Check out this KB on the steps needed to download and add SIS data to your Outlook calendar.
An updated version needs to be downloaded each semester, and may need to be re-downloaded if major changes are made to your schedule.
What about Academic Holidays? HR has you covered, check out their instructional pdf
The Academic calendar can also be downloaded - select the option that that fits your needs.
If you have any issues, consider calling 434-924-HELP (fastest response)
or emailing ENGR-IT@virginia.edu (4hr SLA)