The 2021 fall and winter seasons bring with them a reemergence of timeless fall/winter shoe trends like combat boots, lug soles, and patent leather. With so many 2021 fall/winter fashion trends popping up, you’re sure to find something you love!

Though it may seem like the warm weather ended only moments ago, the 2021 fall/winter fashion trends have arrived! As the leaves disappear from their branches, pumpkins and snowflake decor begin to appear on window sills and front porch steps, and the warm air is replaced by gloomy skies and snowfall, it’s time to revisit our fall and winter wardrobes. New seasons are always accompanied by new (and classic) fashion trends. Here are our favorite 2021 fall/winter fashion trends.

But First, Boots 

The fall and winter seasons provide perfect opportunities to buy new shoes, but picking a shoe that works for the transition between seasons can be difficult. You don’t want anything too warm on the mild late fall/early winter days. But, you need something warm enough to get you comfortably through the days of steadily dropping temperatures, and durable enough to survive your many fall/winter adventures and the frequent weather changes. Here are some of our favorite fall/winter 2021 boot trends. All of our shoes are available with free shipping at simonsshoes.com

Looking for fun winter activities? Check out this list of 20 Wickedly Festive Things to Do in New England in Winter by Jamie Italiane. 

2021 Fall/Winter Trend: Combat Boots

Combat boots are back! On the rare occasion that this fall/winter fashion trend does go out of style, it is never for long. What makes the combat boot trend so popular? In her post on how to wear combat boots, lifestyle blogger Marlene says, “It’s comfortable, it’s cute, it’s casual...In fact, ever since I got my combat boots I’ve worn them nearly every day of the week! Yes, they’re that good, that comfortable, and that easy to style.” Looking to join in on the combat boot trend? Here are some of our favorite combat boot styles.

REMONTE STUDDED COMBAT BOOT

The Studded Combat Boot by Remonte adds the perfect amount of edge to your fall/winter outfit while providing maximum comfort. The padded sides offer cozy cushioning, and the chain detail adds the extra flair that every fall/winter outfit needs. 

SHOP STUDDED COMBAT BOOT TODAY - $164.95

BOS & CO. INDIE PATENT BOOTIE 

Patent leather is another 2021 fall/winter fashion trend that has recently emerged. The Bos. & Co. Indie combines the combat boot and patent leather trends to create the perfect fall/winter shoe to be worn with jeans, leggings, dresses, or skirts. It’s also waterproof, making it ideal for gray, rainy days. 

SHOP INDIE TODAY - $244.95

PIKOLINOS VICAR COMBAT BOOT

The delicate red detail on the Pikolinos Vicar combat boot makes it a great complement to any fall/winter outfit. Warmed toned reds are ideal seasonal colors, and the studded embellishments and circular zippers add a cute yet subtle edge. 

SHOP VICAR TODAY - $219.90

2021 Fall/Winter Trend: Lug Soles 

Lug sole shoes are topping all the lists of 2021 fall/winter shoe trends. Whether you are looking for a loafer, oxford, tall boot, or ankle boot, you are sure to find a lug sole that works for you. Shoes with tall, chunky soles are both fashionable and practical. They’re sturdy and durable; they add extra height, and there are so many lug sole silhouettes to choose from! This trend isn’t going anywhere any time soon. 

ALL BLACK SIDECORD PLATFORM LOAFER

Boots are not the only trending fall/winter shoe style. The best thing about the Sidecord Platform Loafer is how versatile it is. You can pair it with almost any outfit, and the platform shoe trend is likely to carry over into other seasons. 

SHOP SIDECORD - $187.00

CLARKS ROCK KNIT BOOT

The Rock Knit Boot by Clarks has all the sturdiness and stability of a lug sole, but the lower heel makes it more practical for outdoor fall/winter adventures. With the slip-on design of this boot, you can be out the door, crunching the leaves under your feet in no time!

SHOP ROCK KNIT BOOT  - $180.00 - 2 COLOR OPTIONS

BOS & CO. LOCK CHELSEA BOOT

Chelsea boots are a classic fall boot trend, but the lug sole takes the Lock Boot by Bos & Co to the next level. The waterproof protection and microfiber lining make this boot a great late fall/early winter wardrobe addition. It can keep you warm and stylish as the days become shorter and darker and the chilly fall air slowly turns to a piercing cold.

SHOP LOCK - $244.95

2021 Fall/Winter Trend: Patent Leather 

Patent leather is a prominent trend this fall and winter. Many are sporting jackets, skirts, handbags, and—most importantly—shoes made of this shiny material. Patent leather boots are sure to make your fall/winter look pop, and we have so many seasonal colors and styles available. Here are some of our favorites. 

REMONTE MARUSHA ANKLE BOOT

The Remonte women's Marusha Ankle Boot is another gorgeous shoe that combines the combat boot and patent leather trends. With four beautiful, seasonal colors to choose from, you are sure to find the perfect accompaniment for any fall/winter outfit. 

SHOP MARUSHA - $144.94 - 4 COLOR OPTIONS

BOS & CO PAULIE BOOT 

Looking to add a splash of color to your fall/winter outfits? The Bos & Co Paulie is the boot for you. It also comes in black if you prefer a more versatile color. Not only is it stylish, but the waterproof leather membrane allows this boot to endure harsh fall/winter weather, and the microfiber linings will help you stay warm for the rest of the season. 

SHOP PAULIE - $249.95 - 2 COLOR OPTIONS

REMONTE HEELED FASHION BOOT

The Heeled Fashion Boot by Remonte is both fashionable and practical. The fur lining is warm and cozy, and the red accent on the heel adds a seasonal flair. This shoe would look good with any fall/winter outfit, but it would especially complement a dressier look, like a dress or skirt with tights. With this shoe, you don’t have to sacrifice fashion for comfort. 

SHOP HEELED FASHION BOOT - $149.95

Not ready to fully transition to boots quite yet? Check out this late fall/early winter high-top style! It’s the perfect boot-sneaker combination:

REMONTE LACE-UP ANKLE BOOT

The boot-sneaker hybrid style makes Remonte’s Lace-Up Ankle Boot an ideal fall/winter transition shoe. With its yarn cuff and water-resistant exterior, this shoe is great for chilly, damp days. If you aren’t quite ready to switch to boots completely, this shoe offers a cozy, sneaker-like feel that is sure to keep you comfortable throughout all your fall/winter activities.

SHOP LACE-UP ANKLE BOOT - $144.95 - 5 COLOR OPTIONS 

Check out our complete collection of women’s boots HERE.

Check out our complete collection of men’s boots HERE.

Heading

Additional content