Run Calendar

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.

Michigan to Kimberly V3

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

On Sunday, May 12, 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. This is a Mother’s Day […]

Dancing Rockish Run

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

On Saturday, May 11, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Dancing Rockish run. This course follows much of the old Dancing Rock route while staying on all trails. Early Risers start at 6:00 for a few extra miles. Print Map Download the PDF From the […]

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.

Meadow to Rock Trail Loop

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

This Sunday, May 5, 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 […]

Kessel Run

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

On Saturday, May 4, 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 […]

Trail Running Film Festival

Bedford Playhouse 633 Old Post Rd, Bedford, United States

On Thursday, May 2, at 7:00 p.m., join the Leatherman Harriers, the trail running community, film buffs, and anyone who wants to see good stories, at the Trail Running Film Festival at Bedford Playhouse. Sunday Runs is sponsoring this one-night-only event that brings to life great tales from the running community. But you don't need […]

$20

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.

36th Annual Leatherman’s Loop

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

On Sunday, April 28, at 9:00 a.m., we’ll be meeting at the Meadow lot for the 35th annual Leatherman’s Loop. Cobweb Crew meets at 5:00 a.m. No Rookie Runners session or official 7:00 a.m. start this week. For those who like to get organized ahead of time, we will have early bib & shirt pickup […]

Night Run

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

On Friday, April 26, 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 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.

Meadow Museum Fire Tower to Michigan

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

On Sunday, April 21, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, when we run the Meadow Museum, Fire Tower, to Michigan loop. We’ll run this in a clockwise direction as marked and runners have the opportunity to run distances from 5 to 8.5 miles. Cobweb Crew starts at 5:00 a.m.; Early […]

Meadow to Armstrong

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

On Saturday, April 20, at 7:00 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 […]

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.

Meadow to John Jay

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

On Sunday, April 14, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run. If you're signed up for the John Jay 5k, we'll head up Howland and over to John Jay in time for the race to start. If you're not competing, you can continue around the northern perimeter on […]

Museum, CB, to Blue

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

On Saturday, April 13, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum, ready to run the Museum, CB, to Blue Route. All distances start up FH and branch from there. The 6.5 and 8-mile loops take a couple of bushwhacks before meeting up with the 5-mile course. Early Risers start at 6:00 […]

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.

Five Bridges Run

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

On Sunday, April 7, at 8:00 a.m., meet at Lewisboro Town Park (upper lot until full, then lower lot) ready to run the Five Bridges run. The 7.5 mile version of the run passes by five of the major bridges in the Rez but you have options for longer and shorter distances should you choose. […]

Butler to Meyer

Butler Sanctuary 265 Chestnut Ridge Rd, Mt Kisco, NY, United States

On Saturday, April 6, at 7:00 a.m., meet at Butler Sanctuary in Mt. Kisco ready to run the Bulter to Meyer course. It's been over three years since we ran this course which includes a section of Byram Lake Road and Oregon Road so you'll have an opportunity to stretch your legs plus get plenty […]

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.

Red/Rock Trail Loop

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

On Sunday, March 31, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, when we run the Red/Rock Trail Loop. We’ll run this in a counterclockwise direction as marked and runners have the opportunity to run distances from 4 to 8.5 miles. Cobweb Crew starts at 5:00 a.m.; Early Risers at 7:00.Rookie […]

Run the Numbers Part 5

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

On Saturday, March 30, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the fifth part of the Run the Numbers course. Today, those starting at 6:00 a.m. will catch intersections 58 and 59 a four-mile run, then at 7:00, we'll catch 60 through 66 for an additional 7.5 […]

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.

Mudders, Grunters, Trailside, and Town Park

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

On Sunday, March 24, you've got some options. At 10:00 a.m., meet at FDR State Park ready to race Mudders and Grunters, a 5 mile course of trails and mud. But if you'd like to stay closer to home, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum Lot, ready to run the […]

Run the Numbers Part 4

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

On Saturday, March 23, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the fourth part of the Run the Numbers course. For the next several weeks, we'll be running this course a piece at a time. Today, those starting at 6:00 a.m. will catch intersections 47–49 a four-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.

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.

Michigan 4×8 Challenge

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

On Sunday, March 17, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Michigan 4x8 Challenge. The entire Challenge starts at 5:00 a.m. but you can start whenever you want, including 8:00 a.m. This course consists of a series of 4-mile (approximate) clockwise loops in the Rez that […]

Run the Numbers Part 3

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

On Saturday, March 16, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the third part of the Run the Numbers course. For the next several weeks, we'll be running this course a piece at a time. Today, those starting at 6:00 a.m. will catch intersections 25 through 32—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 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 Flashback

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

On Sunday, March 10, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run the Raven Flashback. Those of you in the group may remember that the Raven Rocks Run once went up the CB trail for a memorable climb near the start. We're bringing that climb back today with the […]

Run the Numbers Part 2

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

On Saturday, March 9, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the second part of the Run the Numbers course. For the next several weeks, we'll be running this course a piece at a time. Today, we'll be continuing the Green Loop—starting where we left off last […]

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.