An indoor shutoff doesn’t drain the pipe all the way to the wall

Seasonal shutoff-and-drain seems reasonable when the valve fully isolates the outdoor run and its bleeder lets that run empty, with the remaining pipe routed so water can drain rather than collect in a low spot. A short section through the wall isn’t automatically a problem; the uncertainty is whether it actually empties. If the bleeder is absent or the route may trap water, I’d be less confident relying on the routine alone.

I’d put more weight on faucet type than on how short the section through the wall is. With an ordinary hose bib, I’d want confidence the shutoff-and-drain routine empties the run; a properly sloped frost-free sillcock gives me more confidence because it’s designed to drain out through the spout. But that depends on its slope, and I’d disconnect the hose either way.

For example, if the pipe leaves the shutoff, dips below the wall opening, then rises to the hose bib, that low section could hold water even after the faucet is opened. I’d be less comfortable relying on seasonal draining there than with a short run that slopes continuously out; the length through the wall alone wouldn’t decide it.

I’d lean toward keeping a seasonal routine if the shutoff and drain are easy to reach and the run can be checked without guesswork. If you still can’t tell whether water is being left behind, changing the layout seems worth considering: a little recurring effort is one thing, but relying on a routine whose result is uncertain is less reassuring.