Over the years I have become very particular about how and what I pack for travel. I like to be packed in an organized way and have all my necessities within reach. If I can make a carry-on work, I will but I am also not opposed to checking a bag if it's for a longer trip.
I am the kind of traveler who needs to unpack my bag to feel settled, regardless if it's for one night; I like my clothes hung up or in the drawers. I started using packing cubes on our honeymoon to Thailand. We were going to be in 5 different hotels in 15 days and I wanted to be able to still unpack in each place. With the cubes I like to pack by category: shirts, shorts, items that need to be hung, undergarments, etc. That way when you go to unpack, all you have to do is move the cubes into the drawers. After wearing a bunch of the items, I usually shift the clothes a bit and start using one of the cubes for dirty laundry so it doesn't get mixed in with what's still clean. The packing cubes also allow you to fit so much more into your suitcase because you can move them around easily without making a big mess.