That T&A PS is actually rather difficult to pair with other stuff:
What I often do, when there is a lot of snow, is putting hiking boots like you, and carry a nice pair of shoes in a bag for wearing them at the office for example.
As much as I disagree with you on the mix of patterns, I fully agree that a plain vest would work great in that ensemble as well. I was actually planning to go for some light grey soon. Having said that ... my next vest (almost finished) is a DB with a printed ornament ;) BTW the fact that you adjusted the currency in your post was noticed and appreciated so the critical remark is fully forgiven ;)
To my old English eyes that mix of patterns and colours, although not expected these days, works as an example of what I used to know as 'controlled clashing'. In this case the clashing seems just about on the right side.