Run Calendar

Black Friday at the Black Mansion

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

On Friday, November 25, 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 every trail in the park including the Levy East half mile extension. It's a great way to start Black Friday with a […]

Thanksgiving Run

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

Looking to start Thanksgiving right? Meet at Ward Pound Ridge Reservation, Michigan Road Lot, on Thursday at 6:00 a.m. for a run finishing up around 7:30. It's a great way to start the holiday.

Trail Tuesday

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, Michigan Road Lot, on Tuesdays 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.

Leather Raven

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

On Sunday, November 20, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run the ultimate in courses—the Leather Raven. While the full course is 12 miles, you have some options. You can start from the old oak tree and head in either direction. Head east and run the Loop course […]

Fat Ass & Fat Raven Run

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

This Saturday, November 19, at 7:00 a.m, meet at the Lewisboro Town Park upper parking lot (see map) when we preview next Sundays Fat Ass/Fat Raven Run. The course offers distances of 3.5, 7, 8.5, and the full 9.5 Fat Raven. Hope to see you out there this weekend. Lee Willett Print Map Download the […]

Trail Tuesday

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, Michigan Road Lot, on Tuesdays 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.

Raven Rocks Run

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

On Sunday, November 13, at 9:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run The Raven Rocks Run—a challenging 10k trail race. This year, the race is in-person plus you can join the Raven 100K Challenge and collect as many badges as you can over the course of the month. Register […]

Raven Disaster

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

On Saturday, November 12, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run the Raven Rocks Course Check. Hurricane Nicole should be on top of us at the start of the run so conditions are going to be interesting. Be prepared. Print Map Download the PDF Download the KML Download […]

Trail Tuesday

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, Michigan Road Lot, on Tuesdays 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.

Nevermore

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

UPDATE: MEET AT MICHIGAN ROAD LOT On Sunday, November 6, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, for the first of our Ravember runs—the Nevermore Loop. You'll recognize this as the Raven Rocks course except this time, run the course in reverse, heading toward the Meadow first and ending via […]

Sarah Bishop Course and Bench Rescue

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

On Saturday, November 5, at 7:00 a.m., meet at Mountain Lakes Park, Trailhead to Lookout Point, ready to run the Sarah Bishop course. I've been alerted that someone has moved the Mark Vincent memorial bench so on our way, we'll find the bench and restore it to it's proper setting. Since it's relatively heavy and […]

Trail Thursday—Raven Rocks Course Check

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

Looking 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. Today we'll be meeting at the Meadow Lot and running the first Raven Rocks Course Check

Trail Tuesday

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, Michigan Road Lot, on Tuesdays 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.

Prime Running

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

On Sunday, October 30, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready for some prime running. No specific course, that's going to be up to you, but the goal is to reach consecutive intersections that are prime numbers. I've included a map that lists all the primes and gives very approximate […]

Spooktacular Oktoberfest

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

Not a run but celebrate Halloween and fall at Trailside Nature Museum's Spooktacular Oktoberfest! Children and adults are invited to wear their Halloween costumes as there will be both children and adult costume contests. Fall snacks, hay rides, crafts, and more will be available. This event will also include access to our Oktoberfest at Bergfied. […]

$20

The Devil’s Brew

Devil's Den Preserve 33 Pent Road, Weston, CT, United States

Start the Halloweekend off right! On Saturday, October 29, at 7:00 a.m., meet at Taza Cafe on Main Street, Ridgefield, and enjoy a pre-run cup of coffee. Around 7:30, we'll head over to Devil's Den Preserve (3 Pent Road, Weston), and run the Devil's Ledge 8-mile course. The park opens at sunrise (around 7:25) so […]

Night Run

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

On Friday, October 28, at 7:00 p.m., meet at Ward Pound Ridge Reservation, Lean-To 5 (at Michigan Road), for a special Night Run. If clear, we'll head to the Overlook to try for a glimpse of the setting crescent moon. After that sliver disappears, you'll only have starlight and a headlamp to guide you for […]

Trail Tuesday

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, Michigan Road Lot, on Tuesdays 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 the Farm

Muscoot Farm 51 NY-100, Katonah, NY, United States

This Sunday, October 23, at 9:30 a.m, meet at Muscoot Farm (http://goo.gl/maps/dTDiT) for the Run the Farm 5 Mile Trail Race. This 5 mile course starts from the farm and follows the outlying trails around Muscoot. You can download a map of the five-mile course here. 8:30 a.m. Kids’ Race (7 to 12-year-olds) 8:45 a.m. […]

Rocktober Run

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

On Saturday, October 22, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot, ready to run a special Rocktober loop of the Green Rock Trail course which includes Spy Rock, the Stairs, Raven Rocks, and Indian Rock Shelter. We'll aim for the 6.5-mile course but you have options for longer or shorter. […]

Trail Tuesday

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, Michigan Road Lot, on Tuesdays 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.

