With the arrival of the autumn and winter seasons, I can’t wait to dig out my stylish yet practical boots from my closet. These shoes not only help me cope with the cold weather but also serve as essential highlights in my daily outfits. From classic Chelsea boots to warm snow boots, each pair plays a unique role in different occasions of my life. Today, I’ll take you into my world of boots, sharing my autumn and winter footwear choices and how I pair them to create comfortable yet stylish looks. Whether you’re a fan of the retro elegance of Mary Jane shoes or you prioritize functionality and practicality with snow boots, this blog will provide you with some outfit inspiration and styling tips. Let’s explore these essential boots for the autumn and winter season together!
Classic Chelsea Boots
Chelsea boots are one of the most worn footwear styles in my autumn and winter wardrobe. Whenever I put them on, I feel a sense of effortless elegance and competence. I remember one morning when I specifically chose a pair of Dr. Martens 2976 Chelsea Boots (black leather). Their design is simple, but every detail is exquisite. The elastic inserts on the sides make them easy to slip on and off, without any hassle. That morning, I was in a rush, and I wore them to head out quickly, without any discomfort, as the leather gradually conformed to my foot shape, and I was comfortable wearing them all day.
I really love the leather texture of these Dr. Martens Chelsea boots. The glossy black finish gives them a subtle luxury, and paired with my usual minimalist style, they are not only versatile but also very durable. After wearing them for a few months, the surface has not only resisted wear but actually gained more shine, like they’ve become more characterful with time.
For pairing, I typically wear them with dark denim jeans and a coat. The black Chelsea boots blend seamlessly with the dark denim, while the coat design accentuates the simplicity of the boots. They don’t steal the spotlight from the coat but add just the right amount of layering. For a more relaxed weekend look, I also pair them with a floral long skirt, making the whole outfit look neat yet feminine.
Design Highlights: Simple leather with elastic side inserts, exuding a vintage British vibe.
Material & Texture: Black glossy leather, smooth to the touch, becoming softer over time for added comfort.
Functionality & Practicality: No zipper design, easy to put on and take off, solid soles that ensure comfort and prevent fatigue during walks.
Color & Pairing Tips: Great with dark denim jeans and long coats, or paired with A-line skirts and turtleneck sweaters for various occasions.
Tall Riding Boots
Tall riding boots are another essential in my autumn and winter footwear collection. Every time I wear them, I feel a sense of strength, as if I’ve become more confident and resilient. I remember once wearing a pair of Frye Melissa Harness 12R Riding Boots (black leather), paired with form-fitting black leather pants and a long coat. The result was a chic, yet slightly aristocratic, look. I spent the whole day walking outside, and the boots not only kept me warm but were incredibly stable, as if every step I took was empowered.
The leather of these Frye riding boots is very thick and has an excellent texture. I particularly love the high shaft design, which not only shields me from the cold wind but also makes my legs appear longer. Even after walking for a long time, I didn’t feel any discomfort, and the boots gradually became more tailored to my feet, enhancing the comfort with each wear.
When it comes to styling, I often pair them with simple jeans or leather pants and add a structured outerwear piece, creating a look that is both bold and layered. If the weather gets colder, I might pair them with a woolen skirt, achieving a warm and stylish look.
Design Highlights: High shaft design, showcasing strength and a sleek, structured appearance.
Material & Texture: Thick leather, durable and warm, softens over time to fit the foot shape.
Functionality & Practicality: Keeps out the cold, high shaft design protects against the wind, sturdy soles, and comfortable for long walks.
Color & Pairing Tips: Pair with black leather pants, skinny jeans, or coats for a slim, fashionable silhouette.
Wool-Lined Snow Boots
Snow boots are always my go-to choice for comfort in the autumn and winter seasons. I remember wearing a pair of Sorel Joan of Arctic Waterproof Boots (dark brown) with a wool lining, strolling through the snowy streets, feeling completely enveloped in warmth. The exterior suede leather is waterproof, and the wool lining is incredibly soft, giving my feet a comforting embrace. Walking in the snow, my feet felt neither wet nor cold, and the boots’ insulating properties gave me a great sense of reassurance.
