Our Favorite Fall Boots & Shoes {2020}

Sure, we’ll miss the flip flops but fall boots and shoes can be just as, or even more, fun. Autumn is the time to break out all the textured styles you’ve been hiding away during the warm summertime weather, and layer up in suede, leather, and wool. We’ve picked out some of our favorite brands of fall boots and fall shoes for outfitting stylish feet as the weather cools.

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12 of Our Favorite Fall Boots & Shoes for 2020

New Balance

New kicks are a must every season, and with the breezes beginning to blow, the days getting shorter, and the cooler weather moving in, there is no better time to get out doors and smell the freshly fallen leaves of the most fabulous season, fall! This fall, and all year long, New Balance is here to help get you outside and on your feet, spending time with friends and family engaged in healthy and fun activities. Since the summer heat is finally subsiding, at least in some places, there is no better time for leisurely evening strolls, afternoon bike rides, kickin’ it at the basketball courts, or even hiking on the gorgeous fall weekends, and New Balance is here for it all.

This fall we love the Men’s 990v5, the Men’s 857v2, and the Women’s Fresh Foam 860v11. Ideal for their winter wardrobe, both the Men’s 990v5 and the Men’s 857v2 are available in solid black, or additional colors allowing these cross-training kicks to pair with everything from gym shorts to jeans and still look fresh and fabulous. The 990v5 features a pigskin/mesh upper and ENCAP midsole technology for support and maximum durability. Available in widths from extra narrow to double extra wide and men’s sizes 7-16, there is a pair for him perfect for the fall. Another favorite, the Men’s 857v2 is a trainer featuring all the best technology with a durable leather upper keeping him stylish with a classic look from the gym to the streets. Offering superior stability and ultimate comfort, the 857v2 also boasts an ENCAP midsole and N2 comfort for premium shock absorption.

Finally, make sure to pick up a pair for her so she can hit the streets for those early morning runs, or chase the kids through the park in the afternoons. New Balance’s new Fresh Foam 860v11 provides stable cushioning for a comfortable run short or even long distances. Featuring a mesh upper, Fresh Foam midsole for a lightweight but cushioned ride, and proven stability with a snug and supportive fit, the 860v11 will let her get in her miles (or her steps) both in style and grace.

Cocktail Sneakers

Ladies, when autumn afternoons turn into crisp, fall evenings, the last thing we need to worry about is changing our outfits, let alone our footwear. This is why we love Cocktail Sneakers for your fall boots and shoes. Ditch your heels and kick up your feet this autumn with Cocktail Sneakers.

Cocktail Sneakers has something comfortable for every style, so if you’re looking for a classic sneaker with a vintage twist, we love the Red Weekender. This red pinhole suede sneaker is styled with a top-stitched calfskin toecap and trimmed with calfskin piping. The almond-toe adds a touch of femininity to this unique sneaker, so whether you’re wearing your favorite little black dress or your most comfortable jeans, The Weekender is here to keep your style game top-notch so you can ditch the heels.

If you’re looking for something a bit more polished, but you still want to stay comfortable, The Outsider is a great option. This calfskin leather ankle-boot style sneaker is a luxurious, blush-colored accent for any occasion or outfit. The cross strap adds an element of fun while the metallic piping is crisscrossed on the top. It’s not just stylish, it’s comfortable! The deep heel cup provides better support and shock absorption while the insole, made of high-density, closed-cell foam, provides an oh-so-soft wearing experience.

They are quirky, stylish, comfortable, and fun – the perfect addition to anyone’s closet. This fall, ditch the heels for Cocktail Sneakers.

SHOP:
The Outsider | The Weekender
EXPLORE AND CONNECT:
Cocktail Sneakers | Facebook | Instagram | Pinterest

Vionic

Nothing says fall like a new pair of ankle booties, and this season animal prints are all the rage! Here with some fabulous fall fashion selections is Vionic, designing shoes that are both gorgeous and comfortable day in and day out. With a wide selection of colors, prints, patterns, and styles, you are sure to find the perfect fall shoes for pairing with all of your outfits, from jeans to crops, dresses to leggings, this season. Two styles we are loving include the Clara Ankle Boot in Leopard and the Remi Casual Sneaker in Tiger Print Suede.

