First time buyer

Hello all..Yes I've been a lurker for a couple years but now its time. We are looking to purchase a Airstream International 25FB. Our family of 3 and a dog will be traveling. I will be selling my 2011 Victory Cross Country Motorcycle as well.

My question:

I live in the Chicago area, any places you suggest and have had good luck with?

Do I expand my search area?

Is it better to buy new and finance? Should we go used?

Thanks in advance