The leather of these Sorel snow boots is very soft to the touch, and the boots have a structured yet lightweight feel. The wool lining not only provides warmth but also effectively wicks moisture, so I never felt stuffy even after wearing them for an entire day. Additionally, the anti-slip design of the boots made me feel especially safe walking on icy or snowy surfaces.
I often pair them with a thick down jacket, achieving an outfit that’s both warm and full of energy. If I’m out for a casual outing, I might pair them with a loose wool skirt, making the look both relaxed and cozy.
Design Highlights: Wool lining with suede leather exterior, combining comfort and warmth, classic snow boot silhouette.
Material & Texture: Waterproof suede leather and soft wool lining, finely textured and warm.
Functionality & Practicality: Waterproof, insulated, and anti-slip, perfect for snowy or wet conditions, and comfortable for long walks.
Color & Pairing Tips: Great with down jackets, wool skirts, or skinny pants for a casual, warm winter look.
Vintage Mary Jane Shoes
Mary Jane shoes always give me a sense of both nostalgia and romance. Every time I wear them, I feel like I’m stepping back into a beautiful past. I remember wearing a pair of Chie Mihara Margot Mary Jane Flats (wine red), paired with a long A-line skirt, basking in the warm autumn sun, and feeling like an elegant, retro girl. The rounded toe design and delicate buckle are exquisite, and they fit perfectly. Whether I’m walking or standing, there’s no discomfort at all.
The leather of these Chie Mihara Mary Janes is soft and shiny, with an elegant feel. The soles are also designed to meet my needs, providing comfort and stability. Every time I wear them, I feel that light, graceful elegance as if time has slowed down.
For pairing, Mary Jane shoes go well with both skirts and pants. I like to pair them with a high-waisted skirt and a long-sleeve knit top, showing off the cuteness of the Mary Janes while adding a retro touch. For a more modern look, I might pair them with slim jeans and a simple jacket, adding a touch of sophistication.
Design Highlights: Rounded toe design and delicate buckle, a balance of vintage and modern, exuding elegance.
Material & Texture: Soft leather, smooth to the touch, comfortable, and shiny for durability.
Functionality & Practicality: Moderate heel height, comfortable, stable, and suitable for all-day wear.
Color & Pairing Tips: Pair with A-line skirts, long-sleeve knit tops, or slim jeans for a daily retro or modern look.
Slip-On Shoes
Slip-on shoes are the most convenient pair of shoes I wear daily, and their comfort and ease make my busy life much easier. I remember wearing a pair of Toms Classic Slip-Ons (black canvas), paired with slim jeans and a simple T-shirt, giving me a casual, energetic look. The slip-on design is simple, without complex details, but its comfort and easy wearability always make me love them.
The material of these Toms slip-ons is incredibly soft, and the fabric is breathable, ensuring that my feet feel comfortable even after wearing them all day. What I love the most is the no-laces design—whenever I need to head out, I can slip them on in seconds, saving a lot of time. The soles are lightweight and comfortable to walk in.
For pairing, slip-ons go well with denim jeans, casual pants, or simple skirts, keeping the overall look casual and fashionable. If I’m going for an even more laid-back style, I might pair them with a sporty dress for a youthful vibe.
Design Highlights: Simple design, no laces, easy to wear.
Material & Texture: Lightweight fabric or leather, conforms to the foot shape, soft and comfortable.
Functionality & Practicality: Convenient to wear, highly comfortable for daily activities.
Color & Pairing Tips: Perfect with jeans, casual pants, or simple skirts for a relaxed and comfortable style.
Classic Tall Snow Boots
During the cold winter months, a classic pair of tall snow boots is essential. I remember wearing a pair of UGG Australia Classic Tall Boots (dark brown), and even though the wind was freezing outside, my feet stayed incredibly warm. The tall design not only protects my legs from the cold but also pairs perfectly with heavy down coats or jackets, creating a warm yet stylish winter look.
