Run Calendar
Bennett’s Pond Run
Bennett’s Pond 550-698 Bennetts Farm Rd, Ridgefield, CT, United StatesOn Saturday, October 16, 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 Thursday
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.
Town Park “Short” Loop
Lewisboro Town Park, Upper Lot 1091 Old Post Road, Cross River, NY, United StatesGood luck to anyone running Paine to Pain. For those who aren't, on Sunday, October 10, at 8:00 a.m., meet at Lewisboro Town Park, Upper Lot, when we run the Town Park “Short” Loop. This classic course was once a typical run of 4 miles and, while it's kept its name, there are now options […]
Stayin’ Alive 5K
to benefit first responders
On Saturday, October 9, at 8:00 a.m., meet at the Windmill Club in Armonk for the Stayin’ Alive 5K road race to benefit first responders in northern Westchester. Funds raised through the annual 5K Fun Run, grants, and donations from individuals provide equipment to our emergency responders that is not covered in their annual budget. […]
Virtual Stayin’ Alive 5K
to benefit first responders
Ward Pound Ridge Reservation, Michigan Road Lot
Michigan Road, Pound Ridge, NY, United States
On Saturday, October 9, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, where we'll run the Green Loop for our own Virtual Stayin’ Alive 5K trail race. Stayin’ Alive benefits first responders in northern Westchester and funds raised through the annual 5K Fun Run, virtual 5k, grants, and donations from individuals […]
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.
Mountain Lakes to Halmi Multidistance
Mountain Lakes Park 201 Hawley Drive, North Salem, NY, United StatesOn Sunday, October 3, at 8:00 a.m., meet at Mountain Lakes Park, Hemlock Lake Parking Lot, ready to run the MLP to Halmi Multidistance course. This course offers distances from 5 to 10 miles and includes the North Salem parks that are adjacent to Mountain Lakes. Note also that this course includes a new trail […]
Meadow to Armstrong
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesOn Saturday, October 2, at 7:00 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 […]
Night Run
Mountain Lakes Park 201 Hawley Drive, North Salem, NY, United StatesOn Friday, October 1, at 7:00 p.m., meet at Mountain Lakes Park, Pool Parking Lot (where you park for Sarah Bishop), for a special Night Run. Dave Mann has reserved the Hemlock North Campsite for us for the evening so come prepared to run, then sit back and chill at the campfire afterward. Park at […]
Trailside To Tower
Trailside Museum Reservation Road, Pound Ridge, NY, United StatesOn Sunday, September 26, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum Lot, when we run the classic Trailside to Tower course. This course starts off up the gradual slope of the Orange Trail before splitting into one of four distances from 5 to 9 miles. But as the name suggests, all […]
Sarah Bishop 2018
Mountain Lakes Park 201 Hawley Drive, North Salem, NY, United StatesOn Saturday, September 25, at 7:00 a.m., meet at Mountain Lakes Park, Hemlock Lake Beach parking lot, ready to run a course from the wayback machine—the Sarah Bishop 2018 course. This is a slightly different version of the course than the 2019 race and avoids campsites in the park so it's the perfect course for […]
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.
Kisco 5K
Lace up those sneakers! Registration for the 8th Annual Kisco 5k and Kids Mad Dash presented by CrossFit Mount Kisco on September 19, 2021, is NOW OPEN! Once again, the race will take place the same weekend as Mount Kisco’s SeptemberFest (9/17–9/19). A true family event, the 5k and Kids Mad Dash will kick off the final day of the weekend-long festivities, including […]
Eleanor’s Escape
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Sunday, September 19, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run a classic—Eleanor's Great Escape. This multidistance run takes you on a great mix of some of the best trails in the park. Cobweb Crew starts at 5:00 a.m.; Early Risers 7:00 a.m. Print Map Download the […]
Katonah 5K
While only partially on trail, the Katonah 5k is the biggest KVIS fundraiser, involving hundreds of people of all ages. KVIS offers many programs for our community including: Oscar Nights, Katonah Village Forum, Student Scholarships, and Beautification projects, such as the plantings along the train fencing and the pollinator garden at Katonah station. Currently, we […]
Town Park to CB
Lewisboro Town Park, Upper Lot 1091 Old Post Road, Cross River, NY, United StatesOn Saturday, September 18, at 7:00 a.m., meet at Lewisboro Town Park, Upper Lot, ready to run the Town Park to CB loop. This course offers distances from 5 to 8.6 miles and includes one small bushwhack across Michigan Road from the Mill Site so watch for that. Lee Willett Print Map Download the PDF
Trail Thursday
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.
Where the Pavement Ends and More
Ridgebury School, Ridgefield, CT 112 Bennetts Farm Rd, Ridgefield, CT, United StatesWhere the Pavement Ends On Sunday, September 12, 7:30 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, […]
Zofnass Family Preserve Run
Zofnass Family Preserve 258 Upper Shad Rd., Pound Ridge, NY, United StatesThis Saturday, September 11, 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 […]