I really love my Hunter rain boots - I wear them at some point almost every single day between the months of September through May. Several people have asked me to talk about more how I wear them with professional attire and my answer is...
Rain boots are meant to kept your feet dry when it is wet outside, so once you get inside, there's no real reason for them (plus my feet and legs get a bit sweaty after wearing them for more than an hour anyway). But I still want to wear my rain boots on rainy days, so I always wear a skirt or dress on those days. I think it's much cuter that way, instead of awkwardly tucking dress pants into boots. Then you just change into flats when you get to work. So...not the world's most innovative tip, but that's how I do it :)
My other tip if you don't want to bring a pair of shoes to change into, and if you have a slightly more casual work environment, is to buy waterproof boots like this classic style of boot. I wear ponte black pants and boots on slightly rainy days, or when it's snowing. No silly tucked in dress pants, but my feet are dry and I don't even have to change.
Skirt: Banana Republic [similar]
Cardigan: thrifted [similar]
Scarf: Target [exact - back in stock!]
Shoes: Banana Republic [exact]
Rain Boots: Hunter [exact]
Bracelet: C. Wonder [exact]
And while I really love my Hunter rain boots, there are some really great cheaper options out there. Below are 6 that are under $75. I would go with the first one if I were you - how cute are they?!