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.

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.

REDRUN

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

On Memorial Day, Monday, May 29, at 7:00 a.m., meet at Michigan Road Lot to test yourself and find out who’s going to get the crown on one counterclockwise loop of Red. It's simple. 5.32 miles. The current course records are 36:09 for Chris Irwin and 41:50 for Julie Piddington although the competition for the […]

Michigan Multiloop

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

On Sunday, May 28, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run all or part of the Michigan Multiloop Course (A.K.A. The Death Spiral). The 8:00 start will follow the 8 or 5 mile loop and you can continue with whatever loops you'd like. Those looking for a […]

Slide Mountain (Burroughs Range) Loop

Slide Mountain Trailhead Parking Lot 2027 Oliverea Road Lot, Phoenicia, NY, United States

On Saturday, May 27, at 7:00 a.m. meet for a special run in the Catskills—the Slide Mountain/Burroughs Range Loop. This 14.5 mile loop offers 5,000 feet of elevation gain and crosses Slide Mountain (the highest peak in the Catskill range), Cornell, and Whittenberg. Meet at the Woods Bridge commuter lot in Katonah at 5:00 a.m. […]

Workout Wednesday—Schoolhouse

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 Schoolhouse Road Repeats. The hill on Schoolhouse Road begins at the gate near the admissions booth and continues […]

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 Green Loop

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

On Sunday, May 21, at 8:00 a.m., meet at the Ward Pound Ridge Meadow Lot when we run the Meadow to Green Loop. This course heads to the Trailside Museum before circling around to Michigan Road. From there, take the Green trail to some of the smaller, lesser-used white trails in the Southern portion of […]

Meadow to Armstrong

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

On Saturday, May 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 […]

Workout Wednesday—Strides on Red

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 stride workout. We'll start at a comfortable pace for a mile then work in a series of strides […]

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 14, 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. Cobweb crew starts at 5:00 […]

Mountain Lakes Park

Mountain Lakes Park 201 Hawley Drive, North Salem, NY, United States

On Saturday, May 13, at 7:00 a.m., meet at Mountain Lakes Park, Hemlock Lake Beach Parking Lot, when we run a variation of the Sarah Bishop course that meanders through much of the park. This version takes a turn that we haven't used since the early days of the race but keeps the best parts […]

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.

The Leatherman: An American Vagabond

Historical Hall, Bedford 608 Old Post Road, Bedford, NY, United States

Join the Bedford Historical Society on Sunday, May 7, at 3:00 p.m., at Historical Hall in Bedford, for “The Leatherman: An American Vagabond,” a documentary from filmmaker Jon Scott Bennett and a panel discussion including Tony Godino and Lee Stuart Evans. Free to all but RSVPs are appreciated. Visit bhsny.org to learn more and RSVP.

Five Bridges Run

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

On Sunday, May 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. […]

Giant Pizza Run

Sleeping Giant State Park 200 Mt. Carmel Ave, Hamden, CT, United States

This Saturday, May 6, at 8:00 a.m., meet at Sleeping Giant State Park, 200 Mt Carmel Ave, Hamden, CT 06518, for up to 10 miles of hills, trails, rocks, and one very cool castle. There is a $15 day-use fee for out-of-state cars so if you want to rideshare, meet at Lewisboro Town Park lower lot at […]

Workout Wednesday—Blue Hill Repeats

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, 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 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.

BRLA 5K “Choose Your Own Adventure” Trail Race

TBD

On Sunday, April 30, at 8:30 a.m., join BRLA for their first-ever BRLA 5K Spring Race! The 3.1 mile course is set using BRLA trails, most of which you've never run! The start location (in Bedford) will be announced several days before the event. Run it solo—or have some family fun with the adults, teens, […]

Trailside to Overlook

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

On Sunday, April 30, at 8:00 a.m., meet at the Trailside Museum at Ward Pound Ridge Reservation when we run the classic Trailside to Overlook loop. This course offers multiple distances but all start toward the Overlook and return via FH. Cobweb Crew starts at 5:00 for an extra eight miles; Early Risers start at […]

Loops of Levy

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

On Saturday, April 29, 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. […]

Workout Wednesday—Strides on Red

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 stride workout. We'll start at a comfortable pace for a mile then work in a series of strides […]

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.

35th Annual Leatherman’s Loop

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

On Sunday, April 23, 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 […]

Run the Numbers Part 7

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

On Saturday, April 22, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the final part of the Run the Numbers course. Today, The early crew will start at 6:00 and get intersections 63–66 so the 7:00 crew can start with 67. While that may only be 5 miles, […]

Trail Running Film Festival

Bedford Playhouse 633 Old Post Rd, Bedford, United States

On Tuesday, April 18, at 7:00 p.m., join the Leatherman Harriers, the trail running community, film buffs, and anyone just curious to see good stories stories, at the Trail Running Film Festival at Bedford Playhouse. Sunday Runs is sponsoring this one-night-only event as a lead-up to the Leatherman’s Loop. But you don't need to be […]

$20

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.

John Jay Trail Race

John Jay Middle School 40 N Salem Rd, Cross River, United States

The 5k trail race starts at the John Jay Middle School (JJMS) field and traverses the trails of the John Jay Community Trail. It passes by JJMS after the trail loop and heads up to finish at the John Jay Contest Field. Start Time: 9:00am EDT End Time: 10:00am EDT Registration is Limited: First-come, first-served. […]

Meadow to John Jay

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

On Sunday, April 16, 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 […]

7 Summits

Timp Torne Trailhead Ramapo-Dunderberg Timp Torne Trail, Tomkins Cove, United States

On Saturday, April 15, at 6:00 a.m., meet at Ramapo-Dunderberg Timp Torne Trailhead, Tomkins Cove, NY, ready to run some epic trails at Harriman State Park. Based on responses, this group is focused on the 7 summits but the 5 sisters is an option if you decide the shorter distance is a better fit. Option […]

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.

Eleanor’s Escape

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

On Sunday, April 9, at 8:00 a.m., , meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run a classic—Eleanor's Escape. This multidistance run takes you on a great mix of some of the best trails in the park. Cobweb Crew starts at 5:00 a.m.; Early Risers 7:00 a.m. Rookie Runners start at […]

Run the Numbers Part 6

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

On Saturday, April 8, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the next part of the Run the Numbers course. Today, The early crew will start at 6:00 and get intersection 56 so the 7:00 crew can start with 58. A run to 62 will net 7 […]

Workout Wednesday—Orange Peeler

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 start by running up the Orange Peeler segment (Orange trail to intersection 20). We'll run […]

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, April 2, 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, April 1, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the next part of the Run the Numbers course. Today, we'll be starting by running to intersection 47. A run to 55 is around 6 miles but if you're looking for longer, you can pick up […]

Workout Wednesday—Schoolhouse

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 Schoolhouse Road Repeats. The hill on Schoolhouse Road begins at the gate near the admissions booth and continues […]

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.