Run Calendar
Michigan to Armstrong
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Saturday, July 8, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run the Michigan to Armstrong Loop. We'll follow the Meadow to Armstrong map that takes us off the reservation into two small preserves to the west of the park. But we'll start at Michigan Road and customize the […]
Night Run
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Friday, July 7, at 7:00 p.m., meet at Ward Pound Ridge Reservation, Michigan Road lot at lean-to 5, for a special Night Run. This course is a classic and takes us to the Overlook and Raven Rocks. Bring a headlamp for the run 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 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.
Workout Wednesday—Strides on Blue
Ward Pound Ridge Reservation, Kimberly Bridge Reservation Road, Pound Ridge, NY, United StatesAre 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 StatesLooking 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 StatesLooking 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.
Michigan to Kimberly V2
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Sunday, July 2, at 8:00 a.m., meet at Michigan Road Lot ready to run the Michigan to Kimberly (v2) run. Options include 6.5, 7.5, and 9 mile distances. Cobweb Crew starts at 5:00; Early Risers at 7:00. Rookie Runners start at 7:00 for a shorter distance and easier pace. Print Map Download the PDF
Brew to Brews
Devil's Den Preserve 33 Pent Road, Weston, CT, United StatesThis Saturday, July 1, at 7:00 a.m., meet at Tazza Café, 408 Main St, Ridgefield, CT, and prepare to run the 11 mile Brew to Brews run through Devil’s Den and Saugatuck. Options include the full 11 miles and an abbreviated 6 mile version. 7:00 to 7:30 a.m. Get Some Fresh Brewed Meet at Tazza Café, […]
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.
Bowdoin Bushwhack
Bowdoin Park 85 Sheafe Rd, Wappingers Falls, NY, United StatesRace director (and multi-time winner of the Loop) Gerry Sullivan says anyone can race on a weekend. The toughest do it on a weekday. Anyone can relax and rewind after a day of work but how about a nice trail run on a gorgeous (hopefully) summer evening? Sounds good? Then join us at Bowdoin Park […]
Workout Wednesday—Blue Hill Repeats
Trailside Museum Reservation Road, Pound Ridge, NY, United StatesAre 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 Hill Repeats. At a 13% average incline, the Blue Hill segment is one of the steepest in the […]
Trail Tuesday
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 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 StatesLooking 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 StatesOn 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 StatesOn 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 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.
Workout Wednesday—Strides on Blue
Ward Pound Ridge Reservation, Kimberly Bridge Reservation Road, Pound Ridge, NY, United StatesAre 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 StatesLooking 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 StatesLooking 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 StatesOn 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 StatesOn 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 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.
Workout Wednesday—Strides on Blue
Ward Pound Ridge Reservation, Kimberly Bridge Reservation Road, Pound Ridge, NY, United StatesAre 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 StatesLooking 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 StatesLooking 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 StatesThis 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 StatesOn 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 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.
Workout Wednesday—Strides on Blue
Ward Pound Ridge Reservation, Kimberly Bridge Reservation Road, Pound Ridge, NY, United StatesAre 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 StatesLooking 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 StatesLooking 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 StatesOn 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 StatesThis 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 StatesOn 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 […]