The Python programming language has a global community with millions of software developers who interact online and offline in thousands of virtual and physical locations.
There are tens of thousands of Python developers who help steer the community with local, regional and global events. Most, if not all of them, are members of the Python Software Foundation (PSF). The PSF is a 501(c)(3) non-profit with the mission to "promote, protect, and advance the Python programming language, and to support and facilitate the growth of a diverse and international community of Python programmers."
The community page on Python.org provides a starter page with links to community-run newsletters, resources and conferences.
Clinton Dreisbach wrote two fantastic retrospectives for PyCon US 2015 (his first PyCon) and PyCon US 2016. There are many other retrospectives for other community-led conferences such as EuroPython. These summaries can be a great way to get a slice of the experience before purchasing a ticket and booking a trip.