This summer I’m doing the ultimate American vacation…

I’m going on a cross-country road trip with my dad! We’re packing up his 1980’s Toyota pick up truck and driving from Philadelphia out to San Francisco to bring my brother his not-so-brand-new car. My first obstacle will be learning to drive stick (eeek!) but in the meantime I’m trying to nail down all of our destinations. We’re thinking of heading up north, rather than taking a more southern route so we can enjoy activities like eating deep-dish pizza in Chicago and camping in Jackson Hole, Wyoming. But I want to take you guys with me!! 

I’m planning to do some updates from the road but right now I could use some help deciding where we should spend some quality time, and where we should just keep driving. So, any suggestions?