Mine's not high-end - it's designed for air travel. Three-year old metal-bodied Panasonic with line out (anti-shock turned off, bass boost turned off), Total AirHead amp, Bose noise cancelling 'phones (series II), Duracell Ultra batteries, soft carrying case. I will not fly without it.
When I get where I'm going, the CDs go into the rental car. I tend to go out for drinks and dinner to kill a few hours. Most hotels now have high-speed Internet so I usually hook up to hit the hifi forums. Maybe watch telly for an hour.
I've thought of the portable thing for the hotel room, but ruled it out for a number of reasons (weight, lack of luggage space, sound quality).
Regards,