Comfortable, Chic Knee-High Boots for Fall (2024)

Table of Contents
Our Top Picks Adam's Style Edit Best Lower-Heel Knee-High Boots Best Patterned Knee-High Boots Best Platform Knee-High Boots Best Knee-High Western Boots Best Knee-High Everyday Boots Best Wide-Calf Knee-High Boots Best Silver Knee-High Boots Best Cozy Knee-High Boots Best Knee-High Rain Boots Franco Sarto Tribute Wide-Calf Knee High Boot Franco Sarto Tribute Wide-Calf Knee High Boot Marc Fisher Georgiey Suede Knee-High Boot Marc Fisher Georgiey Suede Knee-High Boot Schutz Maryana Block-Heel Knee-High Boot Schutz Maryana Block-Heel Knee-High Boot London Rag Axle Platform Knee-High Boot London Rag Axle Platform Knee-High Boot Ariat Heritage StretchFit White Cowboy Boots Ariat Heritage StretchFit White Cowboy Boots Vince Camuto Sangeti Leather Boot Vince Camuto Sangeti Leather Boot Madewell Monterey Tall Boot in Extended Calf Madewell Monterey Tall Boot in Extended Calf Aldo Havesti Silver Desert Boot Aldo Havesti Silver Desert Boot UGG Classic II Shearling-Lined Tall Boot UGG Classic II Shearling-Lined Tall Boot Hunter Original Tall Rain Boot Hunter Original Tall Rain Boot Dingo Out West Cowboy Boot in Black Dingo Out West Cowboy Boot in Black Dolce Vita Flin Knee-High Cream Suede Boot Dolce Vita Flin Knee-High Cream Suede Boot Kelly & Katie Finq Flat Riding Boot Kelly & Katie Finq Flat Riding Boot Everlane Knee-High Banana-Heel Boot Everlane Knee-High Banana-Heel Boot Inez Paloma Boots in Chestnut Brown Suede Inez Paloma Boots in Chestnut Brown Suede Billini Huda Knee-High Leather Heeled Boots Billini Huda Knee-High Leather Heeled Boots FAQs
Comfortable, Chic Knee-High Boots for Fall (1)

Our editors handpick the products that we feature. We may earn commission from the links on this page.

A critical component of every season's wardrobe is proper footwear. Summer calls for sandals, spring rainstorms require sturdy rubber boots, and winter’s cold and snow demand all things warm and waterproof. But fall grants us a little more leniency. It’s the time of year when the temperature is crisp and weather conditions are mild, allowing fashionistas to choose shoes that are not only functional but also fashion-forward. Enter knee-high boots.

Our Top Picks

This may be your sign that the best knee-high boots instantly elevate any outfit. They’re versatile styles that can be dressed up or down, with midi skirts and dresses or your favorite jeans and a sharp blazer.

Another pro tip? Creative director Adam Glassman suggests matching opaque tights to the color of your boots when wearing skirts or dresses to elongate the legs. From everyday black leather block-heel boots to wide-calf and brown or tan suede Western styles, there’s a knee-high boot for every body type, price point, and style.

We’ve curated up 16 of the best knee-high boots for women to elevate any look this fall. From neutral pairs to statement-making ones, there’s something for everyone on this list.

    1

    Adam's Style Edit

    Franco Sarto Tribute Wide-Calf Knee High Boot

    Comfortable, Chic Knee-High Boots for Fall (13)

    1

    Adam's Style Edit

    Franco Sarto Tribute Wide-Calf Knee High Boot

    As featured in our creative director's page, Adam's Style Sheet, these stretchy, faux-leather knee-high boots elevate any fall look. They have a two-inch block heel and side zipper for optimal comfort.

    2

    Best Lower-Heel Knee-High Boots

    Marc Fisher Georgiey Suede Knee-High Boot

    Comfortable, Chic Knee-High Boots for Fall (14)

    2

    Best Lower-Heel Knee-High Boots

    Marc Fisher Georgiey Suede Knee-High Boot

    Now 60% Off

    Step up your sartorial game with these confidence-boosting boots. Take any outfit to the next level thanks to a pointed toe and kitten stiletto heel. They come in black leather and suede, and run up to a women's size 11.

