When it comes to fall and winter outfits, shoes can make such a difference! We love having a few go-to pairs that work with just about everything, plus a couple of fun styles to make an outfit feel a little more special. From everyday sneakers and classic flats to cozy mules and boots, we rounded up some of our favorite options for the season!
Whether you’re looking for something comfortable for running errands, a shoe to dress up your favorite jeans, or the perfect boot for the holidays, there’s a little something for everyone. Let’s get into our picks!
Classic Flats With a Fun Twist
If flats are your vibe, these are some great options! The Madewell flats are a great neutral to wear with anything from dresses to jeans. The color is perfect for fall, and they’re pretty comfortable for a ballet flat. We think they’re a timeless style that you’ll be wearing for years to come!
Julie’s Pick: [The Mylie Ballet Flat by Madewell]
We love the neutral brown color of these! They have that classic ballet flat look that never really goes out of style, and the square toe gives them a little modern touch. They’re such an easy option to pair with jeans, trousers, or even a dress. Plus, they have cushioned Cloudlift padding for an extra bit of comfort!
Krista’s Pick: [Sam Edelman Michaela Mesh Flats]
These are a little more trendy, but we still think they’re made to last! They’re sheer with a leopard print pattern and a strap across the top. Super cute with black denim, or even a whole monochrome ecru outfit. We love when a shoe can add a little personality to an otherwise simple look!
Clogs, Mules & A Little Something Dressier
These two options are very different, but we love them both! If you want to go a little more dressed up, the Dolce Vita pointed-toe slingbacks are super chic. They would look so great with a satin skirt or a dress, and that cranberry color is perfect for Thanksgiving or Christmas!
Julie’s Pick: [CUSHIONAIRE Zola Women’s Penny Clog Mule]
The penny clog mules are a new favorite of ours! They’re super cushiony, with a memory foam footbed, but a little more polished than a traditional clog thanks to the penny loafer-inspired top. They come in several colors and are a great option if you want something comfortable that still looks put together. Perfect for chasing the grandkids around!
Krista’s Pick: [DV Dolce Vita Empress]
If you need a shoe for a holiday party or dinner out, these are such a pretty option! The pointed toe and slingback style feel a little dressier, and we absolutely love the rich cranberry color for fall and winter. Pair them with a satin skirt, a dress, or even tailored black trousers for an outfit that feels extra special.
Sneakers We’ll Wear All Season
We always love having a go-to sneaker during this time of year, and these are two winners! We recently tried out some of the Quince sneakers and were super impressed. They’re very similar to Julie’s Adidas pair on the right, but we love the leather and suede combination. Julie’s Adidas are a tried-and-true favorite, and we love this gray color with jeans. It goes with just about anything!
Krista’s Pick: [Quince Italian Leather & Suede Low Profile Sneaker]
These are such a good everyday sneaker! The mix of Italian leather and suede gives them a slightly elevated look, so they feel just as appropriate with your favorite jeans and sweater as they do with casual weekend outfits. We love a sneaker that’s comfortable enough for errands but still looks chic!
Julie’s Pick: [Adidas Japan Low Top Sneaker]
These are one of those pairs you’ll keep reaching for. We love the low-profile shape and retro-inspired look, and the gray detailing makes them especially easy to style. Wear them with straight-leg jeans, wide-leg trousers, or even a casual dress. They’re a great alternative when you want something a little more streamlined than a chunky sneaker!
Animal Print Is Still Having a Moment!
Animal print is here and still super popular! We love these two options because they’re an easy way to add a little interest to your outfit without going overboard. You can keep everything else neutral and let your shoes do the talking!
Krista’s Pick: [Old Navy Pointed-Toe Mules]
We love a pointed-toe mule for an easy outfit upgrade! They have that polished look that works with jeans, trousers, or a dress, but you can simply slip them on and go. These are a great option when you want something a little dressier than a sneaker without committing to a heel.
Julie’s Pick: [Sam Edelman Bianka Zebra Print Calf Hair Pointed Toe Slingback Pumps]
How fun are these?! The zebra print and calf-hair finish make these such a statement shoe. We love them with black denim, a simple sweater, or an all-black outfit. They’re also a great way to bring a little personality to a more classic wardrobe. Sometimes all you need is a fun pair of shoes!
Comfortable Mules for Everyday Wear
Two more pairs of comfy shoes! We love mules because they’re easy to slip on and off, but they can still look polished enough to wear out of the house. These are great options for those days when comfort is a priority but you still want to feel put together.
