Fall is the perfect season to refresh your wardrobe, and nothing says ready for autumn like a great pair of shoes. As the temperature dips and the leaves change, you’ll want shoes that keep you comfortable while keeping your look on point. But with so many options out there, finding the right pair can feel overwhelming. Whether you’re looking for something casual for a walk through the park or chic enough to wear to the office, having a versatile, stylish pair of shoes is a must.
That’s where this guide comes in. We’ve rounded up the 10 best fall shoes that blend style and function seamlessly. From boots that can handle unpredictable weather to sleek loafers you can dress up or down, these picks will make sure you’re stepping out in style all season long. Let’s dive into the best fall shoes you should consider adding to your wardrobe this year.
The 10 Best Fall Shoes to Rock This Season in Style
1. Chelsea Boots
When it comes to versatility and style, Chelsea boots are a no-brainer for fall. With their sleek design and ankle-length height, they’re the ultimate go-to. Chelsea boots feature elastic side panels that make them easy to slip on and off, so they’re perfect for those on-the-go moments. Plus, they work with nearly every outfit—from skinny jeans to flowy dresses.
Opt for a classic black leather pair if you want something that can take you from casual Friday to a dinner date, or go for suede if you want a more relaxed, textured look. Regardless of material, a good pair of Chelsea boots is a fall wardrobe staple.
Here are three great options:
- Blundstone 510 Original Leather Chelsea Boots: Known for their durability and weather resistance, these are perfect for unpredictable fall weather.
- Sam Edelman Laguna Chelsea Boot: These chunky-sole Chelsea boots offer both style and comfort, making them ideal for both casual and semi-formal outfits.
- Everlane The Boss Boot: A sleek, minimalist Chelsea boot in polished leather that transitions seamlessly from work to weekend.
2. Combat Boots
Looking for something with a bit more edge? Combat boots are making a strong comeback this fall. Originally known for their rugged look, modern combat boots now come in a variety of styles, from chunky soles to sleeker, more polished designs. They’re great for adding a little toughness to a feminine dress or pairing with skinny jeans and a cozy sweater.
One of the reasons combat boots are among the best fall shoes is because of their durability and weather resistance. Rain or shine, these boots will keep you comfortable and stylish. Look for pairs with lug soles if you want extra traction for those slippery fall days.
Top combat boot choices include:
- Dr. Martens 1460 Boot: An iconic choice, these boots are built to last and offer a punk-inspired look.
- Steve Madden Troopa 2.0 Combat Boot: Sleek and stylish, this combat boot offers a refined take on the classic design.
- AllSaints Donita Leather Combat Boots: For a high-end, luxurious combat boot, this pair combines edgy style with premium leather.
3. Loafers
For those days when you need to feel a little more polished, loafers are your best bet. These shoes combine comfort and class, making them an ideal choice for work or semi-formal events. What makes loafers one of the best fall shoes is their ease of wear and versatility—they can easily transition from business meetings to after-work drinks without missing a beat.
Penny loafers, in particular, are very in this season. Try them in rich fall tones like burgundy or navy, and wear them with ankle-length trousers or even skirts and tights. If you want a little extra height without the discomfort of heels, opt for loafers with a chunky sole or platform.
Top picks for loafers this fall include:
- Gucci Brixton Horsebit Loafers: For those who want a touch of luxury, these loafers are a timeless and fashionable investment.
- Sam Edelman Loraine Loafers: A more affordable yet equally chic option that comes in various colors and materials.
- Everlane The Day Loafer: These sleek, minimalist loafers are made from soft Italian leather and offer all-day comfort.
4. Ankle Booties
Ankle booties are another essential shoe for the fall. Slightly dressier than Chelsea boots, they offer a more polished vibe while still being easy to wear. You can find ankle booties in leather, suede, or even fun, textured fabrics like snakeskin. Whether you’re going to the office or heading out for a casual brunch, ankle booties can pull together any outfit effortlessly.
Pair these with your favorite jeans, a maxi dress, or even cropped trousers. Their sleek silhouette ensures they’ll complement a wide range of looks, making them one of the best fall shoes for versatility.
Here are some standout options:
- Vince Camuto Gradina Block Heel Bootie: This chic bootie offers a classic design with a walkable block heel.
- Madewell The Regan Boot: Sleek and versatile, these booties are made from high-quality leather and go with everything.
- Marc Fisher LTD Yale Pointed Toe Bootie: The pointed toe adds a sophisticated touch to these modern ankle booties.
5. Knee-High Boots
For those who prefer something with more coverage, knee-high boots are a perfect choice. These boots scream fall and are great for keeping your legs warm when temperatures start to drop. Knee-high boots can easily be worn with skinny jeans tucked in or styled with skirts and dresses for a more sophisticated look.
Leather knee-high boots in brown or black are timeless, but don’t be afraid to experiment with colors like tan or even dark green for a more modern twist. The beauty of knee-high boots is they elongate the legs, making them a flattering option for nearly everyone.
Check out these stylish options:
- Stuart Weitzman 5050 Over-The-Knee Boot: An iconic over-the-knee boot that’s both stylish and incredibly comfortable.
- Sam Edelman Penny Leather Riding Boot: A classic riding boot with a timeless design, perfect for everyday wear.