These UGG snow boots feature a soft wool lining that ensures excellent warmth. The double-sided wool design is both comfortable and breathable, effectively preventing sweat buildup, and they don’t create any unpleasant odors even with prolonged wear. The soles are made of durable rubber, providing great slip resistance on snowy streets and wet roads.
For pairing, I like to combine them with a puffer jacket or thick wool coat. Their neutral brown color matches a variety of outerwear, making them the perfect choice for casual winter outfits. I might also pair them with leggings or skinny jeans for a modern, sleek look.
Design Highlights: Tall design for extra warmth, classic neutral colors.
Material & Texture: Soft wool lining, breathable and warm.
Functionality & Practicality: Keeps you warm, durable soles for walking in snow, high comfort for long durations.
Color & Pairing Tips: Pairs well with thick wool coats, puffer jackets, leggings, or skinny jeans for a stylish and comfortable winter look.
Wool-Lined Tall Riding Boots
The Aquatalia Roni Waterproof Riding Boot (black leather) is one of my favorite tall boots for the winter season. Its minimalist design and exquisite craftsmanship make it stand out in my busy daily life. Whenever I wear it, I always feel a sense of graceful strength—blending the ruggedness of riding boots with the warmth of winter. I remember one day wearing it with a black wool skirt and a wool coat, and I looked both stylish and confident.
These Aquatalia tall boots are perfect for cold weather. The wool lining and waterproof leather material keep my feet warm while protecting against damp environments. The high shaft design not only blocks the wind but also elongates the legs, making them look slimmer. The anti-slip sole ensures that I can walk comfortably and safely even on slippery surfaces.
For styling, I like pairing them with slim trousers or a wool skirt, adding a mid-length coat to complete a sharp yet warm look. For everyday wear, they also pair beautifully with jeans and a sweater.
Design Highlights: Simple high-shaft design with wool lining and waterproof functionality, combining warmth and cold protection.
Material & Texture: Waterproof leather with soft wool lining, comfortable and warm, durable and slip-resistant.
Functionality & Practicality: Waterproof, anti-slip, suitable for wet and cold environments, comfortable and warm.
Color & Styling Tips: Pair with wool skirts, slim trousers, or coats for a clean and stylish look.
Classic Short Boots
The Timberland 6-Inch Premium Waterproof Boot (classic brown) is one of my most worn short boots during the autumn and winter seasons. Its simple and bold design exudes strength, and it’s very stable to walk in. I remember one day wearing them with khaki chinos and a wool coat, and the overall look was energetic yet steady.
These Timberland short boots are made from premium waterproof leather, and the rubber sole offers excellent grip, preventing slips in wet environments. The insulation inside ensures warmth, and they remain comfortable even after long hours of wear. What I love most is their durability—after years of wear, they show no significant signs of wear and tear, making them an essential piece for autumn and winter.
For styling, I love pairing them with casual trousers, jeans, or skirts, maintaining a lively feel while being prepared for various weather conditions. Whether for everyday outings or relaxed weekends, they’ll keep you comfortable for miles.
Design Highlights: Classic short boot design, sturdy and waterproof with a rubber sole for strong grip.
Material & Texture: Waterproof leather with comfortable lining, highly durable.
Functionality & Practicality: Waterproof, cold-resistant, wear-resistant, suitable for various weather conditions.
Color & Styling Tips: Pair with casual trousers, jeans, or long skirts for a daily look or outdoor activities.
Casual Sneakers
Even in the autumn and winter, casual sneakers remain an indispensable part of my everyday outfits. Especially the Nike Air Max 97 (black and silver model), which combines sportiness with everyday style effortlessly. I remember one day wearing them with sporty joggers and a coat, looking both comfortable and full of energy.
The Nike Air Max 97 features a comfortable air-cushion sole that provides excellent shock absorption and reduces fatigue during long walks. The breathable upper ensures my feet stay dry and comfortable, even after wearing them for extended periods, making them perfect for daily activities during the autumn and winter.
For styling, I like pairing them with casual trousers or jeans and adding a sporty coat, creating a relaxed yet fashionable outfit. Whether running, shopping, or traveling, they are ideal for various activities.
