12 Timeless Types of Shoes Women Should Own

Winter is the perfect time to revamp your wardrobe, starting from the ground up—literally! It is time to think about your shoes and what you are missing when it comes to flawless footwear. For example, a great pair of boots is essential for staying cozy, stylish, and ready to take on chilly days. But, it all depends on if you’re looking for something sleek and professional, rugged and practical, or just plain fun. There really is a shoe for every occasion. With so many options we wanted to share some of the best picks to help you step into the season with confidence and warmth!

Chelsea Boots

Chelsea boots are a classic fall shoe. They are easy to put on with their elastic sides, making them practical. These boots pair well with jeans (leggings and skirts). Flat or heeled versions work well, depending on your style. Black and brown are the go-to colors (but gray and olive are nice alternatives). Leather Chelsea boots look sleek, while suede ones add a softer touch. They are versatile enough for work and casual days out. These stylish boots add a touch of elegance to your fall wardrobe.

High-Top Sneakers

High-top sneakers are a comfy choice for casual fall days. They offer more ankle support than regular sneakers, keeping you warm. You can wear them with jeans (and joggers or skirts) for a sporty look. Leather or suede high-tops are cozier for cooler weather. White is a timeless choice, but you can try red or blue for a pop of color. If you like extra height, choose high tops with a platform sole. They are great for running errands or meeting friends. High-top sneakers are a fun, laid-back option for fall.

Oxfords

Oxfords are stylish and versatile. They add a classic touch to fall outfits, making them perfect for work or semi-formal events. You can pair them with trousers and skirts. Leather Oxfords are sleek, while suede ones are softer. Black and brown are traditional choices, but burgundy adds a nice fall touch. Brogue details can make Oxford look more unique. Flat or heeled versions give you different styling options. Oxfords are both warm and elegant for cool days.

Knee-High Boots

Knee-high boots provide extra warmth and coverage in the fall. You can wear them over jeans or under dresses. Flat, heeled, or wedge styles offer various looks. Leather and suede versions are cozy (with black and brown being the most popular). Details like zippers, buckles, or lace-ups add more interest to the design. Knee-high boots are ideal for chilly days when you need extra warmth. They can be dressed up or down easily. These boots are both practical and stylish.

Loafers

Loafers add a chunky, trendy touch to classic loafers. They offer good grip, making them suitable for rainy fall days. Pair them with straight-leg jeans, trousers, or skirts. Black or brown are the go-to colors, but bold shades can make a statement, too. These loafers give you a bit of height without losing comfort. These are a great choice if you like a polished look with some edge. They are both stylish and practical for fall. Loafers are a modern twist on a timeless style.

Waterproof Boots

Waterproof boots are a must for rainy fall days. They keep your feet dry while still looking good. You can find options in leather and rubber. Pair them with jeans and leggings (or casual dresses). Neutral colors like black or brown are practical, but navy or green adds a fun twist. Look for boots with extra grip for slippery sidewalks. Waterproof boots can be stylish with the right outfit. They are a smart choice for wet and cold days.

Fashionable Hiking Boots

Fashionable hiking boots are rugged yet trendy. They are perfect for nature walks or casual outings in the fall. You can pair them with jeans or cozy sweaters. Leather versions are warmer and more stylish for everyday wear. If you like color, try tan and olive (or burgundy) hiking boots. They provide good support and grip, making them practical too. Fashionable hiking boots offer both style and function. They keep your feet warm and comfy on cooler days.

Brogues

Brogues add a classic touch to any fall outfit. Their perforated designs make them stand out. You can try them with skirts or dresses (and some trousers). Black and brown leather brogues are timeless, but colorful ones add a playful twist. Flat or heeled options offer different looks. Brogues are warm and stylish, making them a good choice for cool days. Brogues are both unique and versatile. They are a great way to add character to your fall wardrobe.

The Riding Boots

Riding boots are a fall staple for those cooler days when you want to stay warm (but still look stylish). These boots usually go up to the knee, making them great for wearing with leggings, skinny jeans, or dresses. Riding boots are comfortable for everyday wear and give off a chic, put-together vibe. Depending on the occasion, you can zip them up or down, making them versatile. Brown and black are the most common colors (but you can also find them in various shades). They are practical, stylish, and timeless—a winning combination for fall.

Ankle Boots

Ankle boots are one of the most flexible footwear for fall. They come in different styles, from flat to heeled, and can be paired with almost any outfit. Wear them with dresses or jeans to look cool. Ankle boots also come in different materials, like leather and suede. They are easy to slip on, and their shorter height makes them comfortable for all-day wear. They give off that cool (and casual vibe) that is perfect for fall.

Combat Boots

Combat boots are a bold (and stylish) choice for fall. They bring an edgy look to any outfit. These boots have a sturdy design and thick soles. They are ideal for colder weather. Combat boots provide great support and are comfortable enough for long days. You can dress them up or keep them casual (as per your choice). With their durable material, they last through many seasons. Combat boots are a timeless option that keeps you looking fashionable (and practical).

Espadrille

Espadrille boots combine the cozy feel of boots with the classic espadrille sole. They offer warmth with a fully covered upper while retaining the unique woven sole detail. These boots pair well with jeans, dresses, or skirts for a laid-back yet stylish look. Tan, brown, or black options are popular for fall outfits. The soft material keeps your feet comfortable on cool days. Espadrille boots are a good mix of casual and chic. They add a bit of texture to your fall wardrobe.

Fall is the perfect time to experiment with different styles of boots so you will be ready for any occasion. Every moment has a boot, from casual outings to more formal events. These boots are practical and stylish, helping you feel confident no matter what you are wearing. Investing in the right footwear can enhance your fall wardrobe (and make you feel comfortable all season).