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We’ve all been there: You leave the house looking fabulous in your high heels only to feel that arch ache and toe blister a mere ten minutes out the door. Eight hours later and you’re vowing never to put yourself through that pain again. But comfort is all in the selection. And these 15 pairs are made with that in mind—without skimping on style. 

RELATED: 34 Stylish Tops to Throw on Top of Jeans

comfortable booties for fall 2

Chelsea Boot

The wide, low heel on these waterproof booties makes them perfect for running errands all…day…long.

Cole Haan ($250)

comfortable booties for fall 14

Wooden Block Heel

A stacked heel offers extra support to your arch and keeps the pressure even through your whole foot. 

Kaanas ($174)

comfortable booties for fall 10

Gold-Framed Heel

If you’re not so into heels but want to dress up your day-to-night outfit, look no further than these mod booties.

Tory Burch ($398)

comfortable booties for fall 8

Brocade Stovepipe Heel

Get in on the tapestry trend without having to sacrifice your mobility.

Kenneth Cole ($79)

comfortable booties anthropologie fix

Pearl-Embellished Heel

’Tis the season for statement boots (that don’t kill your feet).

Bettye by Bettye Muller ($148)

comfortable booties for fall 11


Stuart Weitzman is a fan favorite for wear-all-day shoes, so this millennial-pink pair is a no-brainer.

Stuart Weitzman ($535)

comfortable booties for fall 4

Worn Leather Boots

These guys have a cushioned footbed and come in five colors if you’re more of a gray suede kind of gal.

Kork-Ease ($200)

comfortable booties for fall 13

Bright White

Small heel, huge statement.

Joie ($338)

comfortable booties for fall 3

Western Stacked Heel

This cushioned shoe will do you one better: It’s made with memory foam.

Blondo ($165)

comfortable booties for fall 7

Red Suede

Reviewers swear by these practical booties, saying they’re just the right amount of trendy and comfortable enough for a long day on your feet.

Free People ($168)

comfortable booties for fall 15
Neiman Marcus

Woven Embroidery

These slip-on booties will take your jeans-and-a-tee look from average to #OOTD ready.

Sam Edelman ($140)

timberland weatherproof booties


Everyone’s favorite work-boot brand is finally using its practical talents for fashion-forward footwear.

Timberland ($96)

comfortable booties for fall 5

Studded Block Heel

The thicker the heel, the more comfortable the shoe. (The studs are just for fun.)

Dolce Vita ($180)

comfortable booties for fall 6

Mid-Rise Suede

Clean, uncomplicated styling makes this block-heeled bootie endlessly wearable. 

Corso Como ($160)

comfortable booties for fall 12


This heel clocks in slightly under two inches, meaning you can dance the night away without needing to pack a pair of flats.

Madewell ($198)

RELATED: Your Complete Fall 2017 Shoe Guide

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