Hey bat,
I was like you not too long ago (minus the smoking part). It takes time in the saddle to build your stamina and strength. Even though your riding the flats more than the hills around here, it helps build that base endurance so when you do hit the hills, you can last.Also, remember to take the hills at your pace to where you pushing it, but just enough to where it works you.
West Orange is cool, but if you want hill training, go to Clermont (which I think west orange runs into) but get some miles in first.