Here's a nice 10 mile loop around Cortland and then over to Mt Airy for a little hill climbing. One of the hills is really tough, but coming back on the other side is nice. Some great curvy hills. Edit: Here's another 10 miler that avoids the horrible hill and runs past Croton Reservoir instead. Turns out the name of that hill (I am not lying) is Torment Hill.
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Disclaimer The opinions expressed herein are my own personal opinions and do not represent my employer's view in any way.