Reply To: It says here that Ubuntu updates every six months
Not sure just what you are reading about the updates. Ubuntu comes out with a new release every 6 months. The current release version is 16.04, meaning it came out in April of 1016. Next release will be 16.10, due out in October.
However, during the lifetime of a release there will be a constant stream of updates to the software, and you can expect these almost on a daily basis. They will cover security fixes, bug squashes, and other worthwhile patches. You can decide whether to install these or not — your choice.
I think the lifetime of a release is 2 years. However they also tag some releases as LTS, and those have a lifetime of 5 years.
When a new version is released you can upgrade to it, or not. Your choice! However, after some period of time, maybe 2 years, you would not be able to update to the current release. And I assume that would be longer than 2 years for the LTS editions.
There are a number of different ways you can run Windows programs under Linux. Look for information on wine or virtualbox as a couple ways that come to mind.