Run Calendar
Sarah Bishop Course and Bench Rescue
Mountain Lakes Park 201 Hawley Drive, North Salem, NY, United StatesOn Saturday, November 5, at 7:00 a.m., meet at Mountain Lakes Park, Trailhead to Lookout Point, ready to run the Sarah Bishop course. I've been alerted that someone has moved the Mark Vincent memorial bench so on our way, we'll find the bench and restore it to it's proper setting. Since it's relatively heavy and […]
Trail Thursday—Raven Rocks Course Check
Ward Pound Ridge Reservation, Meadow Lot Reservation 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. Today we'll be meeting at the Meadow Lot and running the first Raven Rocks Course Check
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.
Prime Running
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesOn Sunday, October 30, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready for some prime running. No specific course, that's going to be up to you, but the goal is to reach consecutive intersections that are prime numbers. I've included a map that lists all the primes and gives very approximate […]
Spooktacular Oktoberfest
Trailside Museum Reservation Road, Pound Ridge, NY, United StatesNot a run but celebrate Halloween and fall at Trailside Nature Museum's Spooktacular Oktoberfest! Children and adults are invited to wear their Halloween costumes as there will be both children and adult costume contests. Fall snacks, hay rides, crafts, and more will be available. This event will also include access to our Oktoberfest at Bergfied. […]
The Devil’s Brew
Devil's Den Preserve 33 Pent Road, Weston, CT, United StatesStart the Halloweekend off right! On Saturday, October 29, at 7:00 a.m., meet at Taza Cafe on Main Street, Ridgefield, and enjoy a pre-run cup of coffee. Around 7:30, we'll head over to Devil's Den Preserve (3 Pent Road, Weston), and run the Devil's Ledge 8-mile course. The park opens at sunrise (around 7:25) so […]
Night Run
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Friday, October 28, at 7:00 p.m., meet at Ward Pound Ridge Reservation, Lean-To 5 (at Michigan Road), for a special Night Run. If clear, we'll head to the Overlook to try for a glimpse of the setting crescent moon. After that sliver disappears, you'll only have starlight and a headlamp to guide you for […]
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.
Run the Farm
Muscoot Farm 51 NY-100, Katonah, NY, United StatesThis Sunday, October 23, at 9:30 a.m, meet at Muscoot Farm (http://goo.gl/maps/dTDiT) for the Run the Farm 5 Mile Trail Race. This 5 mile course starts from the farm and follows the outlying trails around Muscoot. You can download a map of the five-mile course here. 8:30 a.m. Kids’ Race (7 to 12-year-olds) 8:45 a.m. […]
Rocktober Run
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Saturday, October 22, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road lot, ready to run a special Rocktober loop of the Green Rock Trail course which includes Spy Rock, the Stairs, Raven Rocks, and Indian Rock Shelter. We'll aim for the 6.5-mile course but you have options for longer or shorter. […]
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, October 16, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Dancing Rockish run. This course follows much of the Dancing Rock route but doesn't include the large bushwhack. Still plenty of trails left to have fun, though. Cobweb Crew starts at 5:00, Early Risers at […]
Westmoreland Perimeter Loop
Westmoreland Sanctuary 260 Chestnut Ridge Rd, Mt. Kisco, NY, United StatesOn Saturday, October 15, 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. We can decide whether to take the extra out and back to the Fox Lane ropes course. Those who want an extra challenge can run the Butler loop across […]
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.
Indigenous Peoples Day: Michigan to Dancing Rock
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Monday, October 10, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run a special Indigenous Peoples Day Run of the Michigan to Dancing Rock course. This loop starts with a climb to the Overlook and then follows some of the lesser-used trails in the park. Options include 4.5, […]
Paine to Pain Half Marathon
Thomas Paine Cottage 20 Sicard Avenue, New Rochelle, NY, United StatesOn Sunday, October 9, at 9:00 a.m., meet at Thomas Paine Cottage in New Rochelle to run Paine to Pain half maraton—a giant single loop that winds its way through the woods and trails of five different lower Westchester parks. You never run the same trail twice and will spend 90% of your time on […]
Eleanor’s Escape
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Sunday, October 9, at 8:00 a.m., if you're not running Paine to Pain, meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run a classic—Eleanor's Great 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 […]
Zofnass Family Preserve Run
Zofnass Family Preserve 258 Upper Shad Rd., Pound Ridge, NY, United StatesThis Saturday, October 8, at 7:00 a.m, meet at the Zofnass Family Preserve on Upper Shad Road in Pound Ridge (see Google Map) when we run everyone’s favorite labyrinthian preserve with a network of trails noted for its crags and rock outcrops. Meet at the main entrance and we’ll follow a perimeter loop making all […]
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.
