Lewisboro Town Park to Orange Trail 6.3 Mile Loop, 1,034 Elevation
Like hills? You’re going to love this course. Start at the Lewisboro Town Park with the climb to the cell tower. Once down the backside, follow DH to the second climb before reaching Kimberly Bridge. From there, it’s up again to the blue trail. By the time you’re done with that, it’s smooth sailing—the last of the hills will seem like pieces of cake.