The 7 Types Of Comfort Shoes You’ll See Me ACTUALLY Wearing This Winter

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This post started out as the two types of comfort shoes I’m actually wearing….and those two shoes of course were #1 “House Shoes” and #2 “Sneakers with SuperFeet”…the end. With the crisper weather, though, this post quickly and excitingly evolved to include seven categories of shoes I’m actually wearing…your usual Linzi Monster Shoe Post. I forgot how much I LOVE fall boots and clogs…and providing ALL the comfy options.

*To Shop A Specific Category, Click On The Comfort Shoe Table Of Contents Below Or Go To Shana and My Top Picks Here.*

Comfort Shoes For Fall & Winter (By Category)


Table Of Contents

1. Casual Booties (Low Heel)
Incorporating my new comfy Fly Londons while doing the afternoon kid-activity schlep.

2. A Bit Dressier Booties (Higher Heel)
Wearing walkable higher-heeled boots when I’m allowed to leave the house SANS children…total mood boost!

3. Clogs
These clog boots for outdoor hang-outs, but THESE lined Dansko clog boots when it gets super-cold.

4. Fashion Sneaks
Getting SO much use out of these cute Madewell sneakers (with SuperFeet if I’m walking ALL day).

5. House Shoes
Ummmm….maybe the most important category this year? I decided my toes needed more freedom, so these in black are arriving soon.

6. Cozy Snow Boots
My older version walkable snow boots from the same brand are lined up and ready for physically distanced snow hangouts.

7. Date Night (Or Work) Shoes
I wore these heels last week. Yes…Heels! Real Heels! Much needed date night, and I felt fabulous in them.


**I always give a disclaimer that comfort shoes (especially boots) are expensive. Really expensive. In general, though, I have found that I get a ton of use out of my high-quality comfort shoes from well-respected brands. If there’s a style I truly love that makes my feet happy, it has been worth the money for me. I wear them for years and years. For budget-friendlier comfort, my suggestion is to take advantage of when these brands go on sale! We’ll share on IG when our favs are discounted, or click on the heart below your favorites below and you’ll automatically get a notification when they go on sale!

Fall & Winter Comfort Shoes: Our Top Picks

Lots of options, lots of brands, lots of styles, but with the glorious common thread, of course, of lots of comfort. Let’s get started… 

Sorel, UGG, Vionic, Cordani & Dansko -- so many stylish, comfortable shoes this fall & winter, so few places to go. But we're actually wearing these 7 styles.

Linzi’s Picks: 1 | 2 | 3 | 4 | 5 | 6 | 7
Shana’s Picks: 1 | 2 | 3 | 4 | 5 | 6 | 7

The 7 Styles Of Comfort Shoes I’m Actually Wearing

1. Casual Low-Heeled Boots

Sorel, UGG, Vionic, Cordani & Dansko -- so many stylish, comfortable shoes this fall & winter, so few places to go. But we're actually wearing these 7 styles.

At Nordstrom | At Zappos | Higher Shaft Version (that I LOVE)

In Browns, Tans & White …

…Or Easy Black.

SUPER-Cozy Options Too.

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2. Just-A-Bit Dressier Higher-Heeled Boots

Sorel, UGG, Vionic, Cordani & Dansko -- so many stylish, comfortable shoes this fall & winter, so few places to go. But we're actually wearing these 7 styles.

At Nordstrom

In Earthy Tones…

…Or Chic Black

Playful Options Too

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3. Clogs, Clogs, Clogs

Sorel, UGG, Vionic, Cordani & Dansko -- so many stylish, comfortable shoes this fall & winter, so few places to go. But we're actually wearing these 7 styles.

At Amazon | At Etsy | At Lotta

In Clog Shoe Styles…

…Or Clog Boots

**Check Out Laura’s Comparison Of No. 6 Vs. Swedish Hasbeens Here. **

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4. Fashion Sneaks

Sorel, UGG, Vionic, Cordani & Dansko -- so many stylish, comfortable shoes this fall & winter, so few places to go. But we're actually wearing these 7 styles.

At Madewell

Lighter Shades

Darker Shades

Truly Bold

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5. Comfy House Shoes

Sorel, UGG, Vionic, Cordani & Dansko -- so many stylish, comfortable shoes this fall & winter, so few places to go. But we're actually wearing these 7 styles.

At Nordstrom | At Zappos | At Backcountry

Comfy House Shoes

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6. Cozy Waterproof Snow Boots

Sorel, UGG, Vionic, Cordani & Dansko -- so many stylish, comfortable shoes this fall & winter, so few places to go. But we're actually wearing these 7 styles.

At Nordstrom | At Zappos | At Backcountry | At Sorel

Cozy Waterproof Snow Boots

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7. Date Night (Or Work) Shoes

Sorel, UGG, Vionic, Cordani & Dansko -- so many stylish, comfortable shoes this fall & winter, so few places to go. But we're actually wearing these 7 styles.

At Nordstrom | At Dillards

Flats & Heels

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Shout out what comfort shoes you guys are loving…you know I’m always happy to hear about other people’s happy feet as well!

For you wide and narrow ladies, I’m once again disappointed in the selection for you guys. Was excited to see some cute options from Walking Cradle, Vaneli and of course Naturalizer, but feel free to shout out any brands you’re loving in the comments for other narrow and wide folks.

Look for my pros/cons of the shoes I tried soon-ish! There are A LOT this year!

-Linzi

20 Pieces To Wear Year-RoundSign up for The Mom Edit Daily below to instantly get the guide.

ps. this one’s for the pinners…

Sorel, UGG, Vionic, Cordani & Dansko -- so many stylish, comfortable shoes this fall & winter, so few places to go. But we're actually wearing these 7 styles.