Back in the summer of 2000 my wife and I and our two kids (9 and 11) embarked on a 3 week clockwise trip of the US.
ATL-NOL (overnight in hotel)
NOL-LAX (2 nights on the train due to delays and hitting a car on the tracks in NM)
2 days in LA including Disney, Santa Monica Pier and a few grave sites.
LA-SEA (Family bedroom, lots of delays so 2 nights on board instead of 1. One delay involved police removing a passenger at San Jose. Having a scanner was very useful....)
SEA-CHI (no delays, almost 'boring')
1 night in Chi at a friends house, did Sears Tower and deep dish pizza.
CHI-BOS (1 night on the train, then bused from ALB to BOS.
Spent 5 days or so with relatives in the area.
BOS-WAS
4 days in DC taking in the sights. Check out the Hotel Harrington if you go there. We arranged to visit our Senator's office before we left, but we weren't aware he died while we were on our trip (Paul Coverdell). We still visited his office and got a White House tour.
Final leg was WAS-ATL (1 night on the train.)
I guess it's different by each person what one thinks of as boring for scenery, lol! But as I've only ridden the Empire Builder west to West Glacier(as of earlier this month), I'd have to disagree about the part between West Glacier and Williston as boring, especially the part through Glacier National Park to west of Shelby. And also some of the hilly parts through eastern Montana, seeing the Missouri River and the Fort Union Trading Post(just east of North Dakota/Montana border), the hilly portion on the west side of Minot, ND, and any of the scenery I saw between Wisconsin Dells to St. Paul(and especially along the Mississippi River) were interesting. And of course passing through the city of Milwaukee, plus some of the suburbs and towns west of there(i.e. Wauwatosa, Pewaukee, Oconomowoc). Or unless you mean by boring, that there weren't a lot of delays?
Glad you did have a great trip, since I sadly still have yet to do one of this great of an extent! I wouldn't mind doing one, though. Had once investigated doing something like a Chicago-LA(via SW Chief)-Seattle(via Coast Starlight)-Chicago(via Empire Builder) trip, though. Also had once thought about doing something like a Chicago-Charlottesville(via Cardinal)-New Orleans(via Crescent)-Chicago(via City of New Orleans) trip, as well. It's such a bummer that Amtrak is being stupid, and wants to cut dining cars on all trains(Auto Train temporarily excluded, but only till mid-January) east of the Mississippi as of October 1st.
Almost makes me want to do a Cardinal to Crescent trip(via transferring in Charlottesville), while I still can before October 1st. And after hitting Atlanta, flying back to Chicago. If I had more free time before October, I'd consider doing a Chicago-Charlottesville(more to transfer between Card and Crescent, but it'd be good to revisit Charlottesville for a few hours during that layover)-New Orleans-Chicago Amtrak trip myself.