20 Stylish and Functional Boots for Fall

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Come fall, you’re searching for cozy sweaters, warm tights and, most importantly, the perfect pair of boots. Cute fall boots usually aren’t hard to come by, but having them also be comfortable can be a challenge. That’s why we’ve rounded up a list of 20 pairs of fall boots that are not only stylish but also super functional. We’ve got suede and leather options, as well as ankle, knee-high and taller riding styles. Oh, and of course we have some booties on here! Most of the boots on this list are really affordable, but there are few that are on the more expensive side, but we promise, they are worth every penny and will last you years and years to come.

Looking for more fall fashion inspiration? Check out our list of the best fall jackets and fun fall outfit ideas.

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1

Modern Western Cowboy Distressed Boot

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Charles Albert
amazon.com

$34.95

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This pair tops our list with over 5,000 5-star reviews on Amazon. Available in a bunch of colors, you can wear them with a fun fall skirt or your favorite pair of skinny jeans. 

2

Ankle Boots

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GLOBALWIN
amazon.com

$43.99

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Reviewers say these boots are best for travel since they aren’t too heavy. They also come in at under $45, which is almost unheard of for fall boots! 

3

The Glove Boot ReKnit

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everlane
everlane.com

$156.00

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When testing to find the most comfortable shoes out there, the experts in the Good Housekeeping Institute found these to be the best booties. Reviewers on Everlane’s website agree, with one person saying the pair “fits beautifully and are so comfortable.”

RELATED: 22 Most Comfortable Shoes, Sneakers, and Sandals for Women

4

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Tux Loafer Boot

Chelsea Paris
chelseaparis.com

$450.00

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A true statement boot that will carry you effortessly from fall to winter. The quality is impeccable as is the design. They are also perfect for taking you from day to night. 

5

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Wide Calf Style

Knee-High Riding Boots

DREAM PAIRS
amazon.com

$49.99

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Finding a good wide calf style boot is nearly impossible, but this pair has over 3,000 5-star reviews on Amazon, with many touting just how great they fit.  

6

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Snow Shoe

BEARPAW
amazon.com

$82.57

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Cozy looking on the outside and comfy on the inside. The tread will work on slippery days and the treated suede won’t get ruined if they get wet.

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Rain Boots

everlane
everlane.com

$75.00

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These comfy and chic rain boots come with built-in insoles and elastic panels on the side for easy slip on.  FYI: Sizing is based on when worn with thick winter socks, so size up accordingly.  

8

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Magda Boot

ZouXou
www.zouxou.com/

$289.00

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Handmade in Argentina, the shoes are actually made on demand, meaning your pair was really made just for you. The low heel and memory foam-cushion are just what you need for everyday wear. 

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Snow Boots

Columbia
amazon.com

$89.95

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November and December are technically fall, and that means, you might find yourself in a snowy situation. These boots are a best-seller on Amazon thanks to being waterproof, comfortable and stylish. 

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Riding Boot

LifeStride
amazon.com

$67.13

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Perfect for a weekend away or walking the city streets, these riding boots pair well with a long flowy skirt or your favorite leggings and an oversized sweater. Wide sizes are also available. 

11

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Double Boot

Dr. Scholl’s Shoes
amazon.com

$58.91

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12

Snow Boot

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This winter snow boot offers function and style. Its sleek silhouette isn’t bulky or heavy, and the technology in this boot offers protection from the elements even in the coldest of weather.

13

Bailey Boot

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Sugar Foot
shopsugarfoot.com

$25.00

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A classic whiskey color is perfect for the fall season. The boot has an open-toe that allows your feet to breathe, but enough coverage to keep you warm. 

14

Saltwater Chevron Quilt Nylon Boots

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Fleece lined, waterproof and totally cute: These quilted boots will keep you happy as you splash around in the elements.

15

Red Booties

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Journee Collection
macys.com

$56.00

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Add a little color to your shoe wardrobe with these cherry red ankle booties. The side zip allows for easy on and off.

16

XODUS All Over It

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Sole Rebels
solerebels.com

$140.00

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Hand-crafted in Ethiopia, these boots have a leather body and are lined with wool. “This is the second pair of footwear I’ve bought from Solerebels. I like that I can wear them in two different ways. And they are so comfortable! It’s feels like I’m wearing fluffy house slippers to work,” one reviewer wrote. 

17

Black Knee-High Boots

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Propet
zappos.com

$134.95

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The neoprene placements on these knee-high boots are perfect for the extra stretch you need in the calf area.

18

Pointy Toe Booties

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MARC FISHER LTD
nordstrom.com

$178.95

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For the minimalist, these boots made of supple leather and a cushioned footbed is the answer to all your sartorial and comfort needs.  

19

Wedge Bootie

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Nine West
ninewest.com

$69.99

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A wedge heel is easy to walk in all day long. This black classic goes well with anything from your favorite pair of jeans to mini skirts with textured tights. 

20

Newton Ridge Plus Waterproof Hiking Boot

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Columbia
amazon.com

$89.95

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We do a lot of hiking in the fall, so if you’re looking for a good boot for that, this was rated the top pick from our testers and the experts in the Good Housekeeping Institute. The inside features a cushioned midsole and the Omnigrip rubber outsole provides excellent traction. 

RELATED: 13 Best Hiking Boots for Women, According to Footwear Pros

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