I don't jog, but we're pretty outdoorsy. We had a jogging stroller for this reason (to take on trails) and I found it to be a total hassle and just not worth it. You had to take the wheel off to put it in our (small!) car and it just was so big. No way would I have taken it on public transit. It was not a fancy one, though--Baby Trend, maybe?

In the end we just used baby carriers (Ergo, especially) on hikes till the kids could walk. This summer I hiked up a smallish mountain with Owen in the Ergo. Even a great sroller wouldn't have made it on that trail.