I have long considered shoes the most important finishing touch to any outfit. The right pair of shoes can make or break a look in my opinion and so often it can be easy to wonder which shoe goes with each outfit. It is why I have also built out a closet of timeless shoe styles that I have worn for many years.
It’s also why I invest in brands that make high quality shoes that put up with lots of wear. As a New Yorker I walk thousands of steps every day and my shoes need to be able to hold up.
If you’re looking to invest in your closet and build out a shoe capsule wardrobe of essential styles, you’ll find today’s post helpful.
30 Must–Have Shoes For Women
White Sneakers
I was convinced to buy these Common Projects sneakers after seeing my friend Jenny always looking so casually cool and put together in them. They are perfectly slim + sleek meaning they literally go with everything I own.
I love these sneakers and have worn them an almost embarrassing amount of times since getting them in 2018. I now bring them on pretty much every trip since they are so versatile. I wear them with dresses, with shorts, with jeans – you name it. I wore my first pair so much over three years that I have since bought another pair.
A head’s up that the sizing on the sneakers is funny – I took them in a size 36 when I’m usually a 37 in European shoes. A full review of them is here along with some more affordable look alikes.
Another similar style to consider: the Veja Esplar sneakers are a more affordable alternative to my Common Projects and I got them in a beautiful brown suede to wear with all my ivory sweaters in the Fall and Winter. They’re not as buttery soft as my Common Projects by any stretch but you can wear them in and get them feeling good in no time. They are a great shoe for travel as they can go with jeans and/or skirts and dresses. I also own them in the Black colorway.
A sleek, stylish white sneaker is truly a shoe every woman should own.
Low Block Heel Sandals
I have worn my Stuart Weitzman Nearly Nude sandals with a stacked heel pretty heavily. I’ve worn them to every wedding I went to for the past several summers and with countless other dresses for more casual affairs.
These shoes are so comfortable. They’re the perfect height, they are great to walk in. I can’t say enough about these as a worthwhile investment for a comfortable heel.
This pair by Sarah Flint is another I love for comfort and style. They have a lower heel version, too if that’s more to your preference.
You can use code SF-MEGHAN for 15% off your Sarah Flint order.
Strappy Heeled Sandal
Strappy sandals will never go out of style. A good pair will always pair well with a dressier black dress. Pick whatever heel height that you feel comfortable with.
Wearing the above pair.
Heeled Slingbacks
Every year for my birthday I buy myself a gift and a few years ago it was the Chanel slingbacks. I thought about these shoes for several years, tried them on several times and never bit the bullet.
Now, I can’t imagine my shoe collection without these because I wear them so much! They elevate every outfit and can go with jeans just as easily as they can a pretty summer midi dress. They’re comfortable because of the low, stacked heel and can put up with the many steps I take in them running around.
If you like the style and not the price, this, this and this are more affordable options.
Related: What to Wear with Chanel Slingbacks
Woven Leather Sandals
I rely heavily on a pair of cognac sandals and a pair of black sandals to pair with all my favorite summer dresses during warmer weather. The YSL Tribute Sandals are sleek and timeless in style. They are not my most comfortable but they are good for shorter outings.
Per recommendations, I sized up half a size to a 37.5 in these.
Ankle Wrap Sandals
A beautiful, flat leather sandal with an ankle wrap like this pair by Margaux is a great style that you’ll be able to dress up or dress down. I get so much wear out of them in summer! I love how they elongate my leg.
Or, if you prefer no ankle wrap, try this style by Margaux.
Croc Embossed Sandal
For another dressier sandal style, reach for a pair in a croc embossed leather.
This pair by Emme Parsons sold me on the brand. They are beautifully made and now I can’t wait to shop more shoes from the brand. This pair is high on my wish list now.
Ballet Flats
These Chanel ballet flats were another investment pair of shoes I thought about for a long time before I actually bought them in 2016.
