If your after the best views for $ then the dob will be your best bet. Now that your info is a little clearer then a dob will still be practical for where you plan to go for sure.
Not sure what type of car you have but the limiting factor I had was the base of the scope. I have a ten so I'm not sure about a 6 or 8" scope. I couldn't fit it in a subaru liberty boot and had too place it upside down on my ota (with lots of padding) with the passenger seat pushed forward.
As for feeling embarrased about your scope that will soon go out the door the first time you get a decent look through. People will look with amusement at what your doing but they are also blown away when you show them Jupiter or the moon close up! Good way to meet people.
Best thing now is too head to your local astro shop and check it out for real. Most shops will have a floor model so that you can have a look at what you'll be getting.
Cheers
Simmo
