I'm seeing the issue using python 3.4.3 on Windows 8

In the __init__.py method of my package I define temporary directory at the module level like this:

_TempDir = tempfile.TemporaryDirectory(prefix='...'))
tempfile.tempdir = _TempDir.name


I expect it to be deleted on exit.

However, _sometimes_, I'm seeing the following exception on exit:

Traceback (most recent call last):
  File ":/weakref.pyo", line 582, in _exitfunc
  File ":/weakref.pyo", line 506, in __call__
  File ":/tempfile.pyo", line 674, in _cleanup
  File ":/shutil.pyo", line 478, in rmtree
  File ":/shutil.pyo", line 360, in _rmtree_unsafe
  File ":/shutil.pyo", line 358, in _rmtree_unsafe
FileNotFoundError: [WinError 3] The system cannot find the path specified: 'C:\\
Users\\BC79~1\\AppData\\Local\\Temp\\..._s9wqmyo_'

I think you may need to instrument TemporaryDirectory._cleanup to be sure, but it sounds like its being run twice.

now, you're not using it like a context manager (at least as far as your code shows), so it must be happening from the weakref.

https://docs.python.org/3/library/weakref.html#weakref.finalize is the relevant docs for that.

The code looks ok as long as finalize triggers once and only once. Perhaps it should call the finalize() rather than manually calling _cleanup, in cleanup, but I don't see that that should make much difference. I would have thought it a deliberate attempt to avoid some bit of code (e.g. the resource warning), but since its a shared helper, thats not it.

And finalize._exitfunc looks entirely sane to me.

So - I suggest adding a call to print_stack in TemporaryDirectory._cleanup, to see the entire stack, and then hopefully we'll see two such printouts when this error happens, and be able to pinpoint how it's being called twice.