    3

    Best Patterned Knee-High Boots

    Schutz Maryana Block-Heel Knee-High Boot

    Comfortable, Chic Knee-High Boots for Fall (15)

    3

    Best Patterned Knee-High Boots

    Schutz Maryana Block-Heel Knee-High Boot

    If snake-printed leather isn't your thing, Schutz's bestselling boots come in black, brown, and cream embossed croc as well. They're rarely in stock—make sure you grab a pair while you still can!

    Advertisem*nt - Continue Reading Below

    4

    Best Platform Knee-High Boots

    London Rag Axle Platform Knee-High Boot

    Comfortable, Chic Knee-High Boots for Fall (16)

    4

    Best Platform Knee-High Boots

    London Rag Axle Platform Knee-High Boot

    These platform vegan leather lug sole boots offer stylish protection from the elements without breaking the bank. An inner zipper makes them easy to slip on and off, while a treaded sole helps provide grip and traction when you need it the most.

    5

    Best Knee-High Western Boots

    Ariat Heritage StretchFit White Cowboy Boots

    Comfortable, Chic Knee-High Boots for Fall (17)

    5

    Best Knee-High Western Boots

    Ariat Heritage StretchFit White Cowboy Boots

    Cowboy boots are everywhere these days, but nothing comes close to the originals. Ariat has been making authentic Western boots for decades. This modern style is crafted from premium leather and has built-in biomechanics for optimal comfort.

    6

    Best Knee-High Everyday Boots

    Vince Camuto Sangeti Leather Boot

    Comfortable, Chic Knee-High Boots for Fall (18)

    6

    Best Knee-High Everyday Boots

    Vince Camuto Sangeti Leather Boot

    These sleek leather boots run up to a women's 12 and also come in extra-wide-calf boot sizing. Thanks to a modern square toe and sculptured block heel, they easily elevate any fall look. Now all you have to choose is the color: red burgundy, cream, black, or patent leather.

    Advertisem*nt - Continue Reading Below

    7

    Best Wide-Calf Knee-High Boots

    Madewell Monterey Tall Boot in Extended Calf

    Comfortable, Chic Knee-High Boots for Fall (19)

    7

    Best Wide-Calf Knee-High Boots

    Madewell Monterey Tall Boot in Extended Calf

    Now 16% Off

    Whether you're into classic black or saddle tan leather, these bestselling Madewell boots are versatile enough for everyday or casual evening wear. They're rafted with sleek leather, a two-inch block heel, and CloudLift lite padding, and you won't think twice about styling your fall 'fit with these boots. Plus, they come in extended calf or standard sizing.

    8

    Best Silver Knee-High Boots

    Aldo Havesti Silver Desert Boot

    Comfortable, Chic Knee-High Boots for Fall (20)

    8

    Best Silver Knee-High Boots

    Aldo Havesti Silver Desert Boot

    Now 50% Off

    Headed to the Renaissance tour? These Beyoncé-ready silver Western boots are comfy enough for dancing the night away, thanks to a block heel and arch support.

    9

    Best Cozy Knee-High Boots

    UGG Classic II Shearling-Lined Tall Boot

    Comfortable, Chic Knee-High Boots for Fall (21)

    9

    Best Cozy Knee-High Boots

    UGG Classic II Shearling-Lined Tall Boot

    When it comes to cozy comfort, nothing comes close to a tall Ugg boot as temperatures drop. Because these leather boots are lined with luxe shearling, you may forget that they're also pretreated to fully protect you against the elements.

    Advertisem*nt - Continue Reading Below

    10

    Best Knee-High Rain Boots

    Hunter Original Tall Rain Boot

    Comfortable, Chic Knee-High Boots for Fall (22)

    10

    Best Knee-High Rain Boots

    Hunter Original Tall Rain Boot

    Bear in mind when shopping for knee-high boots that rain showers aren’t exclusive to spring. You might want a pair to prepare for such weather conditions, and Hunter’s Original Tall Rain Boot would do the trick. Available in an array of colors from black to red and hunter green, the rubber boot rubber features a traction-gripping sole to prevent slipping and keep your feet dry in the process.

