Run Calendar

Kennedy to Angle Fly

Kennedy School 54 Route 138, Somers, NY, United States

On Saturday, January 6, at 7:00 a.m., meet at St. Joseph Catholic Church on Plum Brook Road, Somers, when we run the Kennedy to Reis Park/Angle Fly Preserve. We’ll run from the trailhead of the Kennedy Trail, cut through to Somers High School, then make our way to Reis Park. I’ve outlined an 8.5-mile run […]

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.

Workout Wednesday—FH7

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

Are you looking to amp up your running? Add hill repeats and speed work on Wednesdays at 5:30 a.m. This week, meet at Ward Pound Ridge Reservation, Trailside Museum Lot, at 5:30 a.m., for 90 minutes of Hill Repeats. We'll head down the FH trail and run repeats to Lean-to 7 (the Happy Ending segment). […]

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.

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.

Last Run

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

On Sunday, December 31, 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 […]

Michigan to Kimberly V3

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

On Saturday, December 30, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot ready to run the Michigan to Kimberly v3 loop. This version of the classic course offers distances from 5 to 7.5 miles but you can visit the Overlook as well to add even more. Early Risers at 6:00 a.m. […]

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.

Boxing Day Run

Anthony Wayne Lot, Harriman State Park 10911, 55 Hessian Drive, Tomkins Cove, NY, United States

On Tuesday, December 26, at 7:30 a.m., meet at Harriman State Park, Anthony Wayne parking lot, and run a special 6-mile Boxing Day Loop with Kevin Rader. If you're not familiar with the trails, don't worry, the group will stay together sharing holiday cheer up and down the trails. You'll be following the Big Bear […]

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.

Boxing Day 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. If you can't make it to Harriman State Park to run with Kevin Rader, Meet at Michigan […]

Running of the Red and Green

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

On Sunday, December 24, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, for a special running of the Red and Green (trails). First, make a counterclockwise loop of red, then, if you're up for more, head over for a counterclockwise loop of Green. Cobweb Crew starts at 5:00 a.m.; Early Risers […]

Town Park to Green

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

This Saturday, December 23, at 7:00 a.m, meet at the Lewisboro Town Park upper parking lot (see map) when we run the Town Park to Green course. This course gives you options of 4, 6, and 8 miles of mixed-terrain fun. When you get to the Mill Site, follow the CB trail to Michigan Road […]

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 at 7:00.

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.

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.

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 Rock 12.5k / 25k

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

On Sunday, December 17, at 8:00 a.m., get ready to run a very special course—The Dancing Rock Run. This course revives a race created by Tony Godino and Dave Cope around the time the Loop was invented over 30 years ago. Originally, racers would complete one clockwise loop followed by a counterclockwise loop for a […]

Dancing Rock 50k

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

On Sunday, December 17, at 5:00 a.m., get ready to run a very special course—The Dancing Rock Run and Dancing Rock 50k. This course revives a race created by Tony Godino and Dave Cope around the time the Loop was invented but adds a whole lot more. 50k runners will first complete a perimeter loop, […]

Dancing Rock Final Final Course Check

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

On Saturday, December 16, at 7:00 a.m., meet at Ward Pound Ridge Reservation Michigan Road Lot for the final final course check of the Dancing Rock Run. Flags have been planted on the bushwhacks so you'll we'll have blazed a trail for the Dancing Rock Classic 12.5k course. Early Risers start at 6:00 for a […]

Holiday Party

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

Join the Sunday Runners on a Special Thursday Night at a Holiday Party $10 before the event or cash at the door gets you drinks, decorations, and great conversation. We’ll have space inside and outside the nature center so you'll have plenty of room to hang out. Bring a dish to share. Payment can be […]

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.

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 at 7:00.

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.

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, December 10, 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 bushwhacks. Still plenty of trails left to have fun, though. Cobweb Crew starts at 5:00, Early Risers at […]

Dancing Rock Course Check

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

On Saturday, December 9, at 7:00 a.m., meet at Ward Pound Ridge Reservation Michigan Road Lot for a course check of the Dancing Rock Run. We'll be planting flags for this year's run so this is going to be slow going. When we're done, we'll have blazed a trail for the Dancing Rock Classic 12.5k […]

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.

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 at 7:00.

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.

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.

Meadow to Armstrong

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

On Sunday, December 3, 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 […]

Leonard Park to Butler

Leonard Park 104 Main St., Mt. Kisco, NY, United States

This Saturday, December 2, at 7:00 a.m., meet at the gazebo at Leonard Park in Mt. Kisco (see map) when we tackle the different trails from Leonard Park. We’ll start in Leonard park, go through Marsh Sanctuary, Merestead, and Butler. This is a test run for the Leonard Park Half so if you want a […]

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.

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 at 7:00.

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.

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.

Fat Ass & Fat Raven Run

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

This Sunday, November 26, at 8:00 a.m, meet at the Lewisboro Town Park upper parking lot (see map) when we run a perennial favorite—the Fat Ass Run. The course offers distances of 3.5, 7, 8.5, and the 9.5 Fat Raven. Cobweb Crew starts at 5:00 a.m.; Early Risers at 7:00 a.m. Rookie Runners start at […]

Loops of Levy

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

On Saturday, Novembr 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. Early Risers start at 6:00 for an additional 4 miles. […]

Zofnass Family Preserve Run

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

This Friday, November 24, 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 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 at 7:00.

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.

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

On Sunday, November 19, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, when Ravember continues with the the Nevermore Loop. You'll recognize this as the Raven Rocks course except this time, run the course in reverse, heading toward the Trailside Museum first and ending via the yellow trail. If you had fun […]

Fat Ass & Fat Raven Run

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

This Saturday, November 18, 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. Early Risers start at 6:00 for an addition 4-mile loop. Hope to see you […]

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.

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.

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 12, 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 Rocks Course Check

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

On Saturday, November 11, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run the Raven Rocks Course. This is a great chance to check out the course before the race. Early Risers start at 6:00 for a few extra miles. Print Map Download the PDF Download the KML Download the […]

Night Run

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

On Friday, November 10, at 7:00 p.m., meet at Ward Pound Ridge Reservation, lean-to 10 (opposite Pell Hill), for a special Night Run. Bring a headlamp for the run and some food or drink for, you know, recovery afterward. Bring a change of clothes and get ready for a fun evening around the campfire. And […]

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.

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.

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.

Trailside to Town Park

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

On Sunday, November 5, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum Lot, ready to run the Trailside to Town Park loop. This course loops around the northern part of the Rez, up the Howland Drive segment, before taking four different options for returning to the lot. An optional excursion into Lewisboro […]

Brew to Brews

Bennett’s Pond 550-698 Bennetts Farm Rd, Ridgefield, CT, United States

This Saturday, November 4, at 7:00 a.m., meet at Tazza Café, 408 Main St, Ridgefield, CT, and prepare to run the 10 mile Brew to Brews run through Bennett’s Pond, Hemlock Hills, and Pine Mountain. Options include the full 10 miles and an abbreviated 6 mile version. 7:00 to 7:30 a.m. Get Some Fresh Brewed Meet […]

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.