Classic and chic, the Clara Ankle Boot from Vionic is available in sleek, solid leather or a variety of timeless prints and patterns. With a low heel height (1.59 inch), cute v side detail, and interior zipper for easy on/off, these boots are a must in your fall wardrobe. Their durable rubber outsole will keep you steady and secure on your feet while the weather-resistant uppers will keep these boots looking as good as the first day you put them on time and again. Pair with skinny jeans, crops, a cute denim skirt, or even a dress for a seasonal look guaranteed to turn heads this fall.

Alternatively, for a more trendy yet athletic look, we love the Remi Casual Sneaker. These sporty kicks are easy on/off with both a side zipper and tie closure and provide the ultimate in comfort from their very first wear. Available in several solid or animal prints, you will never want to take this sneaker off once on. Pair these with leggings, skinny jeans, or even a cute skirt for a fashionable and comfy, cozy season.

Naturalizer

One of the best parts about fall is all the fall boots and shoes, but finding the perfect fall boots can be hit or miss. When we think of finding the perfect fit we immediately recommend Naturalizer. Each shoe is crafted with your comfort in mind. Using high-quality materials and keeping your comfort in consideration creates an irresistible fall footwear experience that you just can’t miss!

For example, the Kamora Wide Calf is luxury delivered in a box! This boot boasts a leather upper and an almond toe. The elegance cannot be understated with the slit straps and oh-so-perfect heel. The N5 Contour+ technology provides extra cushioning exactly where we need it, especially in a pair of boots we will never want to take off. Combined with the smooth, breathable lining and non-slip, flexible outsole, this boot will take you anywhere you want to go this fall, and it will take you there in style.

For a statement fall shoe without a heel, we love the 27 Edit Harlie. This shoe is understated while delivering an uncompromising style. Premium leather, suede or calf hair upper is supported by a full leather lining. The insole provides extra cushioning for natural comfort and breathability, and like any footwear presented by Naturalizer, this shoe will carry you throughout your day with elegance, comfort, and style.

BEARPAW

Spending so much time outdoors this fall means having footwear and fall boots that can stand up to the elements. Whether it’s an adventure on a new hiking trail with family, or getting some much needed social distancing in with friends around a bonfire, you’ll need footwear that can take the wet, keep you warm, and feel comfortable all day long. Stay comfortable and connected to life with BEARPAW footwear.

The Women’s Kalalau Hiking Boot is the perfect transition to fall boot or year-round boot. It’s an adjustable, lace-up waterproof hiker made with cow-suede and heavy-duty nylon. Take on the wet and snow, while keeping feet dry and warm with its fleece lining. The black body goes with almost anything. It’s like the little black dress of hiking boots.

For men who like the added ankle support or actually need a heavy-duty hiker, the Men’s Brock Wide has ample room, and is treated with NeverWet® technology for water and stain resistance. It’s a great fall boot for running errands or doing that crisp morning yard work. For extra comfort, it has a memory foam insole. Talk about walking on clouds…

Kids need to keep their feet warm in fall boots too. There are so many adorable pairs from BEARPAW to choose from, but we love the classic look of the Toddler Elle Zipper and Kids’ Elle. Both lightweight and comfortable, the Elle design pairs well with jeans, leggings, skirts – you name it. Dress it up or dress down for comfort – however you dress it, the Elle will give you a stylish child with ease. It’s the must-have fall boot this season.

Livie & Luca

Fall is giving us all the feels right now. We simply love the change of season, cooler temperatures, and fresh start that autumn seems to bring. We are also loving Livie & Luca’s fall and winter collection. Metallics, suedes, glitter, and animal prints; these classically styled shoes have a modern fresh spin on them that we can’t get enough of. There’s a style for every child and we are here for it!

