There is an issue with Mac Outlook 2016 displaying calendar events post DST change, when viewing in Week View.
Microsoft has confirmed this problem, has a workaround and will be releasing a patch to resolve it.

Workaround:
Users should change the view to Work Week or Day View, instead of Week View.

Fixes and workarounds for recent issues in Outlook for Mac:
https://support.office.com/en-us/article/Fixes-or-workarounds-for-recent-issues-in-Outlook-for-Mac-54afa5e3-db38-422a-9d94-3b55330ded8e