I've ridden many multi day rides and have packed my own tent and gear, run a chase truck, and have done the motel thing. My preference is the motel, hands down. Nothing wrong with either other option but when I'm on the trail I don't want to spend time setting up or tearing down or packing the bikes or truck. When packing my gear I used dirtbagz and they are fantastic. They carry all you'll need and create a "shelf" across your rear fender to strap your sleeping bag and tent to. Works great. The only problem I ever had with them was in Baja while riding too fast through deep whoops. The brackets and/or attachment points to the bikes just couldn't take that level of abuse (expected). I also used a wolfman enduro pack on my headlight for light things that I wanted access to easily. Those two items and a small hydropack and I was good to go for days. For motels I still use the wolfman front pack but carry the rest in a large Ogio
backpack/hydropack. I was concerned about too much weight on my back but I carry only what I need (a visa card makes up the difference) and the pack really disperses the weight, even with water. I can ride all day no problem. Hope this helps.