of the Rez from Lewisboro Town Park in the north to Clark Preserve in the south. In between, we'll hit the meadow, Michigan Road, and the stairs. […]
Trail Thursdays
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesLooking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, 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.
Run Rednesday
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesLooking for a mid-week run? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Wednesday 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.