Chris,
Welcome to IIS
The iceman summed it up. Get a dob!!!!!!
An 8" is easily transported, I move mine around in our Pulsar easily.
Don't forget the little extras you will need, planisphere, binos, red torch, observing chair, LOTS of warm clothes for winter.
Don't get into buying accessories too quickly. Wait till you know your scope and your observing style then buy good stuff slowly.
Have fun......