So far my favorite place to ride is home
We only have 10 acres. We have lovely farmer neighbors who let us ride on their land though. I think about 1400 acres total. My closest neighbor even let me cut trails through his. I mow and trim about 5 miles of trails on his place. Its really pretty, spring fed creek, lots of wildlife. Another neighbor across the road cuts trails for himself to use when hunting (he lives in town) but gave us a key to his gate so we can ride over there whenever we want. There are 3 other farmers in the area who we have permission to ride on there land too. Our place is on a corner with a dirt road on one side so of course we can ride the road. It really pays to be a good neighbor
We live 5 miles from a city lake that is in the process of putting in an equestrian camp ground and has many miles of maintained trails. Our saddle club is working to improve them all the time.
As far as away from home places, our favorite for now is Lake Carl Blackwell in Oklahoma http://lcb.okstate.edu/EquestrianTrails.htm
They have nice camping and facilities for horses. They have really
well maintained trails and even place horse watering tanks at certain points. We are still exploring different places to trail ride and camp in our area so stay tuned for more in this topic