I've seen some people always put the switches on the GND side of the layout, others on VCC side. Does it really matter?
I would say yes. Always connect a switch between input and ground if you have any choice about it.
Switches are often on the end of long wires and if one is +5V then there is a danger of shorting things out and causing excessive current flow. Having long runs of ground has no danger.
Also in many types of logic (TTL for example) You need a much lower value resistor to pull down than to pull up. This leads to noise immunity problems because you want to pull down with as low a value as possible but this increases the current flow through the switch to get to the logic one level. So the compromise is against you. Some logic gates will "float high" that is will look like a logic one when nothing is connected, while this is bad practice to have on permanently (noise immunity problems) it is OK for a quick test.