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Cass scenic railroad in West Virginia has some options. There is one where you rent the caboose and they take it up the mountain. And leave you there overnight and get you the next day. It’s a geared railroad (kind of like a roller coaster) pretty cool. I went with my pappy as a kid but we just did the day ride not the overnight. I ate a whole boot (sleeve) of saltine crackers and threw up in his Lincoln on the way back.