Eric V. Smith <e...@trueblade.com> added the comment:

Path.parents will do what you want. I don't have a Windows box handy, but this 
is on MacOS:

>>> from pathlib import Path
>>> p = 
>>> Path("/Users/User/AppData/Local/Programs/Python/Python36/Lib/asyncio/__init__.py")
>>> p.parents[1]
PosixPath('/Users/User/AppData/Local/Programs/Python/Python36/Lib')
>>>

----------
nosy: +eric.smith

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<https://bugs.python.org/issue33102>
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