1
Best Overall
Ariat Heritage R Toe Western Boots
Credit: Ariat
Ariat boots were designed for equestrians, so they will be sturdy, durable, and comfortable. They have a removable insole for extra cushioning and can be dressed up or down. Even better: You can select your foot and calf widths with this bestselling style for ultimate size customization.
2
Best Bargain
The Pioneer Woman Women's Mid-Calf Embroidered Western Boots
Now 29% Off
Credit: WalmartIf you're worried about your calf being too wide even after the research, go with a mid-calf option like this rather than a higher shaft. It will hit below the widest part of your leg. Leave it to The Pioneer Woman to also offer one that's affordable, functional, and lovely to look at!
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3
Flexible Outsole
Laredo Access Boots
Credit: Zappos
Whether you find select a regular or wide width option, the 15-inch shaft of this Laredo will provide you with a lot of room. It's also designed with a flexible outsole, meaning they'll break in faster and have you two steppin' in no time.
4
Most Modern
Frye Melissa Button 2 Wide Calf Boots
If you want to go somewhere in between full cowboy and cute riding boots, try this super popular style from Frye! The 16.5-inch shaft circumference not only make them easier to wear, but to pull on and off, too. Plus, all the various shades of brown and black are gorgeous.
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5
Comfort Technology
Idyllwind Women's Outlaw Western Performance Boots
Credit: Amazon
Great ready to step on stage with superstar Miranda Lambert's brand! There are several styles and shaft heights available in wide widths. This one in particular comes with comfort technology featuring a foam and latex cushioned footbed so you can dance on stage all night long.
6
Best Color Selection
IUV Cowboy Boots for Women
Credit: Amazon
While you can absolutely go for black or brown, if you're looking for a fun color like pink, check these out! The brand not only features pretty picks, but offers a full size chart if you scroll down so you know exactly what circumference you'll get with your size.
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7
Best Broad Toe
Shyanne Women's Xero Gravity Western Performance Boots
Now 41% Off
Credit: WalmartIf you're worried about squishing your little piggies into a point, try a broad toe style. Shyannes also feature a rubber performance outsole so they stay comfortable all day while also absorbing orders. Make sure you select "CW" for the wide calf option and you'll get an added elastic gore at the top for extra stretchiness.
8
8,000+ Reviews
Roper Riley Round Toe Casual Boots
Now 23% Off
Credit: AmazonWith this pair, you'll find a comfier round toe, a cushioned insole, and a flexible outsole that makes them very easy to wear. You'll also find several fun color options (though we love this contrast stitching!) and a convenient chart to match your calf circumference with your shoe size.
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9
7-Layer Comfort System
Durango Lady Rebel Pro Ventilated Western Boots
Credit: Durango Boots
Don't you love this fun pattern? It's also perforated, letting your leg breathe better. That's in addition to a seven-layer comfort system that keeps everything in that boot comfy, from your toes to your calf. It even has a hidden gore that expands for all day comfort, no matter what size you are.
10
Best for Parties
Yolkomo Western Cowboy Boots
Credit: Amazon
These boots are made for walkin'... to your next party! Wear these to everything from concerts to a night out on the town. Underneath the layers of shine you'll find soft, stretchy leather that will keep your legs comfortable no matter how long you stay out.
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11
Tallest Shaft
Journee Pryse X-Wide Calf Tall Western Boots
Now 30% Off
Credit: Famous FootwearIf you want a pair of tall boots, this pick will go right up to your knees! And they'll still fit over your calves, since Journee offers an extra-wide calf option that goes up to 17.5 inches depending on what size shoe you wear.
12
Worth the Splurge
Lucchese Priscilla Boots
Credit: Lucchese
Though she owns several pairs of cowboy boots, Ree's absolute favorite are from the heirloom-quality brand Lucchese. If you plan to wear them all the time, they'll be worth the investment. Their bestselling Priscilla comes in an "extended" width option for the calf in several stunning colors.

AnnMarie Mattila is the Senior Editor for The Pioneer Woman, covering a wide range of topics from food and cooking to home, beauty, style, and more.
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