I travel a lot for work, speak at a lot of conferences, and stay at a lot of hotells. But when traveling for fun, I'd much rather find someplace a little more off the beaten path. For me travel is all about the people and culture, and one of my favorite travel experiences is spending the afternoon in a cafe talking to some new friends.
My absolute favorite invention for longer term travel is the Kindle. I love to read, and used to struggle to figure out which books I could take with me, and to fight with myself over the weight. But now all that's over, and I can sit in the park wherever I am and read whatever I want without worries.