Run Calendar

Trailside to Overlook

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

On Sunday, September 20, 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 revised course offers […]

Spelunking

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

On Saturday, September 19, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to explore with a sense of adventure. Below is a "Stroller's Map" that […]

Where the Pavement Ends

Ridgebury School, Ridgefield, CT 112 Bennetts Farm Rd, Ridgefield, CT, United States

On Sunday, September 13, 8:00 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 […]

Michigan to Clark

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

On Saturday, September 12, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Michigan to Clark course. This 7.5 out-and-back takes us out […]

Kessel Run

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

On Monday, September 7, at 8:00 a.m., meet at Lewisboro Town Park, upper lot, when we navigate the 9.6 mile Kessel Run. This special out-and-back segment starts at Lewisboro Town […]

Pound Ridge 50K

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

On Sunday, September 6, at 5:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the first ever Pound Ridge 50k. Runners will make four loops—a […]

Red All Over

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

On Saturday, September 5, at 7:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Red Trail. Since the Pound Ridge 50k is only a […]

Fire Tower Summit Run

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

On Sunday, August 30, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run a classic—the Fire Tower Summit Run. Before there was the Raven Rocks […]

Farringtons Woods

Farringtons Woods Farringtons Park, Brewster, NY, United States

It looks like the weather won't cooperate for the scheduled run in the Catskills so let's run something closer to home. On Saturday, August 29, at 7:00 a.m., meet at […]

Michigan FH to Overlook

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

On Sunday, August 23, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot, ready to run the Michigan FH to Overlook loop. This time, we'll reverse the […]

Trout Brook Valley

Trout Brook Valley 5 Bradley Road, Weston, CT, United States

On Saturday, August 22, at 7:00 a.m., meet at the Bradley Road lot of Trout Brook Valley in Weston, CT, when we run a perimeter loop. Distances range from 6 […]

Trailside to Green

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

On Sunday, August 16, 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 […]

Mountain Lakes and Adjacent

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

On Saturday, August 15, at 7:00 a.m., meet at Mountain Lakes Park, Trailhead to Lookout Point, ready to run the Mountain Lakes and Adjacent course. We'll modify the map below […]

Meadow to Armstrong

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

On Sunday, August 9, at 8:00 a.m., meet at Ward Pound Ridge Reservation Meadow lot ready to run the Meadow to Armstrong course. This 7-mile course starts in the reservation, […]

Blue-Per-Bowl

Depew Ct., Peekskill, NY 1 Depew Court, Peekskill, United States

On Saturday, August 8, at 5:30, 7:30 a.m., and 9:30 a.m., meet at the Depew Court lot at Blue Mountain and run the Fifth Annual Blue-Per Bowl run. Starting at […]

Dancing Rockish

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

On Sunday, August 2, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Michigan Road Lot for a very special run—The 7.5 mile Dancing Rockish Run. I know many of you are looking forward for December's annual running of the Dancing Rock run but what could be better than a preview in August? Don't worry, […]

Meyer Preserve

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

On Saturday, August 1, at 7:00 a.m., meet at the parking lot on Sarles Street and Bretton Ridge Road (415 Sarles St, Mt Kisco, NY 10549) when we run a loop in the Meyer Preserve. This small preserve offers a mix of terrain and we’ll make a side-trip to Byram Lake. Total distance should be […]

Sylvan Glen/Granite Knolls

Sylvan Glen Nature Preserve Grant Ave & Morris Ln, Mohegan Lake, NY, United States

This Saturday, July 25, at 7:00 a.m., meet at the Grant Avenue entrance to Sylvan Glen, ready to run a loop around the park and head over to Granite Knolls. From there we can retrace our steps for a 6 mile run or follow a perimeter course around Granite Knolls for a little extra distance. […]

Eleanor’s Great Escape

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

On Sunday, July 19, at 8:00 a.m., meet at Ward Pound Ridge Reservation, Meadow Lot, ready to run Eleanor's Great Escape. This course starts from the Meadow and makes a counterclockwise loop around the Rez. The longest distance manages to avoid most of the hills in the park save for two, but you have options […]

Bennett’s Pond Overlook Loop

Bennett’s Pond 550-698 Bennetts Farm Rd, Ridgefield, CT, United States

On Saturday, July 18, at 7:00 a.m., meet at Bennett's Pond parking lot ready to run the 7-mile Overlook Loop. The most overgrown part of the trail has been recently trimmed so we should be OK to follow the map as is. If you're looking for a longer run, you can continue on the yellow […]

Michigan Road “Stairmaster”

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

On Sunday, July 12, at 8:00 a.m., meet at Ward Pound Ridge Michigan Road Lot ready to run the Michigan to Spy Rock 7 Mile Loop, or as I like to call it, The Stairmaster. This course starts up the FH trail and heads over the Magic Stairs before turning south past Castle Rock and […]