27 Best Fall Boots for Your Most Stylish Autumn Yet

Riding boots had a major moment in the early 2010s, but they’re making a big comeback this fall. And honestly, when they’re as cute and sleek as this pair from Reformation, I can’t be mad at them. The rigid, high-quality leather will stay in place without slouching, perfect for layering with slim jeans or pairing with midi-dresses. (This pair could even pass for Hermès, but with a much lower price tag.)

• Sizes: 5–11
• Colors: 2 options
• Material: Leather

Classic Ugg boots come in every imaginable length these days, but I recommend this ankle-boot iteration over everything else. While I’ve worn mid-calf and super-short silhouettes before, I like that these offer some coverage, but don’t leave my feet roasting in them on warmer fall days. Paired with Alo leggings and a cozy hoodie, they’ll make you look like an off-duty model.

• Sizes: 5–12
• Colors: 6 options
• Material: Leather

Animal prints and bold textures are having a major moment for fall, so if you’re looking for an eye-catching boot to level up your every day style, these are a standout option. Tuck in your skinny jeans, or let your wide-leg trousers cover everything but the toe—either way these boots command attention.

• Sizes: 6–10
• Colors: 1 option
• Materials: Calf hair

Like the barn jacket, rain boots are a practical staple that have crossed over into stylish territory for fall. Imagine wearing Coach’s colorful boots with a ruffled dress to feel like you’re splashing around the English countryside.

• Sizes: 5–11
• Colors: 4 options
• Materials: Rubber

Simple is often a good thing when it comes to footwear—when you’re considering the cost per wear, a polished, easy silhouette is one you’ll find a million ways to wear. This boot from Sam Edelman comes in five classic color options too.

• Sizes: 5–11
• Colors: 5 options
• Materials: Leather

Blondo has perfected the over-the-knee boots, and if you’re looking to invest in a pair that will last this season and beyond, let these be it. Crafted from smooth suede in brown and black, this block-heeled pair also features a stretchy back shaft for comfort and flexibility. Oh, and they come pretreated to hold up to fall’s surprise showers and snowstorms.

• Sizes: 5.5–11
• Colors: 3 options
• Material: Leather

Doc Martens add some edge to any outfit that could use a little more intrigue (or traction). No wonder they’re mainstays at cold-weather concerts and pumpkin patches. Try a soothing sage or baby pink this fall in lieu of standard black.

• Sizes: 5–11
• Colors: 4 options
• Material: Leather

Though they’re not a new edition to the trend cycle per se (who can forget the cultural chokehold of Balenciaga’s Knife boots), this fall, they’re taking a functional twist. Stretchy, soft leather means there’s no worry about breaking these boots in.

• Sizes: 5–11
• Colors: 2 options
• Materials: Leather

You’ve already seen them on the feet of Beyoncé and Bella Hadid, but cowboy boots will only be more popular for fall. Even if you’re not heading to a country concert, this iconic footwear makes a statement for those who aren’t afraid to have a little fun.

• Sizes: 5–11
• Colors: 11 options
• Materials: Suede

I did a deep dive on Taylor Swift’s style last year, and I came away with an epiphany: The star loves Reformation boots. While she hasn’t stepped out in this pair yet—at least that I know of—it fits her formula perfectly, featuring supple suede, a deep chocolate hue, and a walkable kitten heel. If you have a fall wedding coming up, bookmark these beauties; they’ll go with any dress. And while they’re certainly an investment, if they’re good enough for Taylor…

• Sizes: 5–11
• Colors: 3 options
• Material: Leather

Featuring all the slouch you could ever want, these tall suede boots bring a little boho glamour to midi-dresses and trendy denim maxiskirts. The best part here is that you can control the level of slouch, whether you prefer a few slight ripples or total scrunch. “I suggest ordering a half-size up if you want to wear thick socks,” notes one reviewer, who also raves about the pair’s “nice, soft leather.”

• Sizes: 6–11
• Colors: 3 options
• Material: Leather

Keep the biker vibes going with these hardware-heavy boots from emerging label Freda Salvador. It’s a luxe-looking alternative to some of the bold runway options from the likes of Miu Miu and Chloé. The buckle and strap touch on the pirate-boot fall trend we’ve been seeing on runways. Style your pair with a leather jacket, a miniskirt, and tights.

• Sizes: 5–11
• Colors: 1 option
• Materials: Leather

Tan suede booties with a stacked heel are another classic style to have in your fall fashion rotation. In this case, while highly versatile, these boots will fit right in with some of the Western and boho fashion trends popping up for the months ahead.

