The Best Square Toe Booties For Fall and Winter Too!

Style expert, journalist and fashion blogger Candie Anderson of candieanderson.com has the scoop on 12 of the best square toe booties for women of all ages for fall and winter!

 

 

One of the many things I’m looking forward to this fall is cooler temps. I’ve been living in cozy shorts and sandals all summer, I can’t wait for boots season! This fall and winter, you can’t go wrong with trendy square toe booties. They are a celebrity fashion favorite and will elevate any look. Style icon and Justin Bieber’s better half, Hailey Baldwin Bieber was spotted in square toe booties and distressed denim shorts this summer.

Square toe booties are so classy and chic! You can pair them with your favorite skinny jeans or high waisted denim. You can also wear them under wide leg trousers or pants to the office and at your home office! Square toe booties are perfect for date night, work, church, or brunch with friends.

If you’re like me and eager to dress up this fall, you’re in luck! Today I’m excited to share 12 of the best square toe booties in a variety of styles. They’re perfect for women of all ages.

Must Have Croc Embossed and Snake Print Square Toe Booties

The croc embossed trend is still going strong! This season you can’t go wrong with these fabulous Sam Edelman Codie booties! They come in a wide variety of colors and materials – from black leather to suede, snake print, croc embossed and much more. It’s hard to believe but the holidays are only a few months away. These boots are under $150 and will really elevate your holiday look! You can wear them to the office or a small gathering with family or friends.

Sam Edelman Codie Square Toe Booties Bootie Black Crocodile Leather
Sam Edelman Codie Booties Black Crocodile Leather

 

 

 

The snake print trend is as popular as ever! It was a must in 2019, and here we are in 2020 and it’s still going strong. These block heel Vince Koren booties are ideal for drinks with friends or a lunch date with mom. I can see wearing them with high waisted flare jeans and a boxy crop top!

 VINCE Koren Bootie Natural Taupe snake embossed square toe booties ankle boots
VINCE Koren Bootie Natural Taupe

 

 

 

If you’re searching for an elegant pair of square toe booties that you’ll wear for years to come, you’ll love the BY FAR Lange Snake Print booties in black snake print. Everything about them is classy and gorgeous. It doesn’t get any better than the low kitten heel. They are perfection!

BY FAR Lange Snake Print Booties Black snake-embossed leather kitten heel ankle square toe booties boots women fashion trend
BY FAR Lange Snake Print Booties Black

 

 

 

BY FAR Lange Snake Print Booties Black snake-embossed leather kitten heel ankle square toe booties boots women fashion trend chic
BY FAR Lange Snake Print Booties Black

 

 

 

I am officially obsessed with these best selling cube heel basic ankle boots! I can’t get enough of the taupe croc embossed leather. If these boots are on your wish list as well, make sure you grab them right away as they are selling out quickly! I can see pairing them with a neutral sweater and high waisted ankle length denim. How about you?

Reike Nen Cube Heel Basic Boots Taupe Croc Embossed ankle bootie square toe booties women fashion trend
Reike Nen Cube Heel Basic Boots Taupe Croc Embossed

 

 

 

The Best Square Toe Booties For The Office

If you’re searching for a classic pair of ankle booties that you can wear to the office, you’ll love the Jeffrey Campbell Troye ankle bootie with the fab flared heel! It’s available in black or brown and will look great with pants and midi length skirts. You can wear them under your suit or with a pair of solid color or print pants and a sweater.

Jeffrey Campbell Troye Square Toe Bootie Black ankle booties office work
Jeffrey Campbell Troye Bootie Black

 

 

 

 

Must Have Square Toe Booties For Date Night

Marc Fisher shoes are a fashion and lifestyle blogger favorite! I fell in love with his wedge sandals years ago! This fall I can’t get enough of these gorgeous Cello booties! I love everything about them, especially the chic flared heel. They come in a multitude of colors – from wood smode leather to black leather, ivory leather and many more! They are perfect for date night or an evening out with friends.

MARC FISHER LTD Cello Bootie Wood Smode Booties square toe booties ankle boots date night dressy
MARC FISHER LTD Cello Bootie Wood Smode

 

 

 

How fabulous are these gorgeous Lizzo suede booties? They are beyond fabulous! I adore the square toe and sculpted heel. These beauties are destined to garner compliments every time you wear them! They will look amazing with every item in your closet – from over jeans to under your pants, with skirts and boho chic dresses. You can’t go wrong with them! They are available in black and brown suede and I want them BOTH!

Sam Edelman Lizzo Bootie Brown Suede square toe ankle booties sculpted heel
Sam Edelman Lizzo Bootie Brown Suede

 

 

 

Sam Edelman Lizzo Bootie Black Suede square toe ankle booties sculpted heel
Sam Edelman Lizzo Bootie Black Suede

 

 

 

The best selling 70s inspired Harlow ankle boots have great reviews and are very comfortable! They’re available in black, olive green, and honey brown! These booties are perfect for a variety of events and occasions!

Anthropologie Harlow Ankle Boots Olive Green square toe booties women fashion trend
Anthropologie Harlow Ankle Boots Olive Green

 

 

 

One of the many things I love about Shopbop is they show you what outfits, shoes, jewelry, and handbags look like on models. It makes shopping for new clothing and accessories much easier! These gorgeous Eva ankle boots look amazing under distressed acid wash denim wide leg jeans. They’ll also look phenomenal with crop jeans and skirts. How would you wear them?

STAUD Eva Boots Tan leather square toe booties
STAUD Eva Boots Tan

 

 

STAUD Eva Boots Tan leather square toe booties
STAUD Eva Boots Tan

 

 

 

Not only are these lemon colored MANU Atelier ankle boots perfect for fall, but they’ll be a must come spring too! Hopefully, life will back to normal by then, so you can wear them time and time again! These elegant  square toe booties will be perfect for Easter dinner with the family (am I the only one planning for holidays in 2021?) church, brunch, date night, and more!

MANU Atelier Multi Panel Xx Duck Boots Lemon Sorbet square toe booties fashion women shoes trend fall 2020 spring 2021
MANU Atelier Multi Panel Xx Duck Boots Lemon Sorbet

 

 

 

MANU Atelier Multi Panel Xx Duck Boots Lemon Sorbet square toe booties fashion women shoes trend fall 2020 spring 2021 elegant
MANU Atelier Multi Panel Xx Duck Boots Lemon Sorbet

 

 

Trendy Chunky Heel Booties

I simply adore chunky heel booties! Not only are they fun to wear, but they’re comfortable too! They have the power to accentuate and elevate any casual outfit!  These Reike Nen pointed square basic boots are luxurious, fabulous and an absolute must for women of all ages!

Reike Nen Pointed Square Basic Boots Camel Chunky Heels square toe ankle booties
Reike Nen Pointed Square Basic Boots Camel

 

 

 

Slouchy Ankle Boots Are A Hot Trend For 2020!

Nobody does boho chic slouchy boots better than Free People! They are the leaders when it comes to boho chic style. If you love slouchy boots as much as I do, you’ll adore the Free People Cybill Slouch Bootie! They’re available in quite a few different colors and prints – from wine snake print leather to black leather, trendy bone leather and that’s just the beginning! You can dress them up or down easily and effortlessly!

Free People Cybill Slouch Bootie Tan Leather square toe ankle booties women fashion trend fall winter 2020 2021
Free People Cybill Slouch Bootie Tan Leather

 

 

Discover even more trendy fall and winter fashion essentials and accessories for women of all ages in the Candie Anderson Style Section which is updated constantly throughout the season: https://candieanderson.com/style

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