Just wondering if there were folks on here who've done a road trip across the longest highway in the states. I'm planning on doing it with a couple buddies sometime next Spring but I'm not sure if that would be a good time due to snow/wintery conditions. 

We'll probably do it in 2-3 spells, making 'pit stops' in various parts(MN, Chitown, et al) before we reach our final destination, Boston. 

Any tips/suggestions will be highly appreciated.