Krista’s Pick: [PROJECT CLOUD 100% Genuine Leather Mules]
These are a great everyday option if you love the ease of a slip-on shoe. The genuine leather gives them a more elevated look, while the simple silhouette makes them easy to wear with jeans, trousers, or your favorite casual fall outfit. We love having a comfortable pair like this by the door for busy days!
Julie’s Pick: [Quince Water Repellent Suede Clog Mule]
These are such a good fall and winter staple! They have that cozy suede look we love this time of year, plus a cushioned foam insole for comfort. One extra perk is the water-repellent suede, which makes them a practical option for everyday wear here in the PNW!! Pair them with jeans and a chunky sweater for an easy fall look!
The Boots That Make the Outfit
How pretty are these boots?! We love these styles for fall and winter, especially when you want your shoes to feel like part of the outfit. One is a sleek sock boot, while the other has a more structured ankle-boot silhouette. Both are great options for dressing up your favorite seasonal looks!
Krista’s Pick: [& Other Stories Leather Sock Boots]
A sleek sock boot is such a chic addition to your fall and winter wardrobe. We love the streamlined look because it works great with dresses, skirts, and cropped or wide-leg pants. These are the kind of boots that can take an outfit from everyday to dinner-ready without much effort!
Julie’s Pick: [Veronica Beard Kelby Bootie]
If you’re looking for a bootie that feels a little more elevated, these are great! We love a boot with a pointed heel for trousers, dresses, or wide-leg denim. It’s a great style to have on hand for holiday dinners, events, or any time you want to dress things up a bit!!
Our Tried-and-True Block Heel Booties
These are our tried-and-true favorite block heel booties! We love them in two different colors because they’re so versatile. A good ankle boot is one of those wardrobe staples you can pull out year after year, and these are easy to style with everything from jeans to dresses.
Julie’s Pick: [Steve Madden Define Block Heel Bootie in Brown Suede]
We love the warm brown suede for fall! It looks so pretty with cream, denim, and even chocolate brown. The low block heel makes these a great everyday bootie, whether you’re heading out for lunch or putting together a casual weekend outfit!
Krista’s Pick: [Steve Madden Define Block Heel Bootie in Black Leather]
You really can’t go wrong with a classic black bootie! Wear them with black jeans for a sleek monochrome look, or pair them with a dress and tights when the temperatures drop!
Loafer Mules & Cozy Slip-Ons
We couldn’t leave out a couple more easy, comfortable options! We love shoes that are simple to throw on but still look intentional, and these are great for everyday wear. One has a classic loafer-inspired look, while the other is perfect for cozy days at home.
Krista’s Pick: [CUSHIONAIRE Heritage Genuine Leather Suede Loafer Mules]
These are such a good mix of classic and casual! The suede upper and traditional penny-loafer details give them a polished look, while the backless mule design makes them easy to slip on.
Julie’s Pick: [DREAM PAIRS Women’s Platform Genuine Suede House Slippers]
Every fall and winter wardrobe needs a cozy pair of slippers! These are perfect for chilly mornings, lounging around the house, or slipping on after a long day. We love the suede look and platform style, which make them feel a little more fun than your basic house slipper.
Boots for When You Want a Little More Coverage
And of course, we have to talk about tall boots! They’re such a chic option for fall and winter, and they make it easy to create a polished outfit when the weather gets colder. Wear them with dresses and skirts, or pair them with jeans for a classic seasonal look.
Julie’s Pick: [Marc Fisher Langle Boot]
A tall boot is always a good investment for fall and winter! We love how easily this style can dress up a simple outfit. Pair it with a sweater dress, a skirt, or skinny jeans for a classic look you can wear all season long.
Krista’s Pick: [Sam Edelman Women’s Sylvia Boots]
These are another great option if you’re looking for a tall boot to add to your rotation. We love the versatility of a classic boot silhouette, especially when you can style it with everything from dresses and skirts to your favorite denim. Add a cozy sweater or a long coat, and you have an easy fall or winter outfit!
Wrapping Up
There are so many great shoe options for fall and winter, and you really don’t need a closet full of them to make your outfits feel fresh! A classic flat, a comfortable sneaker, a few versatile mules, and a great pair of boots can go a long way. Then, if you want to have a little fun, add in an animal print or a statement color!
Which pair is your favorite? We’d love to know what you’re adding to your fall and winter wardrobe!
Talk soon!
Xoxo,
Krista + Julie
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