Kennedy to Angle Fly
Print Map Download the PDF KML File GPX File Kennedy to Angle Fly 9 Mile This unique run starts at the trailhead of the Kennedy Trail, adjacent to the John […]
Portfolio Category: 9 Miles
Five Bridges Run
Print Map Download the PDF Five Bridges Run The Five Bridges Run gets its name from the course that passes over five bridges in Ward Pound Ridge Reservation—Old Schoolhouse Road […]
Kessel Run 9.6 Miles
Print Map Download the PDF Kessel Run 9.6 Miles The Kessel Run is a 9.6 mile out-and-back course of some of the fastest trails in the park. Grab your hyperdrive […]
Town Park to Kimberly Multidistance
Print Map Download the PDF Lewisboro Town Park to Kimberly Multidistance Loops This course starts at Lewisboro Town Park and makes its way to Kimberly Bridge. From there, runners have […]
Trailside to Green
Print Map Download the PDF Trailside to Green 6mi/8mi Loop This course starts at the Trailside Museum and makes a loop up Blue, down Green, up FH, and down CB. […]
Meadow Multiloop
Print Map Download the PDF Meadow Multiloop Designed as a great training run for that ultra you signed up for, I suggest running this starting with the outermost loop and […]
Crazy 8, Version 2
Print Map Download the PDF Town Park Crazy 8, version 2 This version of the Town Park Crazy 8 run reverses the direction and includes a slight bushwhack to avoid […]
Kimberly to Armstrong 9 Mi
Print Map Download the PDF Kimberly Bridge to Armstrong Preserve 9 Mile Course This course traverses east to west from Kimberly Bridge to Armstrong Preserve. Start up Blue and toward […]
Peeter’s Ultra Fun Multidistance Loops
Print Map Download the PDF Peeter’s Ultra Fun Multi-distance Loops This series of loops by Peeter Muursepp were created with one goal in mind—take advantage of a Strava Segment called […]
Crazy 8, version 1
Print Map Download the PDF Town Park Crazy 8 This run starts at Lewisboro Town Park upper lot and follows the trails on the Eastern edge of the Reservation. But […]
KMA 9mi Road Run
Print Map Download the PDF Katonah Museum of Art 9 Mile Road Run This run is perfect when conditions on the trails get dangerous. Park on Reservoir Road behind the […]
Trailside Multiloop Course
Print Map Download the PDF TRAILSIDE MULTILOOP This course offers runners an opportunity to run different distances or combine one or more (or all) to create a run of over […]
Meadow to Green
Print Map Download the PDF Meadow to Green 6.8 Mile Loop This course starts at the Meadow lot and heads to the Trailside Museum before circling around to Michigan Road. […]
Bear Mountain
Print Map Download the PDF Download the GPX Bear Mountain 9 Mile Loop Training for the North Face Challenge or just looking for a change of pace? This 9 mile […]
Kimberly Blue & Brown v2
Print Map Download the PDF Kimberly Bridge Brown/Blue Loop v2 This double-loop course offers runners the opportunity to return rehydrate between two sizable hills. Start by following the DH trail […]
Mountain Lakes Park 15k v2
Print Map Download the PDF Mountain Lakes 15K v2 This variation of the original Mountain Lakes 15K takes us through the Larch campsite and returns via the OS trail. The […]
Rock Trail/Fire Tower 9.5 Mile
Print Map Download the PDF Rock Trail / Fire Tower Summit 9.5 mile loop This trail is a longer and more challenging version of the Fire Tower Summit Run and […]
Trailside, Raven, to Tower Loop
Print Map Download the PDF Trailside, Raven, to Tower Loop This course starts off with a climb up Fox Hill and down to Michigan Road where we make our way […]
Mountain Lakes Park 15K
Print Map Download the PDF Mountain Lakes 15K This 15K trail run starts on the shore of Hemlock Lake and makes its way to Lookout Point, Bailey Mountain, and parks/preserves […]
Town Park Northern Loop v2
Print Map Download the PDF Town Park Northern Loop v2 This loop starts at the Lewisboro Town Park and follows the DH and brown trails to Kimberly Bridge before continuing […]
Museum to Blue Route v2
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Meadow to Overlook
Print Map Download the PDF Meadow to Overlook Loop This course starts at the Meadow Parking Lot and follows the FH trail to the trailside museum where we’ll pass the […]
Michigan, Red, and Rock Loop
Print Map Download the PDF Michigan, Red, and Rock 6.8 Mi Loop This course starts at the Michigan Road lot and heads south on the wide yellow and then red […]
Meadow, Michigan & Museum
Print Map Download the PDF 6.15 mi Meadow, Michigan, and Museum Loop This 6.15 mile loop heads south from the Meadow lot over Fox Hill to the Michigan Road lot […]
Trailside to Tower
Print Map Download the PDF Trailside to Tower 5.8 mile Loop This trail starts at the Trailside Museum and includes the Fire Tower hill and Brown trails, two hills that […]
Michigan to Dancing Rock
Print Map Download the PDF Michigan to Dancing Rock 6 Mile What kind of run do you get when you try to keep to mostly secondary trails in the reservation? […]
Michigan to Kimberly v2
Print Map Download the PDF Michigan Road to Kimberly Bridge 6 Mile Loop Meet at Michigan Road for a 6 mile loop that takes us around the Northern portion of […]
Michigan to Kimberly v1
Print Map Download the PDF Michigan Road to Kimberly Bridge 6 Mile Loop Meet at Michigan Road for a 6 mile loop that takes us around the Northern portion of […]
Kimberly Bridge Multiloop
Print Map Download the PDF Kimberly Bridge Multiloop One of our longer runs, this loop starts at Kimberly Bridge and follows the Blue trail to the Rock trail around the […]
Town to Trailside
Print Map Download the PDF Town Park to Trailside Museum A good training run for anyone interested in running the Leatherman’s Loop. Start at the Lewisboro Town Park and follow […]
Town Park Short Loop
Print Map Download the PDF Town Park Short Loop The green loop is one of our shorter runs when conditions are poor or time is tight. Even though it’s only […]
Ups and Downs
Print Map Download the PDF Ups and Downs 5 Mile Hill Workout Nothing will get you in shape faster than hills and this run has plenty of them. Only 5 […]
Fat Ass Run v1
Print Map Download the PDF Fat Ass Run 7mi Originally conceived as a way to get the group off our backsides during the holiday season, this run is a perennial […]
Fire Tower Summit v1
Print Map Download the PDF WPR Fire Tower Loop 6.2mi Another challenging but fun run starts at the Meadow Parking Lot and follows the FH trail to Michigan Road. From […]