- Frye Melissa Button Boot: Known for their craftsmanship, these leather boots offer both style and durability.
6. Slip-On Sneakers
Casual days call for shoes that are easy to wear but still stylish. Slip-on sneakers are a great option for fall, offering comfort without sacrificing style. These shoes are incredibly versatile, working well with everything from jeans and leggings to casual dresses.
Look for slip-on sneakers in neutral tones like white, grey, or black if you want a pair that will go with everything. You can also opt for fun textures like leather or faux fur to add a little flair to your casual look. Their convenience and comfort make them one of the best fall shoes for laid-back days.
Here are three top choices for slip-on sneakers:
- Vans Classic Slip-On Sneaker: A timeless sneaker that adds a laid-back vibe to any fall outfit.
- Steve Madden Gills Platform Slip-On Sneaker: With a thick platform sole, these slip-ons add a trendy twist to a classic look.
- TOMS Alpargata Slip-On Sneaker: Known for comfort and a lightweight feel, these casual slip-ons are perfect for everyday wear.
7. Western-Inspired Boots
Western boots have made a major comeback, and they’re one of the trendiest options for fall this year. With their distinctive stitching and pointed toe, they add a unique touch to your fall wardrobe. You can go all-out with a high, cowboy-style boot or keep it subtle with a Western-inspired ankle boot.
These boots pair surprisingly well with a range of outfits. You can wear them with your favorite jeans or even dresses for a boho-chic vibe. If you’re looking to make a fashion statement while staying comfortable, Western-inspired boots are one of the best fall shoes to try.
Here are three must-have Western boots:
- Tecovas The Dean: A high-quality, traditional cowboy boot made from full-grain leather.
- Dolce Vita Silma Western Bootie: These ankle booties offer a subtle Western flair that’s easy to pair with various outfits.
- Ariat Heritage R Toe Western Boot: Known for their comfort and durability, these boots are perfect for an authentic Western look.
8. Mules
Mules are the perfect transitional shoe for fall. They’re easy to slip on, making them a great choice for days when you don’t want to fuss with laces or zippers. The backless design gives mules a laid-back yet polished vibe that works for both casual and more formal settings.
This season, you’ll find mules in a variety of materials, from smooth leather to plush suede. Try a pair in a bold color or fun pattern if you want to add a pop to your outfit. Mules can be worn with cropped pants, skirts, or even jeans, making them one of the best fall shoes for those who value both comfort and style.
Consider these top picks for fall mules:
- Madewell The Gemma Mule: A stylish, pointed-toe mule that pairs well with both jeans and dresses.
- Everlane The Day Heel Mule: A comfortable and polished option made from soft leather.
- Sam Edelman Laurna Mule: These chic slip-on mules offer a sophisticated and stylish look with a chunky heel.
9. Heeled Booties
If you’re in the market for something a little dressier, heeled booties are the way to go. They offer the sleekness of ankle booties but with the added benefit of a flattering heel. Whether you’re going for a chunky heel or something more delicate, heeled booties can elevate any look without sacrificing comfort.
They’re perfect for nights out or more formal events, but they also work surprisingly well for everyday wear if you opt for a lower heel. Pair them with dresses, jeans, or even tailored trousers to complete your fall ensemble.
Here are three stylish heeled bootie options:
- Vince Camuto Welland Bootie: A trendy, sleek bootie with a comfortable block heel.
- Marc Fisher LTD Ulani Pointed Toe Bootie: With a stiletto heel and pointed toe, these booties offer a chic, feminine look.
- Sole Society Lariza Heeled Bootie: A stylish, versatile bootie with a block heel that’s perfect for both day and night.
10. Brogues
If you want a classic, menswear-inspired shoe that can still hold its own in a stylish fall wardrobe, brogues are a fantastic choice. These lace-up shoes are known for their intricate perforations and timeless look. Brogues give off a polished, intellectual vibe, making them a great option for more formal occasions.
They work particularly well with tailored pants or a smart dress, but they can also add a structured touch to more casual outfits like jeans and a sweater. For fall, opt for brogues in classic leather or experiment with modern textures like patent leather or suede.
Check out these highly recommended brogues:
- Cole Haan Original Grand Wingtip Oxford: A lightweight, modern take on the classic brogue with added comfort.
- Dr. Martens 3989 Brogue: For those who want a brogue with a bit of edge, this pair combines classic design with Dr. Martens’ signature rugged look.
- Sam Edelman Loraine Leather Wingtip Oxford: A sleek and polished brogue with a more feminine, streamlined silhouette.
Wear them to keep you stylish and ready for any occasion
As fall rolls in, it’s the perfect time to invest in shoes that will see you through the season in both comfort and style. The best fall shoes combine versatility with a chic design that works for various settings, whether you’re walking through fallen leaves on a weekend stroll or heading to the office. From timeless Chelsea boots and loafers to trendy Western boots and heeled booties, there’s something for everyone this season.
Choosing the right fall shoes will ensure you’re prepared for the changing weather without sacrificing style. Whether you’re drawn to the comfort of slip-on sneakers or the polished look of ankle booties, investing in a few key pairs will keep you stylish and ready for any occasion. Embrace the season with these fashionable and functional picks, and you’ll be stepping out confidently in no time.