Dancing Rockish Run

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

On Sunday, October 16, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Dancing Rockish run. This course follows much of the Dancing Rock route but doesn't include the large bushwhack. Still plenty of trails left to have fun, though. Cobweb Crew starts at 5:00, Early Risers at […]

Westmoreland Perimeter Loop

Westmoreland Sanctuary 260 Chestnut Ridge Rd, Mt. Kisco, NY, United States

On Saturday, October 15, at 7:00 a.m., meet at Westmoreland Sanctuary on Chestnut Ridge Road in Mount Kisco when we run the 5.25 mile perimeter loop. We can decide whether to take the extra out and back to the Fox Lane ropes course. Those who want an extra challenge can run the Butler loop across […]

Trail Tuesday

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, Michigan Road Lot, on Tuesdays 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.

Indigenous Peoples Day: Michigan to Dancing Rock

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

On Monday, October 10, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run a special Indigenous Peoples Day Run of the Michigan to Dancing Rock course. This loop starts with a climb to the Overlook and then follows some of the lesser-used trails in the park. Options include 4.5, […]

Paine to Pain Half Marathon

Thomas Paine Cottage 20 Sicard Avenue, New Rochelle, NY, United States

On Sunday, October 9, at 9:00 a.m., meet at Thomas Paine Cottage in New Rochelle to run Paine to Pain half maraton—a giant single loop that winds its way through the woods and trails of five different lower Westchester parks. You never run the same trail twice and will spend 90% of your time on […]

Eleanor’s Escape

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

On Sunday, October 9, at 8:00 a.m., if you're not running Paine to Pain, 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 […]

Zofnass Family Preserve Run

Zofnass Family Preserve 258 Upper Shad Rd., Pound Ridge, NY, United States

This Saturday, October 8, at 7:00 a.m, meet at the Zofnass Family Preserve on Upper Shad Road in Pound Ridge (see Google Map) when we run everyone’s favorite labyrinthian preserve with a network of trails noted for its crags and rock outcrops. Meet at the main entrance and we’ll follow a perimeter loop making all […]

Trail Tuesday

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, Michigan Road Lot, on Tuesdays 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.

Crazy 8

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

This Sunday, October 2, at 8:00 a.m., meet at Lewisboro Town Park Upper Lot, when we run The Crazy 8 Run. This 8-mile, figure-8 course will take runners on the Blue trail and over the fire tower. If you’re not up for the full distance, turn back at Kimberly Bridge for a respectable 4.5-mile run. […]

Kessel Run

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

On Saturday, October 1, at 7:00 a.m., meet at Lewisboro Town Park, Upper Lot, ready to run the Kessel Run. This out-and-back course is nine non-technical miles on some of the fastest trails in the Rez so you'll be able to stretch your legs and gain some speed. If you're not up for the full […]

Museum, CB, to Blue 2

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

On Sunday, September 25, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum, when we run the Museum, CB, to Blue Route. All distances start up FH and branch from there. The 8 mile loop takes a bushwhack to get to CB before meeting up with the other distances on Green. Options include […]

Loops of Levy

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

On Saturday, September 24, 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 every trail in the park including the Levy East half mile extension. Print Map Download the PDF

Trail Thursday

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, 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.

Three is a Magic Number

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

On Sunday, September 18, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, and discover why three is a magic number. No specific course today, that's going to be up to you, but the goal is to reach consecutive intersections counting by three. I've included a map that gives very approximate cumulative distances […]

Sarah Bishop Course

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

On Saturday, September 17, at 7:00 a.m., meet at Mountain Lakes Park, Pool Parking Lot, ready to run the Sarah Bishop course. While there is no Sarah Bishop race this year, we can still enjoy some awesome trails there. Print Map Download the PDF Download the KML Download the GPX

Trail Thursday & Cobweb Crew

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, 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. Want to start earlier? Cobweb Crew will begin at 5:00 and circle back to the lot at […]