    11

    Dingo Out West Cowboy Boot in Black

    Comfortable, Chic Knee-High Boots for Fall (23)

    11

    Dingo Out West Cowboy Boot in Black

    A slouchy-fit, knee-high boot with a contoured block heel and pointed toe? Yes, please. Dingo's authentic Western style is the everyday boot of our dreams. They're built for all-day wear, thanks to a two-inch block heel and cushioned insole.

    12

    Dolce Vita Flin Knee-High Cream Suede Boot

    Comfortable, Chic Knee-High Boots for Fall (24)

    12

    Dolce Vita Flin Knee-High Cream Suede Boot

    Now 35% Off

    From the cream, pink, and tan color-blocking to the comfy block heel, how could you love these Dolce Vita knee-high suede boots more? That's right: They're on sale.

    Advertisem*nt - Continue Reading Below

    13

    Kelly & Katie Finq Flat Riding Boot

    Comfortable, Chic Knee-High Boots for Fall (25)

    13

    Kelly & Katie Finq Flat Riding Boot

    Pair these riding-inspired boots with a trench for a cool-weather look that will always be in style. You'll be able to walk comfortably thanks to a low stacked block heel, a padded footbed, and a wide calf opening.

    14

    Everlane Knee-High Banana-Heel Boot

    Comfortable, Chic Knee-High Boots for Fall (26)

    14

    Everlane Knee-High Banana-Heel Boot

    These chic leather boots come in of-the-moment chocolate brown as well as classic black. A pointed toe and a sculptural three-inch heel give these a modern edge without sacrificing comfort.

    15

    Inez Paloma Boots in Chestnut Brown Suede

    Comfortable, Chic Knee-High Boots for Fall (27)

    15

    Inez Paloma Boots in Chestnut Brown Suede

    Inez makes gorgeously crafted, timeless footwear, and we especially love this '70s-inspired luxe suede, soft square toe, and block-heel combo. Thanks to the brand's proprietary cushy arch support insole, you'll be comfortable wearing these beauties for hours on end.

    Advertisem*nt - Continue Reading Below

    16

    Billini Huda Knee-High Leather Heeled Boots

    Comfortable, Chic Knee-High Boots for Fall (28)

    16

    Billini Huda Knee-High Leather Heeled Boots

    Billini's timeless black leather heeled boots are ideal for dressing up any look. You can get these beauties in black or brown leather.

    Comfortable, Chic Knee-High Boots for Fall (29)

    Sara Klausing

    Sara Klausing covers all things fashion and style for Oprah Daily. Follow her on Instagram.

    Comfortable, Chic Knee-High Boots for Fall (2024)

    FAQs

    Can I wear knee-high boots in fall? ›

    Every fall, this shoe style is spotted on celebrities and off the runway, bringing an extra sense of coziness to our outfits. Knee-high boots have been a perennial cold weather go-to due to their natural functionality and elegance.

    How do you wear classy knee-high boots? ›

    Try wearing heeled knee-high boots under a midi dress in the daytime, or style a pair of flat knee-highs with a mini dress for a sophisticated evening look. Black knee-high boots will go with most outfits, while brown styles generally work best with more casual getups.

    What to wear with knee-high boots over 50? ›

    Jeans- Possibly the most versatile of all, jeans can be both dressed up and dressed down, with many different styles, cuts, and colours to choose from. Probably the most common jeans to wear with knee high boots are skinny jeans as they're easy to tuck into the boot without causing them to misshape.

    How can I make my knee-high boots more comfortable? ›

    6 Ways to Make Your Boots More Comfortable
    1. Break in Your Boots. The most comfortable boots are thoroughly broken in. ...
    2. Swap Insoles. ...
    3. Switch Up Your Laces. ...
    4. Store with Care. ...
    5. Remember to Resole. ...
    6. Shop for Comfort.

    Can I wear knee-high boots in October? ›

    First, you can start wearing them whenever you want but if you are going to perfect months to start wearing over-the-knee-high boots then it can vary by where you live, in most areas October to March are the perfect months for wearing knee-high boots.

