10 Cute and Comfy Fall Boots You’ll Wear All Season

From ankle booties to over-the-knee styles, these boots are classic additions to any wardrobe.

What’s the best part of the fall season, you ask? Is it the crisp, cool air? The pumpkin spice everything? The apple picking in quaint, small towns? While we love all of those things, it’s our opinion that the best part of fall is actually the fashion. We love bundling up in our favorite leather jacket and cozy knit sweaters, and we enjoy transitioning from our summer slides to our trusty boots. Tall boots! Ankle boots! Over-the-knee high boots! In the colder months, you can never have enough pairs of boots. That’s why we rounded up our 10 favorite pairs. Each style is trendy yet versatile—just what your fall wardrobe is begging for.

10 cute fall boots to shop now:

1. Black Pointed-Toe Booties

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Marc Fisher Oshay Pointed Toe Bootie

Shop it Nordstrom

You can’t go wrong with a classic pair of black pointed-toe booties, though this pair comes in several other colors (like tan suede and white leather), too. We love that these can look just as polished with a pair of leggings and a sweater as they do with jeans and a blazer.

2. Brown Suede Booties

asos brown suede bootieasos brown suede bootie

ASOS DESIGN Rye Heeled Ankle Boots

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Brown suede booties are casual but still look effortlessly put-together. Wear these with jeans and a festive fall flannel, or dress them up by pairing them with your favorite long-sleeve dress.

3. Knit Booties

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Everlane The Glove Boot in ReKnit

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Everlane’s soft, ribbed knit material contours to your foot for a supremely comfortable pair of chic booties. The shoes come in nine colors with a mix of neutrals and statement shades. Plus, all of the fabric is made from upcycled plastic bottles. What’s not to love?

4. Heeled Chelsea Boots

urban outfitters black heeled bootiesurban outfitters black heeled booties

UO Chloe Chelsea Boot

Shop it Urban Outfitters

Chelsea boots (which are known for their classic style and stretchy, elastic side fabrics) are the definition of versatility. Pair them with relaxed boyfriend jeans or pull them on with a pair of cozy leggings. Either way, their clean design, and durable platform bottom make them a fall footwear staple.

5. Suede Ankle Booties

lucky brand ankle bootie amazonlucky brand ankle bootie amazon

Lucky Brand Women's Basel Ankle Bootie

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Low, casual ankle boots are the ultimate laid-back and easy style for fall. These fun leather booties pair well with skirts and dresses or a simple pair of cuffed jeans. The zipper accent adds a bit of flair, too.

6. Over-The-Knee Boots

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Chinese Laundry Fame Over the Knee Boot

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Over-the-knee boots are essential for fall and winter, and these feature a stretchy back panel for added comfort around your calves. A low, stacked heel also makes them easy to walk in, which is key for all-day wear.

7. Snakeskin Booties

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UO Margot Patent Boot

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These sleek, snakeskin boots jazz up any outfit. Wear this fun pair with neutral clothing to make them the focal point of your ensemble.

8. Lace-Up Boots

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Naturalizer Callie Lace-Up Boot

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Lace-up booties are this season’s must-have item. This pair has a higher heel but features a cushioned, contour footbed for added comfort.

9. Classic Riding Boots

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LifeStride Women's Xandywc Riding Boot

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While booties have become more popular in recent years, tall boots are a classic staple that won’t ever go out of style. Plus, they keep you comfortable and warm on colder days. This affordable pair features a wider calf for a roomier fit.

10. Sturdy Booties

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Dr. Martens Embury Booties

Shop it Zappos

These rugged leather boots are the definition of cool-girl style. The popular Doc Marten’s style comes with a removable footbed for all-day comfort and soft fabric lining to keep your feet warm. Plus, the deep grooves in the outsole provides great traction—a necessary consideration for when the leaves start to fall!

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