• Sizes: 5–11
• Colors: 7 options
• Materials: 65% Suede, 23% leather, 12% polyester

While some pairs of leather knee boots can be less than friendly to wider calves, this extra-wide-calf option from Dolce Vita (part of the brand’s newly expanded sizing) is a welcome exception. The kitten heel and chocolate leather fit right in for fall 2025, meaning they’re both inclusive and stylish.

• Sizes: 6–13 in standard-, wide-, and extra-wide-calf
• Colors: 2 options
• Material: Leather

Again, like countless celebrities and cool girls before her, Zendaya wore these boots in 2024. (Iris Apatow is another notable fan.) An icon of the ’60s and ’70s, the Frye Campus style features a stacked heel that’s ideal for walking and a durable leather upper that will hold up for years to come. And that’s great news, considering these things never go out of style; this season, they’ll look best with boho pieces like floral skirts or ruffled dresses. “I’ve had my Frye boots for over a decade and they’ve held up exceptionally well–plus there wasn’t an annoying break in period. The one demerit is they’re hard to pull off,” says Glamour’s commerce director Brie Schwartz.

• Sizes: 5.5–13
• Colors: 5 options
• Material: Leather

A slightly dressier take on the combat boot, these lace-up shoes from French label Sezane add edge to your favorite fall looks. A handy zipper makes them easy to pull on and off, while a lug sole keeps your feet clear of puddles.

• Sizes: 4–11
• Colors: 1 option
• Materials: Patent leather

For a trendy pair of boots you’ll want to wear year after year, go with Madewell’s kitten-heel gem. Lean into their relaxed elegance with a striped button-down, mid-blue jeans, and oversized sunglasses. Just a warning: I expect these pointy-toe boots, like all of Madewell’s best footwear, to sell out long before the season ends, so hop on them while your size is still in stock.

• Sizes: 5–12
• Colors: 1 option
• Material: Leather

Designed to help you navigate through whatever the elements may throw your way, these lug-sole boots have a rubber toe and tall shaft. But, just because they’re practical doesn’t mean they skimp on style.

• Sizes: 5–11
• Colors: 1 option
• Materials: Leather

Things are getting wild this fall. Nothing makes an otherwise plain outfit pop like a pair of statement boots, and this snakeskin-effect pair is especially great.

• Sizes: IT 36–41
• Colors: 3 options
• Materials: Calf leather

A white ankle boot sits somewhere between trendy and timeless—it’s a polished option that is slightly more unique than black or brown. Miista’s kitten-heel silhouette is a favorite for wearing to work.

• Sizes: IT 35–42
• Colors: 1 option
• Materials: Patent leather

You might not be a biker, but you can at least channel some of that lawless energy into your fall outfit ideas with these harness boots. Available in smooth leather, this pair wouldn’t look out of place on the Chloé runway; style them with a sheer skirt or a plaid dress to lean into the boho fantasy.

• Sizes: 6–10
• Colors: 3 options
• Materials: Synthetic materials

While there was plenty of rugged hardware on the runways, this jewelry-like take from Isabel Marant has a certain elegance that puts it at the top of our shopping list. The slouchy silhouette is right on trend for fall, and this boot would make an easy addition to your work wardrobe.

• Sizes: FR 36–41
• Colors: 1 option
• Materials: Suede

Textured croc-effect leather is another highly wearable trend to consider when you’re making additions to your fall wardrobe. Toteme, the Scandi brand beloved for its quiet luxury designs, has created a boot that’s already selling out online.

• Sizes: 5–11
• Colors: 1 option
• Materials: Leather

I’m a huge fan of Blundstone’s hardy Chelsea boots, which originated as workwear for Australian ranchers. These days, the rugged, refined booties are now standard-issue among New Yorkers, including me; they’re impervious to rain and snow, and they look great poking out of jeans and black trousers. Plus, they’re genuinely supportive and comfortable, keeping my feet dry and happy through extra-active days.

• Sizes: 6–10
• Colors: 4 options
• Material: Leather

A longtime favorite of boho-loving celebrities like Sienna Miller and Chrissy Teigen, the Susanna boot is back in the spotlight. Thanks to the resurgence of Chloé in recent seasons, some of the brand’s early-aughts silhouettes are back and worth wearing again.

• Sizes: 5–11
• Colors: 3 options
• Materials: Leather