I treasure these shoes and the sentiment they hold as I bought them while in Paris just before I started my self employment journey. They remind me of a time where I was full of hope and excitement and they always remind me of one of my most special trips to Paris.
These flats are so comfortable, have the prettiest design that goes with so much and make any outfit look a bit more dressed up. I wear them with jeans, with shorts and with dresses.
I consider these a signature shoe for me and reach for them so often.
I also have them in black:
And in an all-tan version, too:
I also have a more affordable pair by Margaux that are timeless. And J.Crew makes a pair under $130, too.
Metallic Sandal
I love a metallic sandal with a small heel when I want a dressier sandal with a particular look in warmer months.
Suede Knee High Heeled Boots
These Larroude boots are gorgeous and so comfortable. They pair beautifully with dresses and skirts.
An elegant boot like this pair is such a stylish way to upgrade any outfit.
Stacked Heel Boot
And a similar style that I often reach for is a stacked heel leather boot like my Loeffler Randall Goldy Boots.
Converse All Star Sneakers
Love a sportier sneaker? There’s a lot of reasons the Converse All Stars have been iconic sneakers for decades.
I bought the Converse All Stars in black after seeing French girls style them in so many cool ways. They are perfect for wear for me in Paris and New York in Fall & Winter.
I love that you can now also customize the colors on each pair you get when shopping on Converse.com. I made myself a pair of all-white ones to wear during Spring and Summer.
As the shoes are unisex be sure you consult the size guide before ordering!
The Calf Boot
This stylish and sleek pair of boots is perfect with dresses and skirts.
You can use code wit&whimsy15 for 15% off your purchase of Inez shoes when you purchase through this link.
Timeless Loafer
A comfy, buttery leather loafer never goes out of style. I love this affordable pair by Sam Edelman.
I also have the investment pair by Gucci (below) and the beautiful Elba pair by Freda Salvador.
Mule Loafers
These Gucci loafers are a great staple mule shoe as I think they elevate any outfit. Better yet? They go with pretty much every one of my favorite pair of jeans. I sized up to a 37.5 in these.
You can get the look for less with this Sam Edelman pair.
Espadrilles
These comfortable espadrilles look just as good with jeans as they do with dresses and skirts. I’ve worn them so much in the Spring and Summer. They are super comfortable and look designer without the designer price tag. A quintessential European inspired shoe style.
They come in a variety of colors and heel heights, too.
I also have the black pair.
Related: The Best Shoes for Summer
The Perfect Pump
An iconic shoe in any woman’s closet. I love how a pointed toe pump elongates your leg and can go with jeans, skirts and dresses.
One of the most comfortable pairs of heels I own = the Sarah Flint Perfect Pump. Expertly crafted with comfort in mind, the soles feel like little clouds which makes scooting around town easy, breezy in these. I also love that they come in three heel heights and multiple colors.
I own the Black, Taupe, Espresso & Red and am eyeing the new Navy style, too.
You can use code SF-MEGHAN for 15% off your Sarah Flint order.
The Feminine Flat
The Sarah Flint Natalie Flat is a go-to shoe for me for its feminine silhouette and comfortable design. I own this shoe in multiple colors and have blogged about this great shoe here, here & here. I reach for these flats time and time again – they are so worth the investment.
You can use code SF-MEGHAN for 15% off your Sarah Flint order.
The Staple Sandal
The Hermes Oran sandal are the most effortless summer sandal to wear with everything.
A more affordable lookalike can be found here.
Related: Sandal Styles Worth Buying
The Sporty yet Chic Sneaker
These APL Techloom sneakers were a best buy of 2019 and I haven’t stopped loving wearing them. They are so comfortable and I love that I don’t have to wear socks with them. They are the shoe I reach for every time I am heading out for a long walk, going on a light hike or want to be extra comfortable in a sneaker that doesn’t sacrifice style.
