First Run
2022-01-01 07:00 - 09:00 (America/New_York) | Lewisboro Town Park, Upper Lot, 1091 Old Post Road, Cross River, NY, 10590, United States
Saturday, January 1, at 7:00 a.m., meet at Lewisboro Town Park, Upper Lot, when we run the first run of the year—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 miler to Raven Rocks. We’ll run this in a clockwise loop as I’d like to explore that bushwhack I miserably failed at on last Sunday’s map. We’ll aim for the shorter distances as well.

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Run the Numbers
2022-01-02 08:00 - 09:30 | Ward Pound Ridge Reservation, Michigan Road Lot, Michigan Road, Pound Ridge, NY, 10576, United States
On Sunday, January 2, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run a course we haven’t seen in a while—Run the Numbers. From the parking lot at Michigan Road, run as many intersections as you want in sequence. Intersection 1 is the bridge near the meadow. Intersecion 2 is the second bridge, and so on.
Connect 1 through 9 and you’ll have a 6 mile run. Add 10, 11, and 12, and you’ll be close to 8. Stop whenever you’ve had enough or continue and visit all 70 and get 53 miles. You can take whatever course you want and, if you want, snap a photo of each of the numbers. Cobweb Crew starts at 5:00 and will visit intersections 53-60; Early Risers get 61–64.
Rookie Runners start at 7:00 for a shorter distance and easier pace.
As a COVID safety precaution, no group photo this week so start when you want.

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Trail Tuesday
2022-01-04 05:30 - 07:00, 2022-01-11 05:30 - 07:00, 2022-01-18 05:30 - 07:00, 2022-01-25 05:30 - 07:00, 2022-02-01 05:30 - 07:00, 2022-02-08 05:30 - 07:00, 2022-02-15 05:30 - 07:00 | Ward Pound Ridge Reservation, Michigan Road Lot, Michigan Road, Pound Ridge, NY, 10576, 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 Thursday
2022-01-06 05:30 - 07:00, 2022-01-13 05:30 - 07:00, 2022-01-20 05:30 - 07:00, 2022-01-27 05:30 - 07:00, 2022-02-03 05:30 - 07:00, 2022-02-10 05:30 - 07:00, 2022-02-17 05:30 - 07:00 | Ward Pound Ridge Reservation, Michigan Road Lot, Michigan Road, Pound Ridge, NY, 10576, 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.

Museum to Blue Route
2022-01-08 07:00 - 09:30 | Trailside Museum, Reservation Road, Pound Ridge, NY, 10576, United States
On Saturday, January 8, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum lot, ready to run the classic Museum to Blue Route. This course offers distances from 6.5 to 8.5 miles though we’ll be following the 7.5 mile course or a modified 7 mile course most likely.
Hope to see you out there this weekend.Lee Willett

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Town Park to CB
2022-01-09 08:00 - 09:30 | Lewisboro Town Park, Upper Lot, 1091 Old Post Road, Cross River, NY, 10590, United States
On Sunday, January 9, at 8:00 a.m., meet at Lewisboro Town Park, Upper Lot, ready to run the Town Park to CB loop. This course offers distances from 5 to 8.6 miles and includes one small bushwhack across Michigan Road from the Mill Site so watch for that. Cobweb Crew starts at 5:00; Early Risers at 7:00 for some additional miles.
Rookie Runners start at 7:00 for a shorter course and easier pace.
Lee Willett

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Kennedy to Angle Fly
2022-01-15 07:00 - 09:00 | Kennedy School, 54 Route 138, Somers, NY, 10589, United States
On Saturday, January 15, at 7:00 a.m., meet at John F. Kennedy High School on Route 138 in Somers (54 NY-138, Somers, park in the Northen lot), when we run the Kennedy to Reis Park/Angle Fly Preserve. We’ll run from the trailhead of the Kennedy Trail, cut through to Somers High School, then make our way to Reis Park. I’ve outlined a 7.3 mile run but you have the option of continuing on to Angle Fly and turn this into a half marathon. I don’t have a PDF map for this, but I do have .kml and .gpx files if you want to see what I’m thinking.

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Michigan to Kimberly V3
2022-01-16 08:00 - 10:00 | Ward Pound Ridge Reservation, Michigan Road Lot, Michigan Road, Pound Ridge, NY, 10576, United States
On Sunday, January 16, 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. Temperatures look like they’ll be in single digits on Sunday so bundle up and dress appropriately. Cobweb crew starts at 5:00 a.m., early risers at 7:00 a.m.
Rookie Runners start at 7:00 for a shorter distance and easier pace.

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Blue Monday
2022-01-17 07:00 - 09:00 | Ward Pound Ridge Reservation, Kimberly Bridge, Reservation Road, Pound Ridge, NY, 10576, United States
On Monday, January 17, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Kimberly Bridge lot, ready to run a special MLK Run—Blue Monday. We’ll be running hill repeats up blue and get those glutes in shape for the new year. This out-and-back course is 1.2 miles with 400 feet of gain. Bring your poles and get some practice bombing down the slope. No set limit, come and do what you can. Want to start earlier or later? Fine, start when you can. Can’t make it to Kimberly Bridge? Find a Blue trail near you and run. This year, MLK Day is Blue Monday.