Design Highlights: Classic sneaker design with air-cushion sole, comfortable and shock-absorbing.
Material & Texture: Breathable upper with comfortable lining, ideal for all-day wear.
Functionality & Practicality: Shock-absorbing, breathable, perfect for sports or daily activities.
Color & Styling Tips: Pair with joggers, jeans, or casual skirts for a sporty, energetic look.
Winter Plush Boots
The Sorel Tofino II Waterproof Boot (dark grey) is one of my favorite plush boots. Whenever the cold wind blows, putting on these boots instantly warms me up. I remember one day wearing them with thick woolen pants and a fleece-lined jacket, walking in the snow and feeling stable and warm.
The Sorel Tofino II is both stylish and practical. The outer layer uses waterproof nylon and leather materials, ensuring durability and water resistance. The plush interior lining is incredibly soft and keeps my feet warm, even during long periods of wear. What I especially love is the anti-slip sole, which provides great grip when walking on icy or snowy surfaces.
For styling, I like pairing them with winter coats or down jackets to create a warm and cozy winter look. If the weather is colder, I might pair them with slim wool pants, creating a stylish and winter-appropriate outfit.
Design Highlights: Waterproof design with plush lining, warm and comfortable, perfect for cold weather.
Material & Texture: Waterproof nylon and leather with plush lining, soft and cozy.
Functionality & Practicality: Waterproof, warm, anti-slip, ideal for snowy and cold conditions.
Color & Styling Tips: Pair with down jackets, coats, or wool pants for a warm yet stylish winter look.
As the autumn and winter seasons arrive, having the right shoes not only enhances your overall style but also provides the necessary comfort and protection. There are many reliable shopping platforms in the market where you can find the perfect winter footwear, whether it’s classic Chelsea boots, durable snow boots, or comfortable slip-on shoes. Below are some recommended shopping platforms for your reference:
Zappos
Zappos is famous for its wide selection of footwear and excellent customer service. The platform offers a variety of autumn and winter shoes from brands like Dr. Martens, UGG, and Sorel. Most importantly, their return and exchange policies are very customer-friendly, allowing you to try shoes worry-free.
Nordstrom
Nordstrom is a platform offering both high-end and mainstream shoe brands, ideal for those seeking well-designed and comfortable shoes. Whether it’s elegant Chelsea boots, modern tall riding boots, or warm snow boots, Nordstrom has a wide range of options, and sometimes offers seasonal discounts
ASOS
If you enjoy fast fashion and want to purchase autumn and winter shoes at more affordable prices, ASOS is a great option. The platform offers a variety of boots and shoes from various brands, and you can follow popular trends, with broad shipping services covering many parts of Europe and the U.S.
Amazon
As the world’s largest online retailer, Amazon is undoubtedly a convenient and fast shopping platform. You can find a variety of shoes, from classic Timberland short boots to various snow boots. The platform offers transparent pricing and fast shipping services.
Farfetch
If you prefer luxury brand shoes, Farfetch is a high-end fashion platform worth recommending. It offers shoes from world-renowned designers, perfect for those looking for fashion and high quality.
SSENSE
SSENSE is known for its curated selection of luxury brands and avant-garde designs. If you enjoy modern, unique winter footwear, this platform will have many options worth exploring. The variety of shoes on SSENSE caters to various styles and consumers.
Revolve
Revolve is an e-commerce platform primarily focused on young, trendy fashion brands. For those looking to add energy and style to their everyday outfits, Revolve offers many chic winter footwear options.
Nike
If you love sporty footwear, Nike’s official website is the perfect place to shop. You can find comfortable and stylish sneakers like the Nike Air Max, which pair well with casual pants, jeans, and other everyday outfits.
Whether you’re looking for warm snow boots or durable, stylish riding boots, these platforms can meet your needs. Most importantly, as autumn and winter approach, it’s best to pick out the right shoes early on, so you can stay comfortable while showing off your personal style. I hope you find your ideal pair on these platforms, and enjoy a warm and fashionable autumn and winter season!
