Signal loss, Hi/Lo over a distance?

You can't just use a high OR a low to transmit a signal. A signal is made up of a series of high AND low states.

I mean, what would this signal mean?

Low, low low low, low, low, low low low low low, low, low.

It makes no sense.

I think you probably mean, is it better to use "Active High" or "Active Low" switching.

With "Active High", the line is normally LOW, and when you "switch on" it goes high. The opposite for "Active Low".

Whichever you choose, over long distances at low switching frequencies you can think of your wire as a resistor.

For a "switched" signal (connected to a switch or button) that resistor forms one half of a resistive divider to the input that is reading it.

You need to ensure that your pull-up or pull-down resistor, coupled with that wire resistance, keeps the voltage levels presented to the input within the static discipline of the chip (see the Vil and Vih in the datasheet).

For an "active" signal, one being driven by an electrical device, then the losses caused by the resistance of the wire have to be low enough that the HIGH doesn't drop below the Vih level of the static discipline - as there is no resistive divider there is no possibility of offsetting Vil (LOW).