For the dreamer and dancer, for the one who is clearly biding her time until she can be center stage, for the one who will one day take over the world, the Aurora Gold Glitter Ballet Flat is not only fabulous, it’s super comfy. The criss-cross elastic will keep her foot right in place to the point that she’ll forget it’s even on. Unlike Cinderella, she may just slip them on every morning and fall asleep with them on. Perfect for school, church, or a special occasion, every little girl should have a pair of shoes that bring out her sparkle.

For your unicorn-loving, has so much to say that she can’t stop talking unless she’s sleeping, still wants to cuddle with you little girl, you need a modern expression of a classic. The Ruche in Silver is the ticket for your sweetie. With scalloped ruffle trim, this darling shoe is pretty enough to make her smile and simple and stylish enough to be worn on any occasion. And, if you have a toddler or preschooler, this flexible, breathable shoe is ideal for new walkers and playful kids!

Finally, for your little explorer, the one whose brain is like a giant sponge soaking the world in, the one who may only be playing in the backyard but who sees an entire jungle in his imagination, you need the Pollock in Gray. Described as the little artist boot, the Pollock is the shoe your boy will want to wear all the time. It’s perfect for school as well as special events. The suede is super soft and with a single wide strap, it makes getting on and out the door easy peasy.

Koolaburra

Give us all the boots! Koolaburra, a member of the UGG family is known for creating footwear with the modern family in mind. When it comes to women’s boots, ankle boots and mid-rise boots are on trend this season. The Amalea is a suede ankle boot with a stylish wrap detail that showcases a V-cut on the outer ankle. The comfortable Ortholite foam insoles will leave you free from pain if you are on your feet all day. Available in beige, black, or grey, this versatile boot looks great with pants or a dress.

For an eye-catching option, the Samiah is a mid-height boot also in a soft, suede material. Featuring a decorative strap combined with a grommet and buckle, this sophisticated heel will be a favorite all fall long. Choose from the chesnut, black, or stone grey color to compliment your style and fashion in a variety of options from skinny jeans to maxi-dresses. Koolaburra also offers footwear for men and children as well.

Florsheim

Headed out for a date night this fall and looking for your hubby to leave the sneakers in the closet? Florsheim shoe company offers an array of men’s shoes. The Florsheim shoe company has been in business for over 125 years and they continue to offer the newest trends and quality workmanship.

In search of men’s fall boots that he can wear to the office or a night out on the town? Florsheim shoe company has what you need. Florsheim Men’s Edge Chukka Boot wears as lightweight as a sneaker, features elastic ties that won’t come untied, and has a slip-resistant sole. The sole is flexible and accommodating to your every move, resulting in a more comfortable feel that you can wear all day and all night.

Florsheim Men’s Fuel Knit Plain Toe Oxford is casual, comfortable, and sleek. The Knit Plain Toe Oxford shoe can go from the office to dinner and everywhere in between. Your commute has never been so stylish. A removable footbed, leather linings for breathability, and flexible sole make this shoe comfortable and made to last. Stand out with this athletic, yet refined option, that every man’s closet should contain.

Western Chief

When you’re looking for fall boots, you want to make sure you have a good variety. As the weather changes and the leaves begin to fall, with that comes a lot of rain and mud. While fashion fall boots are definitely a must, having a good pair of rain boots is an absolute need. Western Chief gives us everything we need when we’re looking for functional, stylish, and modern fall boots!

The Women’s Solid Vari-Fit Rain Boots are hands-down the best rainy day fall boots! This classic black boot will go with any outfit, so don’t worry about it not matching if the weather starts pouring down. You also won’t have to worry about rain falling inside of the book and soaking your socks, Western Chief has thought of it all! These boots have an adjustable strap to adjust to any weather and are lined with a moisture absorbing fabric. The Women’s Solid Vari-Fit Rain Boots are comfortable, functional, and stylish!

