Yesterday, we hiked in Estabrook Woods with our friends, but decided to go on some trails on the other side of the main trail. This property backs up to the the Middlesex School (a swanky prep school), which is on a main road. We quickly made our way to the back of the campus, where we found heated/ac bathrooms by the tennis courts . From there, we went back into the woods, and we kind of got lost. We had a trail map, which is not the clearest, since this area is all land owned by Harvard University, not the town. So, we ended up on a dirt road, name familiar, which we knew came out to the main road. We were parked at the other end of the main trail, since there has been a huge neighborhood controversy about parking at the end we we were nearing, and most parking has been banned. We saw signs for no trespassing, "beware of dogs," and got a bit concerned, but then we came out to a meadow/pond that clearly was a horse property. All of this gave us quite a view of how the 1% lives. This was like in a magazine; it takes a lot to impress me, after a childhood of seeing this stuff, but I have no experience with the "horsey set." I started seeing where we would end up, and shortly after passing 2 people on horseback, we came out onto the main trail, at the other end from where we parked.
This was mostly flat, but weird, and next time we will stick to the trails we know, which are hilly and more challenging, and no threat of being chased by a guard dog. It was probably 5-6miles.