Mary, I ride alone almost every day and I'm a middle aged lady too ! Having said that, if your little voice is saying "no"then there is a reason and you need to listen.! All of the sugestions you have recieved about equipment and precautions are right on, but the most important thing is your partnership with your horse. Work on that with your horse and you will gain the confidence to take on the trails, Study Parelli or whatever natural horseman you admire, the information is out there to help you achieve your goal. May the horse be with you!