I did this once (different trip, but similar distance) and freaking hated it. The beautiful buildings in downtown are full of vagrants and the restaurants there suck. The train kept being stopped to let freight go first on single track sections. On the return trip our train was 90 minutes late and there was absolutely nothing to do in the station while waiting. Americans don't know how to do trains right.
Just talking about my experience in cities like Los Angeles - grand buildings, little passenger traffic, many people there sitting around like they're just using the station as shelter.
Well you can thank white flight for that! Those Greyhound and Union Stations used to be magnificent back in the day. As the city declined in favor of the suburb, so too did these stations.