Crazy 8
Lewisboro Town Park, Upper Lot 1091 Old Post Road, Cross River, NY, United StatesThis Sunday, October 2, at 8:00 a.m., meet at Lewisboro Town Park Upper Lot, when we run The Crazy 8 Run. This 8-mile, figure-8 course will take runners on the Blue trail and over the fire tower. If you’re not up for the full distance, turn back at Kimberly Bridge for a respectable 4.5-mile run. […]
Kessel Run
Lewisboro Town Park, Upper Lot 1091 Old Post Road, Cross River, NY, United StatesOn Saturday, October 1, 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 […]
Museum, CB, to Blue 2
Trailside Museum Reservation Road, Pound Ridge, NY, United StatesOn Sunday, September 25, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum, when we run the Museum, CB, to Blue Route. All distances start up FH and branch from there. The 8 mile loop takes a bushwhack to get to CB before meeting up with the other distances on Green. Options include […]
Loops of Levy
Leon Levy Preserve 2-50 Smith Ridge Rd., South Salem, NY, United StatesOn Saturday, September 24, 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. Print Map Download the PDF
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.
Three is a Magic Number
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesOn Sunday, September 18, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, and discover why three is a magic number. No specific course today, that's going to be up to you, but the goal is to reach consecutive intersections counting by three. I've included a map that gives very approximate cumulative distances […]
Sarah Bishop Course
Mountain Lakes Park 201 Hawley Drive, North Salem, NY, United StatesOn Saturday, September 17, at 7:00 a.m., meet at Mountain Lakes Park, Pool Parking Lot, ready to run the Sarah Bishop course. While there is no Sarah Bishop race this year, we can still enjoy some awesome trails there. Print Map Download the PDF Download the KML Download the GPX
Trail Thursday & Cobweb Crew
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. Want to start earlier? Cobweb Crew will begin at 5:00 and circle back to the lot at […]
Where the Pavement Ends
Ridgebury School, Ridgefield, CT 112 Bennetts Farm Rd, Ridgefield, CT, United StatesOn Sunday, September 11, 7:30 a.m., run Where the Pavement Ends, a fun and challenging 4-plus miles of sometimes narrow, sometimes hilly, always beautiful trails. It is a great mix of fire road, single track, flats, hills, and one fast downhill section right towards the end. Park at the Ridgebury School, Ridgefield, CT and walk […]
Gerrython
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Saturday, September 10, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run an all-time favorite: the Gerrython. This course, designed by Gerry Sullivan, gives you options for 13, 10, 7, and 5 mile distances. Our plan: Cobweb Crew meets at 5:00 a.m. and will complete the 7-mile course […]
End of the Madness
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Monday, September 5, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, when we run the Stark Raven Mad course backwards. Also known as the "Where's Jacob" run, we'll see if he's still out on the course. Print Map Download the PDF
Stark Raven Mad
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Sunday, September 4, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run a new course that's Stark Raven Mad. This the 6.2 mile course follows the Raven Rocks course but starts at Michigan Road. You also have options for longer and shorter distances. Sunday Runs regular Jacob Benesch […]
Saugatuck Loop
Saugatuck Trailhead 190 Davis Hill Road, Weston, CT, United StatesOn Saturday, September 3, at 7:00 a.m., start your Labor Day weekend off with a long run. Meet at the trailhead of the Saugatuck trail on 190 Davis Hill Road in Weston ready to run the 13 mile Saugatuck Loop which takes us on the Saugatuck Trail and through Trout Brook Valley. There is also […]
Michigan 4×8 Challenge
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Sunday, August 28, 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 […]
