My wife and I did this several years back, New York to Chicago to San Francisco, and it really was a wonderful experience. But get a sleeper compartment, don't sit with the cattle. It's worth it, really. And that's even though we spent little time in our compartment almost the whole trip we were up in the observation car watching the American landscape roll by. One highlight of the trip was when storms over Helper, U…
My family went by train from Flagstaff, AZ to Trinidad, CO for a wedding and the observation car was amazing, it was part of the Southwest Chief route [1].
Even through what you'd think would be boring stretches of New Mexico not one scene wasn't awe inspiring. We got to see landscapes out of westerns and mostly away from roads/main bustle, but you'd be surprised how there is always something to see and almost always people living out there. We had to go through the Rockies in historic coal mining country Colorado and had to stop once for freight trains to go by, but the views were amazing. It is fun to lookup what you are going through on Google maps and finding lots of interesting stuff. Trinidad, CO was a nice little interesting historical town, once a border town, where Fishers Peak was a guiding landmark for settlers on the Santa Fe Trail, with Native American, pioneer and Spanish history, that has a Masonic cemetery, old limestone masonry buildings and underground tunnels for coal, once the sex change capital of the world, and today it is now a cannabis hot spot [2].
Best part of the train is the view and you can get up and walk around unlike on a plane, the rides are longer of course but more flexible to move while traveling which is nice. I brought my laptop to work but the views were too good to pass up.
If I had more time I'd love to take the train all across the US. I wish there were more trains simply to see the less busy areas and interesting viewpoints you can't see from the road.
Amtrak does leave lots to be desired in terms of technology, price, the food (dining car wasn't good) and general areas like maintenance, but the observation car was difficult not to be up there the entire time.
[1] https://www.amtrak.com/routes/southwest-chief-train.html
[2] https://www.cnn.com/2016/04/20/health/trinidad-colorado-smal...