Welcome to Restoration-Mini!!
Wow, pop that window A/C in one of the back windows, fire up the genny and have air conditioning all the way there and back!
For sure, you could get one of those carry all type things that go into the hitch https://www.harborfreight.com/500-lb-capacity-deluxe-cargo-carrier-66983.html, strap your wooden generator box down on it and run the cord into the van.