Difficulty: 4 out of 10 (winding, rolling, relatively flat hike)
Fees: **UPDATE April 2018** Cheapskate alert! “To help manage increased visitation to our preserve Teatown charges $5 to non-members for parking. We appreciate our members, who will always park for free.” (Thanks to Jeff Kent for pointing this out in the comments. Five bones well spent.)
Difficulty: 10 out of 10 (long climb up a big fat mountain with some very steep sections and light rock scrambling toward the top)
Fees: Cheapskate alert! The day-use fee at Woodland Valley Campground (where you’ll park to tackle this hike) is $6 per car as of this writing in 2015, during camping season only (mid-May through mid-October). Money well spent.