Have you hiked the area? Are there trails? With trails, it would be OK. But you will find it harder/slower than running on the roads. The run/walk concept is most important to a gradual introduction to running. It can be done as well on trails as on the road. Without trails, I wouldn't recommend it for a beginner. Boots? You probably don't need boots, unless you're trying to protect your lower legs against something like snakebite. A good pair of trail running shoes should provide adequate support.
I do a lot of hiking as well as running, and I'd hesitate to do a run, even on rough terrain, in hiking boots. They'd provide plenty of ankle support and traction, but it would also be the equivalent of running with ankle weights, and would put a lot of extra stress on your lower leg joints. Not to mention that they'd also keep your feet and ankles from flexing normally during a run.
@ 5K: Angels Baseball Foundation 5K, Anaheim, CA, 24:15
Friends of the Villa Park Library 5K, Villa Park, CA, 24:10
Coronado Independence Day 5K, Coronado, CA, 24:36
@ 10K: Great Race of Agoura - Old Agoura 10K, Agoura Hills, CA, 50:31