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.

Trailside to Green

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

On Sunday, June 24, at 8:00 a.m., meet at the Trailside Nature Museum lot ready to run the Trailside to Green loop. Options include distances of 5.5, 7.5 and 9 miles. Cobweb Crew starts at 5:00 a.m.; Early Risers at 7:00 Rookie Runners arrive at 7:00 a.m. for a shorter loop at an easier pace. […]

Bennett’s Pond Overlook Loop

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

On Saturday, June 24, at 7:00 a.m., meet at Bennett's Pond parking lot ready to run the 7-mile Overlook Loop. This course takes us to the overlook and back and has a nice mix of hills and winding single-track. We haven't been to Bennett's Pond in a while since the parking lot isn't very large. […]

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—Strides on Blue

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 Lot, at 5:30 a.m., for 90 minutes of stride workout. We'll warm up with a loop of DH to Reservation Road then head over to Blue […]

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, June 18, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Dancing Rockish run. We're only six months away from the annual running of the Dancing Rock Run and this course follows much of the Dancing Rock route but doesn't include the bushwhacks. In fact, since […]

Fabulous Fahnestock Preview

Fahnestock Park 362 Glynnwood Rd, Cold Spring, NY, United States

On Saturday, June 17, at 7:00 a.m., meet at the 14,000-acre Clarence Fahnestock Memorial State Park, at the Big Woods parking lot off Route 301 (GPS Glynwood Farm or Topfield Equestrian Center for directions) for the first preview of the Fabulous Fahnestock Trail Race by Run Wild. This 12.5 mile course will follow the 50k […]

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—Strides on Blue

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 Lot, at 5:30 a.m., for 90 minutes of stride workout. We'll warm up with a loop of DH to Reservation Road then head over to Blue […]

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 Rock Trail Loop

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

This Sunday, June 11, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow lot, when we run the Meadow to Rock Trail Loop. We’ll head south from the meadow up the CB trail and make one of three loops before returning via FH, the Magic Stairs, and Trailside Museum. In between, you’ll see Dancing […]

Meadow Northern Loop

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

On Saturday, June 10, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run the Meadow Northern Loop course. I suggest you run in a clockwise loop, opposite the arrows on the map, and decide which distance to complete when you're closer to the end. Options include 5.5, 6.5, and 8-mile […]

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—Strides on Blue

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 Lot, at 5:30 a.m., for 90 minutes of stride workout. We'll warm up with a loop of DH to Reservation Road then head over to Blue […]

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.

A Mild Sprain

Sprain Ridge Park 149 Jackson Ave, Yonkers, NY, United States

On Sunday, June 4, at 9:45 a.m., don’t miss out on the annual “A Mild Sprain” Trail Run (5 mile run/3 mile walk/hike) at Sprain Ridge Park, Hastings-on-Hudson, NY. “A Mild Sprain” is one of Westchester’s largest grassroots fundraisers. Over the past 10 years, the event has raised funds to help research that supports JDRF’s […]

Pound Ridge Color Run 5K

Looking for something a little different? While not trail, the Pound Ridge Color Run is a fun 5k hosted by the Pound Ridge Partnership in collaboration with the Human Rights Advisory Committee. The run is the town’s annual 5K road race and is dedicated exclusively to celebrating Pride Month—with a splash of Holi-inspired color! After […]

Town Park to Green

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

This Saturday, June 3, 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 […]

Night Run

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

On Friday, June 2, at 7:00 p.m., meet at Ward Pound Ridge Reservation, lean-to 10, just past the Bergfield picnic area on Reservation Road, for a special Night Run. Bring a headlamp for the run—sunset is at 8:21 so you may be back before dark—and some food or drink for, you know, recovery afterward. 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.

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.