While there are so many perks to the winter season, I’m definitely the kind of girl who feels ready for summer as soon as the holidays are over. I know I’m probably not alone in this.
The hard truth is that winter can feel very long, and the cold temperatures don’t exactly help the cause. Add in the possibility of snow and things can feel even more dreary.
If you’re tired of your winter wardrobe but aren’t sure what to wear during this time of year, then you’re in the right spot.
One of my favorite closet staples to wear throughout the winter is knee-high boots. Not only do they look incredibly cute and elevated, but they also offer some extra warmth to your legs. They’re practical, chic, and they’re surprisingly easy to style once you nail a few go-to looks.
Here, I’m sharing exactly what to wear with knee-high boots, including outfit ideas for casual outings and more dressed-up occasions.
What to Wear With Knee-High Boots
Knee-High Boot Outfit #1
Ideal for transitional weather, try styling a long denim skirt with a turtleneck sweater and some knee-high boots. This look would honestly work for anything from meeting friends for lunch to checking out a new museum.
All three of these pieces would pair well with other closet essentials as well, so you’re sure to get a lot of wear out of each of them. Also, you could certainly add more layers to this look if it’s really cold out—setting a wool coat over your shoulders would look so chic!
Knee-High Boot Outfit #2
Throw on your favorite pair of jeans, your knee-high boots, and an oversized sweater and you have an instant cool-girl look. Not only does this outfit take just a couple of minutes to put together, but it’s something you could easily wear from day to night.
I have always liked the look and feel of oversized pieces, and something about them works especially well with knee-high boots. This cable knit zip-up looks so inviting, and I think the cream color of it would look so pretty with brown suede boots.
Knee-High Boot Outfit #3
Another comfy yet stylish outfit that’s practical for the winter? Skinny jeans, a turtleneck, and some flat boots. Going with boots without a heel is a simple way to create a more laid-back vibe. Plus, this style is just more realistic to wear if you plan on being out and about or on your feet a lot during the day.
Jazz it up with accessories, like jewelry or a headband, if you want a more polished look.
Knee-High Boot Outfit #4
Sweater dresses are a versatile piece that I personally love reaching for during the cooler months. When you aren’t sure what to wear and you don’t want to put a lot of effort in, it’s nice to just grab two pieces (a sweater dress and boots) to slip into.
I’ve been eyeing this beige knit dress but also think this black one is really cute. Also, how adorable are these metallic boots?
Knee-High Boot Outfit #5
When you aren’t in the mood to wear jeans, swap them out for a pair of ponte leggings. I think going with gray pants offers a nice way to break up an otherwise all-black outfit. Just add a tote bag and a beanie to complete the look.
Knee-High Boot Outfit #6
A mini skirt and knee-high boots makes for a total vibe. Keep warm up top with a fuzzy sweater, like this under $50 find from Amazon. Oh, and if you’re worried about your legs getting too cold, simply wear some tights underneath the skirt—the overall look will stay the same.
Knee-High Boot Outfit #7
For a more unexpected outfit idea, opt for a jumpsuit and a pair of heeled boots. While this might be best for places with mild winter temps, it’s also a good option to wear in between the seasons. I love the idea of wearing this for a girls night out or to a happy hour/date night—especially with snakeskin boots!
Knee-High Boot Outfit #8
There’s no denying that leather leggings are insanely comfortable. They also happen to look adorable with tall boots and a chunky knit sweater. This outfit is perfect for casual days when you want to feel put-together without sacrificing your coziness. Whether you’re lounging around at home or you have a day filled with errands, this is a good look to have in rotation.
The Best Knee-High Boots
Reader Interactions