Best Boots for Fall and How to Style Them |

written by

Alina Orozco

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There’s something about fall that always makes me excited to refresh my wardrobe. Maybe it’s the crisp air, the cozy layers, or simply knowing that boot season has finally arrived. The right pair of boots can instantly transform even the simplest outfit, and this year I’ve rounded up the best boots for fall 2025 that are chic, versatile, and worth adding to your closet.

Best Boots for Fall 2025 And How To Style Them

From sleek ankle boots to knee length classics, these are the pairs I know you’ll wear on repeat all season long. Here are my favorite boots of the season and how to wear them.

1. Suede Ankle Boot with Block Heel

If you’re looking for a pair of ankle boots that can do it all, the Saige Ankle Bootie is the one. The rich suede and streamlined silhouette make these perfect for everything from running errands in jeans to dressing up a midi dress for dinner. They’re timeless, which means they’ll stay in your rotation long after this season. The block heel gives just enough to make this an easy day to night MVP boot in your closet.

2. Low Heel Chocolate Leather Boot

You know I’m all about investment pieces, and the Leather Bobby Boot from Jenni Kayne is exactly that. Made in Italy, these boots have a soft square toe and a comfortable block heel, which makes them chic enough for the office yet practical for day-to-day wear. They’re the kind of boots that instantly elevate any outfit—even simple jeans and a sweater.

3. Low Heel Knee High Boot

The Dolce Vita Auggie Boot is a stylish and inclusive option for women seeking both comfort and fashion this fall. Crafted from rich chocolate leather, this boot features a sleek silhouette that effortlessly complements various outfits. The extra-wide calf design ensures a comfortable fit without compromising on style, making it an excellent choice for those with broader calves. Its versatile design allows it to be paired with dresses, skirts, or jeans, offering both functionality and elegance. Whether dressing up for a special occasion or adding a chic touch to everyday wear, the Auggie boot provides a perfect blend of comfort and sophistication.

4. Italian Leather Knee-High Boot

Last but definitely not least, the Italian Leather Knee-High Boot from Banana Republic brings a bold yet minimal silhouette. With its Western-inspired shape, premium Italian leather, and clean lines, this boot adds just the right amount of edge to your fall outfits. Pair it with tailored trousers for a polished look or wear it with a flowy dress for contrast.

5. Kitten-Heel Leather Ankle Boot

The Madewell Dimes Kitten-Heel Boot is a refined and versatile addition to any fall wardrobe. Crafted with a sleek silhouette, these boots offer a subtle yet stylish presence, making them perfect for both professional settings and casual outings. The kitten heel provides just the right amount of lift without compromising on comfort, allowing for all-day wear. Whether paired with tailored trousers or a flowing midi skirt, the Dimes Boot adds a touch of understated elegance to your ensemble. Its timeless design ensures it remains a staple piece for seasons to come.

cardigan | dress | boots | bag

6. Waterproof Chelsea Boot

The Sam Edelman Laguna Waterproof Lug Sole Chelsea Boot is a standout choice for fall 2025, combining practicality with style. Designed to withstand wet conditions, its waterproof construction ensures your feet stay dry during unpredictable autumn weather. The lug sole provides excellent traction, making it ideal for navigating slippery sidewalks or muddy trails. With its sleek silhouette and versatile design, this boot effortlessly pairs with both casual and dressier outfits, offering a polished look without compromising on comfort. Whether you’re commuting to work or enjoying a weekend outing, the Laguna Chelsea Boot is a reliable and fashionable option for the season.

