When it gets cold outside, I get kind of obsessed with boot shopping. There’s a real art to finding boots with just the right amount of cuteness at just the right comfort level… I haven’t quite mastered it yet, but I definitely wish I could have all these adorable boots!

The Chelsea boot has been trending a lot in the past couple years. I definitely saw these all over the place last winter when I went to Europe. They are so chic and I bet they’re comfortable because of the elastic stretchiness right at the ankle.

Thigh high boots are a bit intimidating, but this outfit makes me want them! I love the dress and chunky, open sweater with the boots because I feel like they make her legs look oh so skinny, and who doesn’t want that?

I’ve been salivating over this idea for quite some time now. The layering of the socks with the chevron tights is perfect for being comfy and stylish.

Besides the dinosaur, muted orange cardigan and kitty print tee, those boots are really unique with the four sets of buckles. They are remind me of the 1800s for some reason… vintage and English looking, a great combo!

Lovelies, what are some of your favorite places to go boot shopping?

Image source, Image source, Image source, Image source