There are several trailheads for Hemlock Hills But the least crowded is at the intersection of Ned's Mountain road and Bogus Road. I took my 3 year old black lab. There are ton's of little ponds for your dog to jump in and do dog things. For the most part the hike is flat but at some parts it can get a little steep and you will need to traverse rocks on the way back down; however, it is nothing challenging. There is a trail map at the start of Ives Trailhead and the trail is easily marked with the trees. Overall a quick and easy day hike and an awesome getaway.
Here is the Trail map