7. Rustic Style Waterproof Chelsea Boot

The SOREL Joan Now Waterproof Chelsea Boot is a standout choice for fall 2025, seamlessly blending style, comfort, and practicality. Crafted from high-quality leather, this boot features a rugged lug sole that offers excellent traction, making it ideal for navigating wet and slippery conditions. Its waterproof construction ensures your feet stay dry during unpredictable autumn weather. The pull-on design with elastic gore panels allows for easy on and off, while the 1.5-inch heel provides a subtle lift without compromising on comfort. Available in versatile colors like black leather, the Joan Now Chelsea Boot pairs effortlessly with both casual and dressier outfits, making it a must-have addition to your fall wardrobe.

white button down | barn jacket | jeans | b o ots | bag

8. Western Style Boot

The Sam Edelman Rue Western Boot is a chic and versatile ankle boot that effortlessly blends classic Western elements with modern design. Crafted from high-quality leather, it features a pointed toe, stacked heel, and subtle stitching details that nod to traditional cowboy boots. The neutral color palette ensures easy pairing with a variety of outfits, making it a staple for both casual and dressier occasions. Whether styled with jeans, skirts, or dresses, the Rue Western Boot adds a touch of timeless elegance to your fall wardrobe.

9. Square Toe, Stacked Block Heel Ankle Boot

The Madewell Lexie Ankle Boot is a versatile and timeless addition to any fall wardrobe. Crafted from high-quality leather, it boasts a sleek silhouette that effortlessly complements both casual and dressier outfits. The boot’s minimalist design features a subtle pointed toe and a comfortable block heel, offering both style and stability. Whether paired with jeans, skirts, or dresses, the Lexie Ankle Boot provides a polished look suitable for various occasions. Its neutral color palette ensures easy pairing with a range of fall ensembles, making it a go-to choice for the season.

Why Boots Are the Star of Every Fall Wardrobe

Boots aren’t just a seasonal trend—they’re the foundation of fall fashion. A great pair can ground your entire outfit, pulling together cozy layers and adding instant sophistication. Here’s why the best boots for fall 2025 are worth the investment:

Versatility: From ankle booties to tall silhouettes, boots can transition seamlessly between casual coffee runs and more formal occasions.
Comfort: With cushioned soles, practical heels, and durable materials, today’s boots are designed for style and wearability.
Longevity: Quality boots in neutral tones like black, brown, and taupe become staples you’ll wear year after year.
Seasonal Style: Boots are the easiest way to signal a seasonal shift—swapping out sandals or sneakers for suede or leather instantly makes your outfit feel fall-ready.

How to Style the Best Boots for Fall 2025

One of my favorite things about boot season is how creative you can get with styling. Here are a few outfit formulas to try this fall:

Cozy & Casual: Ankle boots + wide leg jeans + cardigan.
Workwear Chic: Leather block-heel boots + tailored trousers + a crisp button-up.
Weekend Ready: Suede booties + knit dress + cropped trench coat.
Date Night: Sleek leather boots + midi skirt + fitted top.

The beauty of boots is that they work with just about everything in your closet. Whether you’re a fan of classic denim looks or love to lean into more polished silhouettes, there’s a pair here that can be your go-to this season.

Choosing the Right Pair for You

When shopping for boots this fall, think about your lifestyle and what you’ll wear them with most often. Ask yourself:

Do you need something versatile for everyday wear? (Go for the Saige Ankle Bootie.)
Are you ready to invest in a long-lasting, elevated style? (The Leather Bobby Boot is your match.)
Do you want something fashion-forward that still feels practical? (Try the Western Inspired Leather Boot.)
Do you love bold silhouettes with timeless appeal? (The Italian Leather Knee-High Boot delivers both.)
Need a no fuss, go with everything rain or shine kind of everyday boot. These Chelsea Boots are for you.

By choosing the right pair, you’ll not only look stylish this fall but also build a collection that lasts well beyond 2025.

If you’re curating your closet this season, these are truly the best boots for fall 2025—each with its own personality and styling potential. Whether you lean toward timeless ankle boots, an investment-worthy leather style, or a statement knee-high, you can’t go wrong with any of these pairs.

Fall is all about feeling confident and comfortable in your style, and the right pair of boots can take every outfit to the next level.

So this year, treat yourself to the pair that makes you feel your best—you’ll be glad you did every time you step out into the crisp autumn air.

This season rich brown hues and lots of texture take center stage in fashion. This extends to boot style for fall. Here is a round up of this seasons best fall boots in all styles.