Run Calendar

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.

Leonard Park Half

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

This Sunday, February 19, at 8:00 a.m., meet at the gazebo at Leonard Park in Mt. Kisco (see map) when we tackle the different trails that make the Leonard Park Half. We’ll start in Leonard park, go through Marsh Sanctuary, Merestead, Butler, and Westmoreland Sanctuary. Runners will have a choice of various distances from 5 […]

Westmoreland Perimeter Loop

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

On Saturday, February 18, 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 and explore the additional 28-acre parcel that has been recently acquired. Early Risers can meet at Butler Sanctuary just across the street at 6:00 a.m. for a 4-mile loop […]

Workout Wednesday—Pine Forest

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 to the bridge at intersection 2 and run repeats to the wall on […]

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.

Looper Bowl

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

On Sunday, February 12, at 8:00 a.m., meet at Ward Pound Ridge Reservation Meadow Lot when we run an annual favorite—The Looper Bowl. It’s all the fun of the Leatherman’s Loop but colder and with a chance for snow and ice. You won’t want to miss this! If you don’t want to get your feet […]

Looper Bowl Pregame

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

On Saturday, February 11, at 7:00 a.m., meet at Ward Pound Ridge Reservation Meadow Lot when we run the pregame edition of the Looper Bowl. We'll plan to make this a dry loop but if you really have your heart set on that first water crossing and the mud flats, have at. Early Risers start […]

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. After a warmup run, we'll run repeats on the FH trail from the Bergfield bridge to […]

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.

Green Rock Trail

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

On Sunday, February 5, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot, ready to run the Green Rock Trail course which includes the Overlook, Spy Rock, the Stairs, and Raven Rocks. Options include 4.5, 6.5, 7.5, and 8.5 miles, running counterclockwise, down the stairs, toward Raven Rocks. Cobweb Crew starts at 5:00, […]

Museum to Blue 2

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

On Saturday, February 4, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum, when we run the Museum to Blue route. We’ll run this in a counterclockwise direction heading out on the Orange Trail first. Early Risers start at 6:00 for an additional 4-mile loop. Print Map Download the PDF

Workout Wednesday—Green Repeats

Ward Pound Ridge Reservation, Michigan Road Lot Michigan 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, Michigan Road Lot, at 5:30 a.m. for 90 minutes of Green Hill repeats. We'll run over to intersection 53 and start our repeats to the crest of 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.

Town to Tower

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

On Sunday, January 29, at 8:00 a.m., meet at Lewisboro Town Park, Upper Lot, ready to run the Town to Tower Loop. This course offers distances of 5, 7, and 8 miles and takes us on a variety of terrain from single-track technical to double-wide flat trails. Cobweb Crew starts at 5:00; Early Risers at […]

Michigan to Clark

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

On Saturday, January 28, 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 where we'll make a perimeter loop before heading back. Early […]

Workout Wednesday—Pell Hill

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. After a warmup run, we'll run a series of loops up Pell Hill (on the road) […]

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.

Blue Moon Loop

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

On Sunday, January 22, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run a classic—The Blue Moon Loop. This course, courtesy of one of the Loop founders, Dave Cope, revives an old trail below the Leatherman's Cave that is on the old Stroller’s Map but absent from more recent […]

The Beast

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

On Saturday, January 21, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum Lot, when we run a very special course—the Beast Loop. This course includes six bushwhacks through parts of the Rez most never visit so come prepared for some off-trail adventure. Early Risers start at 6:00 for an additional 4-mile loop […]

Workout Wednesday—Larses

Ward Pound Ridge Reservation, Michigan Road Lot Michigan 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, Michigan Road Lot, at 5:30 a.m., for 90 minutes of Lars's Hill Repeats. After a warmup, we'll hit 16 repeats from the lower lot through the upper lot, […]

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, January 15, 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 […]

Blue Moon Loop

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

On Saturday, January 14, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run a classic—The Blue Moon Loop. This course, courtesy of one of the Loop founders, Dave Cope, revives an old trail below the Leatherman's Cave that is on the old Stroller’s Map but absent from more recent […]

Workout Wednesday—Green Repeats

Ward Pound Ridge Reservation, Michigan Road Lot Michigan 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, Michigan Road Lot, at 5:30 a.m. for 90 minutes of Green Hill repeats. We'll run over to intersection 53 and start our repeats to the crest of 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.

Kimberly Expedition

Ward Pound Ridge Reservation, Kimberly Bridge Reservation Road, Pound Ridge, NY, United States

On Sunday, January 8, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Kimberly Bridge Lot, ready to run the Kimberly Expedition. This course offers two loops—first head north and complete a 2.7-mile loop, then once back at Kimberly Bridge, choose one of three distances for the southern loop. Note I've indicated an optional bushwhack […]

Kennedy to Angle Fly

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

On Saturday, January 7, at 7:00 a.m., meet at John F. Kennedy High School on Route 138 in Somers (54 NY-138, Somers, park in the Northen lot), 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 […]

Workout Wednesday—Fartleks

Ward Pound Ridge Reservation, Kimberly Bridge 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, Kimberly Bridge, at 5:30 a.m. for 90 minutes of fartleks on blue. We'll warm up with a climb up blue then run fartleks on the flatter blue trail, […]

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.

First Run

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

On Sunday, January 1, at 8:00 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. There's no better way to […]

Last Run

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

On Saturday, December 31, at 7:00 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 […]

Workout Wednesday

Ward Pound Ridge Reservation, Meadow Lot 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, Meadow Lot, at 5:30 a.m. for 90 minutes of FH Hill repeats. That's 1 mile of distance and 275 feet of elevation gain per repeat.

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 Run

Bear Mountain, Hessian Lake Parking 10911, 55 Hessian Drive, Tomkins Cove, NY, United States

On Monday, December 26, at 7:30 a.m., meet at the Hessian Lake Parking Lot, near the ice rink, at Bear Mountain, and come prepared to run a special 9-mile loop at Harriman State Park. Depending on the conditions, it might be longer or shorter. No worries, the group will stay together sharing holiday cheer up […]

Running of the Red and Green

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

On Sunday, December 25, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, for a special running of the Red and Green (trails). Head up the Green trail first, then over to Read and enjoy the sunrise from Raven Rocks. The map shows a bushwhack on an old trail but I'd suggest […]