I'm the broken record here. For those who have seen my links to my favorites, you can go on to something else.
These gray Ahnu Montaras kept my feet warm and dry through puddles, mud, wet grass and sideways rain for 6 weeks (all of May and the first half of June in 2016) in England and Scotland. I wore them all day every day for lots of walking and standing, over rough terrain, cobblestones, city sidewalks and museums. They are as good for comfort and support as they are for wet weather. I have an older, more well-traveled pair in blue. Surprise: I wear a size 10 and they make my feet look small.
There are still some of the original Ahnu boots and shoes available on Amazon and similar vendors. I've also seen reviews that comment on the decline in quality since Teva bought Ahnu, so spending the time to find originals would be a good thing. Always read the reviews, most recent first, no matter what shoes or boots you're researching.
Having said that, I wore these ankle-high Teva Arrowoods on a 5+ week trip to Amsterdam, Portugal and Spain last summer. They are supposed to be waterproof. I had no experience with anything wet on that trip, so I can't verify how they perform under wet conditions, but they are very supportive and comfortable.
Sockwell graduated compression (15-20 mmHg) socks help keep my feet warm (or cool) and dry (32% Merino Wool, 31% Rayon from Bamboo, 32% Stretch Nylon, 5% Spandex) as well as provide support and help prevent fatigue. Many seem to think compression socks are only for old people and to help prevent blood clots on long drives or flights. They actually were created to help with athletic performance.
Most of mine are circulators like these, but there are lots of fun designs like these or these. Note that the men's size Medium/Large 7-10 is the same as the women's size Medium/Large 8-11.
For me, wearing footwear that I anticipate requiring to dry out by the next day is a non-starter. That's too iffy for me, especially in Scotland in May.