As the leaves turn and the air gets crisp, one thing’s for sure: it’s boot season! Whether you’re dressing up for a cozy dinner or taking a weekend stroll, the perfect boots can effortlessly elevate your entire look. This season, I’m sharing some of my favorite picks that combine style, comfort, and timeless appeal. From chic knee highs to casual ankle boots, here’s a round-up of the must-have boots to carry you through fall. Shop them all here.

1. The Classic Black Knee High Boot

There’s nothing quite as sleek and timeless as a pair of Loeffler Randall’s Goldy black knee high boots. With a polished leather finish and block heel, this pair exudes elegance while still being incredibly wearable. Whether paired with a knit dress or your favorite jeans, these boots are versatile enough to transition from day to night with ease. The clean lines and slightly slouchy silhouette make them a staple for every fall wardrobe.

2. The Brown Suede Ankle Boot

Looking for a boot that strikes the perfect balance between comfort and style? These brown suede ankle boots by Sam Edelman are it. The soft suede texture adds a luxurious feel, while the block heel ensures they’re comfortable enough for all day wear. These would look amazing with everything from tailored trousers to flowy dresses, making them a truly versatile piece in your fall rotation.

3. The Burgundy Showstopper

If you’re looking to add a pop of color to your fall outfits, these rich burgundy boots by Sézane are the perfect choice. They stand out in a sea of neutral tones while remaining sophisticated and easy to style. Picture these paired with a denim midi skirt or layered over tights and a cozy sweater dress — a chic statement piece that will no doubt turn heads wherever you go.

4. The Equestrian-Inspired Knee-High Boot

For those who appreciate a refined yet rugged style, these equestrian inspired knee high boots by Penelope Chilvers are the perfect addition to your fall wardrobe. Crafted from rich brown leather with zipper and tassel detailing, they strike the balance between functionality and elegance. Whether you’re heading out for a country walk or pairing them with a tailored coat in the city, these boots bring a touch of classic sophistication to any outfit. Wear them with dark denim and a herringbone blazer for an effortlessly chic, autumnal look.

5. The Perfect Everyday Chelsea Boot

Fall is synonymous with cozy, casual looks, and these Chelsea boots by Ariat are ideal for just that. They’re perfect for a weekend spent apple picking or a walk through the woods, adding a rustic touch to any outfit. The durable leather and warm brown tones make them the kind of boots you’ll reach for again and again. Pair with your favorite slim fit jeans and an cozy cardigan for an effortlessly relaxed look.