The Cutest, Comfiest Boots to Get You Through the Season Blister-Free
MADE FOR WALKING
A pair of killer kicks are typically just that — killer on your feet. But here at PeopleStyle, we don’t believe in sacrificing for style, so we found the most cushiony, comfortable version of every type of boot — over-the-knee, heeled, riding — to get you looking and feeling your best.
TARYN ROSE OVER-THE-KNEE-BOOTS
You can last all day in these over-the-knee boots thanks to the stretch back inset, shock-absorbing footbed and contoured arch support.
Buy It! Taryn Rose "Catherine" over-the-knee boots, $375; nordstrom.com
NATURALIZER HEELED BOOTS
It's not everyday you find a pair of 3-in. heels included in a "comfy boot" gallery, but this pair's footbed is made with special contour technology for unbelievable support and cushion.
Buy It! Nautralizer "Rae" bootie, $169.95; nordstrom.com
SPERRY CHUKKA BOOTS
If the only thing that makes you feel better about retiring your boat shoes in the fall is that you can break out your flannels, you're going to love this Sperry mash-up. The brand designed its signature shoe style in a red flannel print and gave it a cold-weather makeover by adding a heat-retaining layer between the cushioned sockline and outsole.
Buy It! Sperry Pike Remi Chukka, $84.95; sperry.com
VIONIC RIDING BOOTS
Sure, you can find similar-looking boots almost anywhere - but what this pair has that others don't is a special biomechanic orthotic footbed that aligns your feet and relieves heel pain. They'll be your new “ride" or dies in no time.
Buy It! Vionic "Storey" tall boot, $249.95; zappos.com
FRENCH SOLE BOOTIES
The brand that's known for perfecting the comfy ballet flat put just as much thought into the wearability of its boots too.
Buy It! French Sole "Eva" boot, $265; amazon.com
TOMS CHELSEA BOOTS
Before you buy a statement shoe to wear on the holiday party circuit, make sure it has a comfort insole like this pair from Toms so you can stay on the dance floor all night long.
Buy It! Toms faded rose velvet women's "Ella" booties, $99.95; toms.com
SAS LEATHER BOOTIE
The soft tumbled Italian leather provides comfort, while the rugged heeled sole absorbs traction, which means you'll get plenty of mileage out of these classic black boots.
Buy It! SAS "Maddy" boot, $294.95; zappos.com