We hope you love our recommendations! Some may have been sent as samples, but all were independently selected by our editors. Just FYI, BuzzFeed and its publishing partners may collect a share of sales and/or other compensation from the links on this page.
Unless otherwise specified, all sizes in this post are listed in women's.
1. Western boots I'd argue are better than a roundtrip ticket to Nashville (no security lines, no having to pay for a carry-on at the gate, etcetera). A comfortable, chunky heel coupled with jersey lining, an anti-skid sole, and pull tabs make these knee-highs a dream.
2. Classic combat boots constructed with shock-absorbing custom insoles and a waterproof leather upper, meaning they're comfortable enough for long commutes and won't fall apart in the event of an unexpected rainstorm.
3. Rain boots that have me contemplating a cross-country move to Seattle, Washington for an excuse to don these daily. All I want do is wear! these! boots! and jump! in! puddles!
4. Chelsea-inspired lugsoles to chic-ify (that's a real word, look it up) pretty much any look: mini skirts and sweaters, skinny jeans and white crewnecks, etcetera. The beauty of the below is they use Madewell's Cloudlift Lite padding, a deliciously comfortable padding that means no break-in time.
5. Chinese Laundry ankle boots aka footwear equivalent of the beloved Little Black Dress — ideal for any occasion, outfit, or season.
6. Columbia hiking boots because perfection really does exist, and it's both stylish *and* functional. Reviewers can't stop raving about the solid quality, out-of-the-box comfort, and awesome traction that these waterproof babies offer.
7. Square-toe boots guaranteed to become your new "it." And by "it," I mean this is your new official go-to shoe — the kind of gorgeous thing that pulls through when you have five minutes to get ready, a white crewneck, high-waisted jeans, dirty hair, and no patience.
8. Leather ankle boots with a wooden heel available in a slew of colors and patterns (brown croc? or perhaps we can interest you in a smooth gray). I don't recommend following the link if you're indecisive because I guarantee you'll struggle. Apologies in advance.
9. Hiking boots that are making me, a non-winter person, excited for dreary days. These fleece-lined shoes are the shoe equivalent of a Hallmark movie, hot chocolate, and a mystery novel that TikTok elitists would call "poorly written" — in other words, the epitome of cozy.
10. 100% leather Chelsea boots brought to you by Dr. Martens, for comfy-but-make-it-badass rocker style. These are lined with faux fur to keep your hooves warm and toasty.
11. Tie-back thigh-high heeled boots I highly recommend pairing with a mini skirt and cozy sweater. The outcome will be *chefs kiss* and I bet you already have something similar saved to your Pinterest board. Prove me wrong.
12. Kenneth Cole knee-high boots for shoe game that always delivers. These beauties are capable of making any ensemble look runway-ready thanks to their chunky heel and chic faux-leather construction.
13. Thigh-high boots that are the perfect compromise: They look ultra-dressy but manage to be unbelievably comfortable, ergo you can look chic and put together without having to feel like you're wobbling around on stilts.
14. Blundstone Chelsea boots appropriate for any kind of activity; think, everything from hiking to grabbing your morning caffeine. These premium leather splurges are water resistant, provide solid traction, and have an ergonomically engineered toe spring and a removable comfort footbed.
15. Tall boots for folks who want to break up with black shoes but still want something neutral enough to not clash with everything in their wardrobe. Presenting this option from Aerosoles, available in six chic hues that deliver zhuzh and all-day comfort.
16. Waterproof, microfleece-lined snow boots because now that you’re an adult (yes I’m looking at y-o-u), lean in because I’ve got to tell you a little secret: the $25 winter shoes you bought for that one college ski trip are no longer cutting it. It's time to invest in these weatherproof beauties.
17. Platform knee-highs to evoke the word ~badass~ whenever you slip them on. An addition like this to your wardrobe has the same energy as being in a rock band and playing bass. (No understanding of a musical instrument required.)
18. Chelsea boots that, despite having a generous heel, are comfortable enough to walk around in all darn day. These are perfect for weekends fueled by coffee runs and trips to the bookstore.
19. Vince Camuto knee-high boots that take any outfit from drab to chic in a millisecond. It's time to chuck out the uncomfortable stilettos of "I'm dressing up" outfits past and replace them with a far more comfortable option; and one that never requires a fresh pedicure.
20. Cozy slip-on booties equipped with a chunky heel and fuzzy inner lining for comfort, plus an adjustable shaft that basically means you'll be purchasing *two* pairs of adorable shoes for the price of one.
21. Sam Edelman combat boots guaranteed to make you feel trendier than thou on your stroll to the corner deli. Available in neutral colors, quickly throw these on to make it seem as if you didn't snooze through your alarm this morning.
22. Microsuede ankle booties guaranteed to become part of your daily uniform due to how comfy, versatile, and stylish they are. *screams cha-ching when thinking about owning these boots*
23. Splurge-worthy Kurt Geiger boots you'll have to try to believe... because despite the 3.9-inch heel height, the block heel and platform allow them to remain supremely comfortable. It's witchy. I know.
24. Dr. Scholl's wedge booties equipped with a memory foam, cushiony insole so that you could hypothetically walk 500 miles (and perhaps 500 more) without experiencing any discomfort. Not all heroes wear capes.
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