The Pleasant Valley area is actually located in Brookfield, NH. The area is mostly a winter time destination due to the high volume of poison ivy. In the winter the entire area can be explored, but in summer months I stick to the right end (less ivy). The area offers some great ice climbs as well as rock routes.
There is not a trail to the crag. Take Pleasant Valley Valley Road next to Kingswood Regional High School in Wolfeboro. Follow it into Brookfield and park at the dirt turnaround at the end of the road. Walk left past a gate and continue right across a field. Keep going into the woods and cross over many logging roads. Eventually you will drop down into a valley where rock can be seen. Walk around and find the cliff.
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Mountain Project's determination of some of the classic, most popular, highest rated routes for Pleasant Valley:
Featured Route For Pleasant Valley
Polar Circus WI5- NH : New Durham Area (South of ... : ... : Polar Circus Area
Climb up sustained WI4ish face to the pillar. The pillar only connects at the top and bottom , as it flows over an overhanging rock wall. It has only one known ascent(on toprope) and rarely comes in fat....[more] Browse More Classics in NH