I love road riding and do it often around the little town I live in. We ride past the school, the fire station, to the store, to the post office, over to the park. We even ride down to the railroad tracks and watch the train go by ;) I never ride at more than a walk on the asphalt however and try and stay off to the edge where it is grass or gravel etc as much as possible. We encounter all kinds of vehicles, people, animals etc. Something new every time. I say take your time and try to go first with a horse that is comfortable with road riding and the usual distractions and "monsters" that go with it as this makes it easier in the beginning. Have fun!