Unless otherwise specified, all sizes in this post are listed in women's.
1. A pair of Chelsea boots with a jeweled strap because your classic Chelseas deserve an upgrade. Aside from being beautiful, they have a memory foam insole, so they're actually comfortable!
2. A pair of velvet boots if you're looking for a way to spice up your massive boots collection. Bet you don't already own a pair as cushy as these!
3. A pair of winter boots that are equally as warm as they are stylish. Toasty and designed for cold weather, these are perfect for an après ski moment.
4. A pair of hiking boots for anyone planning on trekking out into the woods soon. We love these lightweight and cozy gems to keep your feet nice and toasty.
5. A pair of rhinestone-encrusted boots because you gotta make Taylor Swift proud. If you're looking to upgrade any look, these are the perfect piece. Plus, who doesn't need a little ✨sparkle✨ in their life?
6. A pair of Chelsea rain boots perfect for a snow/rain mix. If you gotta walk the dog during the downpour, these will keep your feet dry and comfortable while you stay looking cool.
7. A pair of stunning ankle boots that are actually waterproof. Not only will you look amazing in these, but they will also actually keep your feet dry no matter how gross it is outside. Plus they're just super sleek and sexy.
8. A traditional cowboy boot because you've been eyeing a pair for over a year, let this be your sign to buy the cowboy boots. Plus, Western-inspired 'fits are on the rise, so get ahead of the trend while you still can. BTW these are a great all-season boot, so you'll get a ton of use out of them!
9. Or a neutral pair of cowboy boots if you want to stick to the neutrals. Designed with an extra wide width, so your toes don't feel like they're going to fall off, these will be comfy and perfect for all-day wear.
10. A pair of over-the-knee boots that'll look so good over your fleece-lined tights. Flexible and versatile, you'll be thanking your lucky stars to have these in your wardrobe.
11. A pair of wedge boots giving Bratz vibes in the best way. Not only do these give you an extra five inches, but they also have a zipper, so you don't have to jump around just to get them on.
12. A ruffle bootie because idk about you but I am super into cute yet subtle detailing. Modern and chic, this will elevate any outfit you pair it with.
13. A sleek leather boot with unique lines if you're tired of wearing the same plain booties. These give any look that "je ne sais quoi" vibe you're going for. We also are obsessed with the gold detailing.
14. A stretchy bootie that fits your foot as perfectly as your favorite pair of gloves. Stretchy and long-walk friendly, these def classify as a smart investment.
15. A pair of Reuben boots because, as far as we're concerned, red is a neutral. The croc pattern makes these look super chic and modern — a surefire way to upgrade your fit.
16. A pair of Sorel booties so you can look cute and also survive whatever kind of weather your area is getting. We love that these are waterproof, have different textures, and are so easy to slide on and off.
17. A pair of platform fleece-lined shoes aka the perfect dupe for the current Ugg trend. Not only do these give you a bit of extra height, but they also have memory foam and are water resistant.
18. A lug sole Chelsea boot because, honestly, your feet just deserve these. We love these easy-to-slide-on-and-off shoes for last-minute coffee runs or trying without success to get your pup to come inside.
19. A pair of tall Chelsea boots that look super expensive but cost under $100. Just picture how cool, these would look paired with a dress in the summer months we're all dreaming of.
20. A pair of Dr. Martens because it wouldn't be a boots article without including one of these iconic pairs. Simple to clean and even easier to style, everyone should have at least one pair of these bbs. Once you break them in, they'll 100% be your most worn shoes.
21. A boot with quilted detailing in case you're interested in a funky take on a classic style. Additionally, this has some super cool buckle detailing that gives them an edgier appearance.
22. A versatile and waterproof bootie for helping you look cute even in a torrential downpour. Practical and easy to pair with anything in your winter wardrobe, these will get so much use in your collection.
23. A pair of practical yet cute boots because it's time you actually invest in a pair of winter boots. Lightweight and with a sheepskin and wool blend lining to keep your feet warm, these cozy shoes are great for any and all winter activities.
24. A pair of ruched ankle boots aka the popstar of the bootie family. We love how sleek and stylish these babies are. Throw them on to jazz up any look.
25. A pair of classic riding boots if it's probably time to replace the pair you've had since college. Simple, classic, and perfect for that preppy look, which we are living for rn.
26. A stylish and winter-friendly boot that just looks so freaking cool. These babies are complete with a zipper but still give the stylish look of a Chelsea boot so you can feel good and look even better.
27. A pair of simple knee-high boots because the classics are a classic for a reason. Don't worry; the included zipper makes them a breeze to put on and take off.
The reviews for this post have been edited for length and clarity.
