Depends on where I'm going and how long I'm going for.

Over Christmas, when I went to California for 9 days, I just brought my meds in my pill boxes, no original bottles or paperwork. When I went last May/June for almost 3 weeks, I brought all my meds in their original containers because it was easier that way.

If I were to go abroad, I would definitely bring them in their original bottles, but for short domestic trips, I find it's too much of a bother.