I sized down half a size to a 6.5. APL has so many styles and colors, too if my pair aren’t your vibe.
The Suede Heeled Bootie
These heeled Marc Fisher boots are so good for Fall and Winter that I now own them in two colors. They look as good with jeans as they do dresses and are comfortable for toting around town.
Chic Snow Boots
My favorite boots for Winter, these Marc Fisher boots are as stylish as Winter boots come. They are warm, so chic and crazy comfortable. They sell out every single season for good reason. I now own them in two colors.
The Sleek Neutral Sock Bootie
My number one choice for shoes for Fall is a comfortable heeled sock boot.
These Inez booties are so comfortable and I love the perfect neutral color of them.
You can use code wit&whimsy15 for 15% off your purchase of Inez shoes.
I also have a a pair in black that get a lot of wear. These booties were the best pair of shoes I bought in 2017 and remain a favorite many years later. I can go for miles and miles without any issues with these little booties and I love styling them with both jeans as seen here or with dresses.
I get compliments on them whenever I wear them and truly find myself reaching for them in Fall + Winter at least twice a week.
They also come in a gorgeous cognac color I bought last Fall.
Sporty Casual Sneakers
My favorite sporty-chic sneaker. These Golden Goose sneakers are so easy to slip on and I love how they look with everything from skirts to dresses to jeans and leggings. I own a pair with silver and also brown. Definitely some of my most worn shoes.
The Walkable Neutral Ankle Boot
A low heel makes these Rag & Bone boots easy to trot around town. They are extremely well made and comfortable.
They’re the perfect neutral color to wear all year round, too! I took my usual size of 37.
The Dress Bootie
Every girl’s closet needs a pair – the perfect dress bootie to wear all Fall & Winter. This pair is so sleek and yet comfortable. I reach for them particularly during the Fall and during the holiday season as I love how they look with little dresses and tights.
This style also comes in a lower heel height if that’s your preference.
You can use code SF-MEGHAN for 15% off your Sarah Flint order.
Kitten Mules
These heels are so timeless, so chic and truly the perfect ladylike shoe. Whenever I share them on social media I always get questions about their comfort. These are *not* my most comfortable shoe.
Heeled mules in general are not a shoe I would reach for when it comes to wearing them for a long period of time or when I am planning to do a lot of walking. These are much more a shoe I wear out to dinner, to an event or that I’ll throw in a tote and swap into as I reach my destination if I plan on doing a lot of walking beforehand.
I don’t find they slip off and have truly had no issue walking in them – but keep in mind every foot is different! I just walk more slowly in these then I would a lot of other go-go-go shoes on this list! I already want another color.
I sized up half a size in these.
Ballerina Mules
A chic and timeless mule in a great neutral. I love the modern take on the ballerina flat of these Manolo Ballerimus.
I sized up half a size in these.
The Waterproof Lug Boot
Water resistant suede? Yes please! These Freda Salvador boots are so lightweight making them perfect for travel and oh so practical. Super comfy, too. I wear my true size. If you’ve never bought a pair of Freda shoes before, you can use code WITWHIMSY15 for 15% off!
Also available here.
I also have a similar Lug Sole Boot in leather as well.
The Riding Boot
I looked for what felt like years to find the perfect riding boot. I wanted something unbranded (read: no logos!), something that felt really timeless, was comfortable and was slim.
I love a classic riding boot paired with a feminine black dress for a stylish juxtaposition in an outfit.
You can use code SF-MEGHAN for 15% off your order of these riding boots.
The Slouchy Knee High Boot
These knee-high slouchy boots are great on-trend for 2023 boots. They hit right at the knee so pair well with skirt and dresses that are a bit more casual.
. . .
As you break in any new shoes, you may want to consider stocking up on these Blister BandAids. They are life savers in case you run into any blisters.
And don’t miss How I Take Care of My Favorite Shoes. You can shop more shoes in my closet in The Shop, too.
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