    Can you wear boots in October in the fall? ›

    Technically, you can wear them during any season, but the two seasons that warrant their use the most are spring and fall. The in-between, mild temperatures don't really require winter boots, but they're too cold for summer sandals and maybe even flats.

    How do you wear knee-high boots without looking trashy? ›

    The best way to avoid looking like you are a woman of the night is to go for contrast (otherwise known as not being too obvious) & not show everything off at once. Over-the-knee boots are all about legs, which means your outfit shouldn't also be geared to showing off your midriff or cleavage.

    Should knee-high boots be tight or loose? ›

    As a general rule, try to make sure your boots hug the calves snugly but not too tightly. Obviously, if the boots are too tight, they will rub and be uncomfortable to wear. But if they are too loose, you will end up with a lot of gaping at the back that will feel and look more like a wellington boot.

    Should a 60 year old wear over-the-knee boots? ›

    If you like to wear knee-high boots then age doesn't matter at all. Just wear them as you want and when you want. I still wear them with short folded jeans or sometimes skinny jeans.

    Who should not wear knee-high boots? ›

    For example, a shorter person shouldn't wear a knee-high boot that hits them too high, or someone with thin legs shouldn't pick a boot in which their calves are swimming (a tapered boot or a boot with a zipper or elastic could be ideal in this case), Read noted.

    Can a 50 year old woman wear knee-high boots? ›

    Your age is irrelevant. Especially if they are flat. I'm not a fan (and I've got cracking legs) but if you like them and they suit you, wear them regardless of age.

    Should I size up or down for knee-high boots? ›

    For knee-high boots, I always size up. My biggest tip for everyone who has thicker calves is to size up so that the shaft will have a better fit on your legs. Also, when the boots don't have a zipper, it's easier to put them on when they're at least one size up.

    What is the best height for knee-high boots? ›

    Rule 1: The Boot Should Hit Two Inches Below the Knee for the Best Fit. For knee-high boots, whether you're petite or not, look for a pair that hits perfectly below your knee cap—about two inches below the center of your kneecap. (On the flip side, over-the-knee boots need to fully cover your knee.)

    Is it still fashionable to wear knee-high boots? ›

    As any savvy shopper knows, fashion is cyclical, and if you hang on to your beloved pieces long enough, they'll eventually come back into style. This is definitely true for classic knee-high boots, which are reentering the fashion circuit in a big way.

    What month can you wear knee-high boots? ›

    Brown knee high boots are extremely versatile, although they are the type of footwear that's more likely to be worn in the Winter months, that doesn't mean they can't be worn at any other time of the year, they're perfect for Spring and even into Summer too!

    Can I wear knee-high boots all year round? ›

    If you feel comfortable and don't mind keeping your feet covered, wearing boots is just as on-trend as sandals, heels or trainers. It's just a matter of choosing the right style for your outfit to make your boot season last all year round.

    Can I wear tall boots in October? ›

    So just like you can wear white after Labor Day, wear boots at any time of the year if it makes sense for your climate, environment and style. Fashion definitely doesn't dictate a correct season for boots. Personally, I typically wear my boots in Autumn, Winter, and early Spring.

    What season do you wear over-the-knee boots? ›

    During the Fall and Winter months, one of my favorite things to wear are over-the-knee boots. If I'm being completely honest, I was totally intimidated by them a few years ago and through that I couldn't pull them off because I was petite. So not true, and I think every girl looks great in them: tall or short!

    Top Articles
    Latest Posts
    Article information

    Author: Edmund Hettinger DC

    Last Updated:

    Views: 5866

    Rating: 4.8 / 5 (78 voted)

    Reviews: 85% of readers found this page helpful

    Author information

    Name: Edmund Hettinger DC

    Birthday: 1994-08-17

    Address: 2033 Gerhold Pine, Port Jocelyn, VA 12101-5654

    Phone: +8524399971620

    Job: Central Manufacturing Supervisor

    Hobby: Jogging, Metalworking, Tai chi, Shopping, Puzzles, Rock climbing, Crocheting

    Introduction: My name is Edmund Hettinger DC, I am a adventurous, colorful, gifted, determined, precious, open, colorful person who loves writing and wants to share my knowledge and understanding with you.