The Cutest Boots to Wear for Fall
From Chelsea boots and riding boots, to modern booties and OTK styles, there's an option for every aesthetic.
Every item on this page was chosen by a Town & Country editor. We may earn commission on some of the items you choose to buy.
When it comes to seasonal dressing, fall takes the cake by far. Think about the very many cozy sweaters and outerwear options (camel coats! quilted jackets! tweed jackets!), all those rich colors and textures we get to incorporate into our looks again, and the boots. Oh, the boots! Nothing ties an autumnal ensemble together quite like a good knee-high riding boot, a shearling-lined suede bootie, or a classic Chelsea boot. They're really the anchor of your fall wardrobe. And now with cooler days just around the corner, there couldn't be a better time to do some serious shopping than now. To help you with your search, we've rounded up some of cutest boots to get you in the autumn mood.
Take a page from Kate Middleton's book and accent your fall style with a cute pair of riding boots.
Size Range: 4-11
Material: 100% leather
Heel Height: 1.25"
Marc Fisher LTD Yale Chelsea Boot
Meet your new everyday boot. A Chelsea boot is a wardrobe staple, and this heeled version hits the perfect balance between dressy and casual for any event.
Size Range: 5-11
Material: 100% leather
Heel Height: 1.5"
It is no secret that Margaux makes shoes that are sinfully comfortable and these T&C-loved boots are no exception. Change things up with a pair of brown suede booties that work with a variety of color palettes and levels of dressiness.
Size Range: 3-13.5
Material: Italian suede
Heel Height: 2.5"
La Canadienne Abba Genuine Shearling Lined Waterproof Bootie
La Canadienne Abba Genuine Shearling Lined Waterproof Bootie
As far as boot brands go, La Canadienne excels at creating styles that are both fashionable and functional. T&C's Sophie Dweck is absolutely obsessed with these lug sole booties featuring a plush shearling trim and lining and easy-on, easy-off frontal zipper. They're uber lightweight and supportive, ridiculously cozy, and best part of all, waterproof!
Size Range: 5-11
Material: Leather & shearling
Heel Height: 1.75"
L.L.Bean Women's Bean Boots
L.L.Bean Women's Bean Boots
Every preppy closet deserves a pair of these iconic boots for long leafpeeping walks and apple picking adventures.
Size Range: 5-11
Material: Full grain leather & rubber
Sarah Flint Perfect Zip Bootie 70
Sarah Flint Perfect Zip Bootie 70
Behold, a goes-with-everything pair that looks equally chic with a girly maxi dress and gold hoops as it does with casual wide leg jeans and a white button down shirt.
Size Range: 4-13
Material: Leather
Heel Height: 2.75"
The cowboy boots trend isn't going away anytime soon, and now's the time to invest. Consider this Western-inspired style, which contrasts nicely with silky skirts, feminine floral dresses, and beyond.
Size Range: 5-12
Material: Leather
Heel Height: 2"
UGG Ultra Mini Classic Boot
Classic UGG boots have been a fall go-to for years for a reason: there's nothing cozier.
Size Range: 5-12
Material: Genuine shearling & UGGplush wool-blend lining
Isabel Marant Crisi Suede Ankle Boots
Isabel Marant Crisi Suede Ankle Boots
It doesn't get much more effortlessly undone and French than Isabel Marant's Crisi booties. And for those who like a little extra height from their shoes: fear not, these have an interior wedge heel for just a smidge more lift.
Size Range: FR35-FR41
Material: Suede
Heel Height: 2.75"
3.1 Phillip Lim Alexa 70MM Leather Ankle Booties
3.1 Phillip Lim Alexa 70MM Leather Ankle Booties
What's a fall wardrobe without a suede bootie or two? This pair is perfect for those autumn days when it's not quite warm but still not quite cold. Plus, the leather buckle adds interest to even the most low-key ensembles.
Size Range: 5-11
Material: Suede
Heel Height: 2.75"
Aquatalia Carisa
Aquatalia Carisa
Aquatalia's boots have been a go-to for Kate Middleton for years, and this season couldn't be a better time to treat your feet to a timeless everyday pair from the royal-loved brand.
Size Range: 5-12
Material: Leather
Heel Height: 1.6"
When in doubt, a good pair of lace-up boots and jeans will never fail.
Size Range: 6-11
Material: Leather
Heel Height: 1.5"
Sam Edelman Codie Square Toe Bootie
Certain fashion rules are meant to be broken sometimes. Case in point: these modern go-go boots.
Size Range: 5-11
Material: Leather
Heel Height: 3.5"
DuoBoots Haltham Tall Knee High Boots in Black Leather
DuoBoots Haltham Tall Knee High Boots in Black Leather
As those with wider calves know, finding the perfect tall boot can be a struggle. Enter DuoBoots: the England-based brand offers an array of styles with eight different calf sizes to accommodate narrow, standard, and wide fits. They're even available in petite, standard or tall, depending on your height!
Size Range: 6.5-12
Material: Leather
Heel Height: 1.5"
Between the stretchy ribbed upper that comfortably hugs your feet and a not-too-high, not-too-low heel designed for all-day wear, what you're look at is a boot that was certainly made for walking. The style happens to also be sustainable, making it a stylish eco-friendly choice.
Size Range: 5-11
Materials: 88% recycled polyester, 10% nylon, 2% elastane, 100% leather details
Heel Height: 2"
Stuart Weitzman Yulianaland 60MM Leather Over-The-Knee Boots
Stuart Weitzman Yulianaland 60MM Leather Over-The-Knee Boots
Stuart Weitzman is justifiably famous for his over-the-knee boots, and fall is the ideal time to finally invest in a pair. You'll wear them everywhere and with everything.
Size Range: 3.5-13
Materials: Suede
Heel Height: 2.36"
A sleek suede upper and stacked heel make these waterproof boots so fashionable no one will ever realize how rugged they are.
Size Range: 5-12
Materials: Waterproof suede and leather uppers
Heel Height: 2.75"
ba&sh High-Heeled Ankle Boots
If black feels too harsh and brown feels too neutral, a taupey-gray color makes for stylish alternative during the cooler months, and these Western-inspired ankle boots are bound to be the star of your fall wardrobe.
Size Range: 36-41
Materials: 100% split cowhide
Heel Height: 2.6"
Neil J Rodgers Eva Slouch Boot
Neil J Rodgers Eva Slouch Boot
These slouchy boots are the epitome of a wear-everywhere-and-with-everything kind of shoe. The burgundy hue is beyond and off the beaten track, and it pairs beautifully with just about everything: a maxi dress, a knee-length skirt, straight leg jeans, wide leg trousers—you name it.
Size Range: 35.5-41
Materials: Nappa leather
Heel Height: 2.16"
Charlotte Stone Paz in Luggage
Charlotte Stone Paz in Luggage
Take your love of clogs into a fall with a boot version featuring a cognac leather upper and walkable wooden heel. They also come in several pretty autumnal colors and finishes, like emerald suede, camel suede, and black leather, as well punchier hues like fuchsia and lilac.
Size Range: 4-13
Materials: Nappa leather
Heel Height: 4"
Lauren Hubbard is a freelance writer and Town & Country contributor who covers beauty, shopping, entertainment, travel, home decor, wine, and cocktails.
Sophie Dweck is the associate shopping editor for Town & Country, where she covers beauty, fashion, home and décor, and more.
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