Recent Experience:
In late July, I booked a late-October round-trip saver coach for 2 on Empire Builder, almost the entire length of the line (VAN <-> GLN = 2 nights + 6 meals). I finished the booking with bid-up, offering $520 each way on both roomette and bedroom. Having two travelers to split the cost helped a lot -- I could never justify that amount when traveling alone.
We won both bids, catching a
bedroom each time
Notification was via email that I saw 18-24 hours before travel. I could have learned sooner, maybe 36 hours before boarding, if I'd been sent a text (or proactively checked the Amtrak app at just the right time).
Each of us had traveled in roomette before, neither of us in a bedroom. We learned to appreciate the extra space for carry-on / unpacking a few items / stretching out etc. The en-suite sink and toilet were also quite convenient. Neither of us was adventurous enough to try the shower (but if I'd been connecting to another train, then I would have).
General lesson learned (along the lines of "If you want something done right, do it yourself"):
If you get into a sleeper, especially that tail-end Portland sleeper on the EB, and your first meal is dinner (which requires a reservation), be proactive about hunting down the diner manager to get that reservation. On our return leg, we naively believed the announcement that we'd be visited in our room shortly after boarding, but the first seating (almost 2 hours after boarding) came and went without such a visit. I started forward to visit the dining car (like I should have shortly after boarding), and I ran into my car attendant who said she was headed to the diner and would come back with a reservation for us.
Big mistake -- It wasn't until an hour later when we heard another announcement inviting
coach passengers to open tables of the
2nd seating that we realized we had been foiled again. That's when we scrambled forward five cars to the diner where we saw our car attendant sitting with the manager who claimed he had knocked on our door without an answer, so he had convinced our attendant that we weren't eating dinner after all (Really? After we specifically asked for it and were promised?). We ended up eating late with many of the staff, and our car attendant ended up having to fetch in-room meals for all three of the other upper-level bedrooms in our car because they'd all been missed as well.