Catskill Fire Tower Run Part 2
Dry Brook Ridge Trailhead, 72 Balsam Mtn Camp Road, Margaretville, NY 12455 Dry Brook Ridge Trailhead, 72 Balsam Mtn Camp Rd, Margaretville, NY, United StatesOn Saturday, August 27, at 7:00 a.m., meet at Dry Brook Ridge Trailhead, (72 Balsam Mtn Camp Rd, Margaretville, NY 12455), when we run the second half of our Catskills Fire Tower Challenge. We'll climb Balsam Mountain, drive to the new Red Hill Trailhead Lot on Denning Road (WFPC+374, Denning, NY 12725) and climb from […]
Town Park “Short” Loop
Lewisboro Town Park, Upper Lot 1091 Old Post Road, Cross River, NY, United StatesOn Sunday, August 21, at 8:00 a.m., meet at Lewisboro Town Park, Upper Lot, when we run the Town Park “Short” Loop. This classic course was once a typical run of 4 miles and, while it's kept its name, there are now options that aren't so short including the 9 mile course to Raven Rocks. […]
5 Sisters
Bear Mountain, Hessian Lake Parking 10911, 55 Hessian Drive, Tomkins Cove, NY, United StatesOn Saturday, August 20, at 7:00 a.m., meet at the Bear Mountain Ice Rink Lot, 3020 Seven Lakes Drive, Tomkins Cove, NY 10986 ready to run some epic trails at Harriman State Park—the 13 mile Five Sisters run. This 13-mile loop with 3,000 feet of vertical gain tackles five of the summits within Harriman so […]
Trailside, Raven, to Tower
Trailside Museum Reservation Road, Pound Ridge, NY, United StatesOn Sunday, August 14, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Nature Museum Lot, ready to run the Trailside, Raven to Tower loop. We'll all head up everyone's favorite way to start a run—The Fox Hill climb—and then take some of the less-traveled trails from Michigan Road. Options include 4.5, 6, or […]
KMA to Hunt-Parker
Reservoir Road 10 Reservoir Road, Katonah, NY, United StatesOn Saturday, August 13, at 7:00 a.m., meet at Reservoir Road in Katonah, behind the Katonah Museum of Art, ready to run the KMA to Hunt-Parker 7-mile course. This run starts on dirt roads, crosses the Cross River Dam, and heads over to Hunt-Parker Preserve—home of the Bedford Audubon Society—with various trails including single-track and […]
Meadow to Armstrong
Ward Pound Ridge Reservation, Meadow Lot Reservation Road, Pound Ridge, NY, United StatesOn Sunday, August 7, 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-Per Bowl
Depew Ct., Peekskill, NY 1 Depew Court, Peekskill, United StatesOn Saturday, August 6, at 5:00, 7:00 a.m., and 9:00 a.m., meet at the Depew Court lot at Blue Mountain and run the Fifth Annual Blue-Per Bowl run. Starting at 5:00 a.m., make one 7.5 mile loop and a second starting at 7:00 a.m. Join in for one or both loops or finish a third […]
Green Rock Trail
Ward Pound Ridge Reservation, Michigan Road Lot Michigan Road, Pound Ridge, NY, United StatesOn Sunday, July 31, 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, […]
Loops of Levy
Leon Levy Preserve 2-50 Smith Ridge Rd., South Salem, NY, United StatesOn Saturday, July 30, 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. I'm good for one trip through this maze so if […]
Kimberly Blue Route
Ward Pound Ridge Reservation, Kimberly Bridge Reservation Road, Pound Ridge, NY, United StatesOn Sunday, July 24, at 7:00 a.m., meet at Ward Pound Ridge Reservation Kimberly Bridge Lot ready to run the Kimberly to Blue Route. Start down the Blue trail and choose from 5 miles, 6.5 miles, or 8 miles. Cobweb Crew starts at 5:00; Early Risers at 7:00. Make sure you bring plenty of water, […]
Catskill Fire Tower Run
Becker Hollow Parking Lot, 4120 NY-214, Elka Park, NY Becker Hollow Parking Lot, 4120 NY-214, Elka Park, NY, United StatesOn Saturday, July 23, at 7:00 a.m., meet at Becker Hollow Parking Lot, 4120 NY-214, Elka Park, NY (Google map ››) when we run the Catskills Fire Tower Challenge. We're going to start at the Hunter Mountain trailhead and hit Tremper, and Overlook. Anyone who wants to hit all five can continue to Red Hill […]
Trailside to Green
Trailside Museum Reservation Road, Pound Ridge, NY, United StatesOn Sunday, July 17, 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. […]