Run Calendar

Gerrython

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

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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 States

On 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. […]

Kimberly Blue Route

Ward Pound Ridge Reservation, Kimberly Bridge Reservation Road, Pound Ridge, NY, United States

On Saturday, July 16, 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 we'll opt for the 6.5 mile loop. If you need a longer run, there's always that option as well. Print Map Download the PDF

Mountain Lakes Park

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

On Sunday, July 10, at 8:00 a.m., meet at Mountain Lakes Park, Pool Parking Lot (see the map for Sarah Bishop parking), when we run the 2019 Sarah Bishop course that meanders through much of the park. Options include extending the run through Old Sib, Hearst, and Mead-Halmi preserves in case you're looking for a […]

Meyer Preserve

Meyer Preserve 415 Sarles Street, Mt. Kisco, NY, United States

On Saturday, July 9, at 7:00 a.m., meet at the parking lot on Sarles Street and Bretton Ridge Road (near 415 Sarles St, Mt Kisco, NY 10549) when we run a loop in the Meyer Preserve. This small preserve offers a mix of terrain, hopefully a load of wineberries, and an access trail to Byram […]

Westmoreland Perimeter Loop

Westmoreland Sanctuary 260 Chestnut Ridge Rd, Mt. Kisco, NY, United States

On Monday, July 4, 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 choose which direction we want to run when you arrive but plan on taking the extra out-and-back to the Fox Lane ropes course. Those who want an […]

Kessel Run

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

On Sunday, July 3, at 8:00 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 […]