The Beast
2022-01-22 07:00 - 09:30 | Trailside Museum, Reservation Road, Pound Ridge, NY, 10576, United States
On Saturday, January 22, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum Lot, when we run something new and different—the Beast Loop. We’ll be doing a bit of fell (off-trail) running, finding some paths that were on old trails or maps and exploring along the way. I gotta tell you, it’s not going to be easy and cleats or at least good lugged shoes are recommended.

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Green Rock Trail
2022-01-23 08:00 - 09:30 | Ward Pound Ridge Reservation, Michigan Road Lot, Michigan Road, Pound Ridge, NY, 10576, United States
On Sunday, January 23, 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 a 4, 6.5, 7.5, and 8.5 mile course and this time, we’ll be running this in a clockwise direction climbing up the stairs and to the overlook. If you’ve been in the Rez this week, you’ll know why those are better uphills than down. Cobweb Crew starts at 5:00, Early Risers at 7:00.
Rookie Runners start at 7:00 for a shorter distance and easier pace.

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Museum to Blue 2
2022-01-29 07:00 - 09:00 | Trailside Museum, Reservation Road, Pound Ridge, NY, 10576, United States
On Saturday, January 29, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum, when we run the Museum to Blue route. We’ll run this in a counterclockwise direction heading out on the Orange Trail first. Depending on how much snow we get early Saturday, bushwhacks may be involved.

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Raven Lunatic
2022-01-30 08:00 - 10:00 | Ward Pound Ridge Reservation, Meadow Lot, Reservation Road, Pound Ridge, NY, 10576, United States
On Sunday, January 30, at 8:00 a.m., meet at Ward Pound Ridge Reservation Meadow Lot ready to run the Raven Lunatic—The Raven Rocks course but with snow—because anyone who’s running on these trails has got to be a raven lunatic! We’re expecting snow during the week so this is going to be a particularly fun course but don’t worry, there are ways to shorten the run if the going gets too hard. Cobweb crew starts at 5:00 a.m.; early risers at 7:00.
Rookie Runners start at 7:00 on a shorter course and easier pace.

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Museum to Blue Redux
2022-02-05 07:00 - 09:00 | Trailside Museum, Reservation Road, Pound Ridge, NY, 10576, United States
On Saturday, February 5, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Trailside Museum, when we run the Museum to Blue route. We’ll run this in a counterclockwise direction heading out on the Orange Trail first. Depending on how the trails are, bushwhacks may be involved.

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Blue Moon Loop
2022-02-06 08:00 - 10:00 | Ward Pound Ridge Reservation, Michigan Road Lot, Michigan Road, Pound Ridge, NY, 10576, United States
On Sunday, February 6, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run a classic—The Blue Moon Loop. This course, courtesy of one of the Loop founders, Dave Cope, revives an old trail below the Leatherman’s Cave that is on the old Stroller’s Map but absent from more recent ones. We’ll be running the course in the opposite direction of the arrows on the map, putting the bushwhack early in the run. Depending on trail conditions (there may be ice), you can avoid the bushwhack and continue intersection 27. Cobweb Crew starts at 5:00; Early Risers start at 7:00.
Rookie Runners start at 7:00 for a shorter loop and easier pace.

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Looper Bowl Pregame
2022-02-12 07:00 - 09:00 | Ward Pound Ridge Reservation, Meadow Lot, Reservation Road, Pound Ridge, NY, 10576, United States
On Saturday, February 12, at 7:00 a.m., meet at Ward Pound Ridge Reservation Meadow Lot when we run the pregame edition of the Looper Bowl. We’ll plan to make this a dry loop but if you really have your heart set on that first water crossing and the mud flats, have at.

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Looper Bowl
2022-02-13 08:00 - 10:00 | Ward Pound Ridge Reservation, Meadow Lot, Reservation Road, Pound Ridge, NY, 10576, United States
On Sunday, February 13, at 8:00 a.m., meet at Ward Pound Ridge Reservation Meadow Lot when we run an annual favorite—The Looper Bowl. It’s all the fun of the Leatherman’s Loop but colder and with a chance for snow and ice. You won’t want to miss this! If you don’t want to get your feet wet, there is an option to avoid the water crossings and even the mud flats but the final map will be determined the morning of the run. Looking to start early? Cobweb Crew starts at 5:00, early risers at 7:00.
Rookie Runners start at 7:00 for a shorter loop and easier pace.
Hope to see you out there this weekend.Lee Willett

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Lewisboro and Clark Expedition
2022-02-19 07:00 - 09:00 | Lewisboro Town Park, Upper Lot, 1091 Old Post Road, Cross River, NY, 10590, United States
On Saturday, February 19, at 7:00 a.m., meet at Lewisboro Town Park, Upper Lot, ready to have an epic adventure on a run that traverses the full length of the Rez from Lewisboro Town Park in the north to Clark Preserve in the south. In between, we’ll hit the meadow, Michigan Road, and the stairs. Total distance is estimated to be 12 miles but as an out-and-back, you can turn around whenever you need to for a shorter run.

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