I don't know the dimensions or elevations, but going east on Kirby Hill
Rd./Wakeman Rd.
between Quaker Hill Rd. in Pawling and Rte. 37 Sherman CT and New Fairfield CT,
is quite a
climb (especially after coming up from Pawling to Quaker Ridge which is about
600-700
vertical feet depending on which way you go).
It's the one that feels toughest to me in the Pawling area.
Al