What about fall boots for men? Western Chief has you covered there too with their Men’s Neoprene Ankle Boot. The man in your life doesn’t have to worry about having to wear knee-high boots when it rains, because these boots are handmade to be waterproof! With the trusted outsole of Vibram mixed with memory foam inside, these fall boots are absolutely perfect for any function. Guys will be able to wear these all fall and winter long, as the Men’s Neoprene Ankle Boots are built to withstand temperatures to -20 degrees.

Merry People

When looking for an everyday rain boot to add to the fall boots fashion lineup, look no further than Merry People. This Australian brand has perfected the modern rain boot, designing the shorter and ultra-comfortable Bobbi Rain Boot of natural rubber with a neoprene lining. Be comfortable and dry from morning to night regardless of where you need to be with its sleek and simple design.

The all-black pair goes with everything and will take you from the early morning dog walk to the office, then out to dinner. But if you’re looking to outfit your feet with something more exciting, the Bobbi Rain Boot also comes in a wide array of fun colors to match your style and personality. Be prepared for whatever Mother Nature has in store with this fashionable addition to any wardrobe.

SHOP:
Bobbi Rain Boot
EXPLORE AND CONNECT:
Merry People | Facebook | Instagram

Brooks

Beautiful scenery, perfect temperatures, and breezy days all make Fall the best running season. The best running season seeks the best running shoes. Brooks Ghost 13, are arguably the best running shoes around. These shoes offer a smooth, well-cushioned ride for wherever your long roads take you.

Each pair is carefully crafted from DNA LOFT that extends beyond the heel and forefoot allowing for an easy transition from landing to toe-off. The newly engineered Air Mesh system is breathable while hugging the foot for the ultimate fit and comfort. These shoes are everything you need for upping your running game this fall. If you are ready to slip out of your fall boots and kick it up with some amazing running shoes, we highly recommended Brooks. Take running to the next level with the Brooks Ghost 13.

SHOP:
Brooks Ghost 13
EXPLORE AND CONNECT:
Brooks | Facebook | Instagram | Twitter | Pinterest

Blowfish Malibu

Blowfish Malibu Kids’ Marley-K slip-on sneaker is every girl’s and mom’s dream come true. They are comfortable, cute, and easy to slip on with their elastic laces. There is no fighting, waiting, or having to stop your fun-filled fall days to tie them. Blowfish Malibu Kids’ Marley-K sneakers are the perfect kid’s pair of shoes.

The versatility of the Blowfish Malibu Kids’ Marley-K sneaker makes this shoe. If you buy one shoe for the fall, make it this one. Pair the Marley-K with shorts, pants, leggings, dresses, or just about anything. They can comfortably be worn with or without socks and are available in many different colors and patterns to match your kid’s personality.

Not only can you look like a boss in a pair of Blowfish Malibu Boss Sandals, but you can feel like a boss in them too. Blowfish Malibu’s Boss Sandal is vegan and environmentally friendly making it easy to wear them with confidence. They look fabulous, are light as a feather, and made with your comfort in mind.

Wear Blowfish Malibu Boss Sandals on the warmer fall days with cuffed jeans or capris. The gorgeous Arabian Sand/Rose Gold colors of the Boss sandal are perfect for the fall and easily paired with a handbag, rose gold jewelry, and denim jackets. No need to pack any other pair of shoes for your fall festivities. The Blowfish Malibu Boss Sandals are soft and supportive and can be worn for the entire day without fear of regretting your shoe choice.

From riding boots and rain boots, to sneakers and even fall sandals, fill your closet with some amazing fall boots and autumn footwear and be prepared for whatever weather this season brings.

WANT TO READ MORE?
Check out this article on The Seasons Best Home Decor and Fall Decorations.

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Our Favorite Fall Boots & Shoes {2020}

12 of Our Favorite Fall Boots & Shoes for 2020

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