Where do people from Connecticut go to shed their clothes?
You are kind of in a dead zone in Milford as far as legal
locations. In state you just have the two places you mentioned:
Solair and Sun Ridge, but they are on the opposite side of the
state. They are still closer to you than Berkshire Vista in MA or Gunnison
Beach. If you are looking to go hiking, Solair has lots of trails
on property (they have something like 200 acres, mostly
undeveloped). Look for the trails that head to Revolutionary War
ruins, just don't wander onto the on-site gun range! Sun Ridge is
pretty compact, so no real hiking opportunities. You already know
that if you want to hike outside of a resort, you should probably
head to VT.
Solair and Sun Ridge are the closest resorts for us as well, and we
like them both for day trips. If we are staying overnight we
usually head to Berkshire Vista. Some hiking possibilities there as
well, but when you leave the property you are in New York, and I
don't know their nudity laws.