$194.95

Embrace effortless elegance with these ivory leather Chelsea boots. Designed for timeless style, they boast stretchy side panels and a convenient pull-tab for easy wear. The chunky block heel and durable lug sole provide both comfort and a stylish lift, making them a perfect, enduring choice for your fall wardrobe.

$194.95

at Chiappettash...

$358.00

Embrace timeless style with a modern twist in the Kate Harness boot. This classic silhouette, complete with Frye's iconic harness detail, offers enduring elegance. Its comfortable block heel and cushioned footbed make it easy to wear all day, pairing perfectly with everything from dresses to denim.

$358.00

at Thefryecompa...

$380.00

Embrace the cutting edge with Italian craftsmanship. These Montecatini Terme-made boots redefine biker chic with a removable harness, ensuring effortless versatility. While they look the part, perhaps leave the actual motorcycle riding to the professionals. Step into fall with a timeless statement piece that’s both bold and adaptable.

$380.00

at Macys

$248.00

Elevate your fall wardrobe with these effortlessly chic, tall leather boots. The Kiki boots boast a sleek pointed toe and a subtle kitten heel, offering both comfort and timeless style. Crafted from luxuriously soft leather, they transition seamlessly from day to night. Plus, the slouched shaft option adds a touch of modern flair to this season's must-have boot.

$248.00

at Lyst

$125.00

Step into fall with the Glove Boot, a sleek and sustainable silhouette that’s turning heads. Crafted from recycled plastic bottles, this boot offers a flattering, holds-you-in fit with all-day comfort thanks to its innovative ReKnit fabric and walkable heel. Effortlessly chic and planet-conscious, it's the perfect way to embrace the season's freshest trends.

$125.00

at Everlane

$189.95

Step into fall's freshest silhouette with the LANDER knee-high boots. This trending style boasts a modern square toe and chic kitten heel, ready to elevate any outfit. Crafted with a distressed leather upper, these boots provide both undeniable style and all-day comfort, making them perfect for any occasion, from work to weekend.

$189.95

at Stevemadden

$39.98

Step into fall's cutting edge with a pair of these must-have ankle boots! These stylish booties boast a fresh silhouette, perfect for elevating any autumn outfit. Find your perfect fit and enjoy the added perks of free shipping, easy returns, and exceptional customer service when you shop online.

$39.98

at Dsw

$179.99

Embrace the fall's adventurous spirit with these stylish combat boots! The Elliot boot features a rugged yet refined design, blending sleek leather panels with a bold lug sole. Lace up and experience all-day comfort while conquering any terrain. From city streets to weekend getaways, these boots will take your fall wardrobe to the next level.

$179.99

at Amazon

$89.99

Embrace cozy comfort with these everyday essentials! The 8-inch tall boots provide exceptional warmth thanks to a wool blend lining and sheepskin footbed, perfect for navigating chilly fall days. Enjoy all-day support and style without sacrificing practicality. Snag a pair and step into a season of blissful comfort.

$89.99

at Bearpaw

$119.99

Conquer your daily commute in unparalleled comfort with a classic Chelsea boot designed for all-day wear. Crafted from premium Gold Rated leathers and featuring a cozy canvas lining, these boots seamlessly blend heritage style with modern support. Whether you're exploring city streets or weekend trails, experience lasting comfort and undeniable style for every adventure.

$119.99

at Chacos

$160.00

Step into fall with ultimate comfort in these UGG® Classic Ultra Mini booties. Designed for everyday wear, these water-resistant boots feature soft sheepskin lining and a supportive sugarcane EVA outsole. With their stylish asymmetrical topline and classic UGG® design, you'll enjoy all-day comfort and a touch of luxury, no matter your daily adventures.

$160.00

at Dillards

$49.99

Embrace the season's elegance with a classic lace-up designed for enduring style and all-day comfort. Crafted from premium leather with signature cushioning, these boots ensure every step is effortless. Effortlessly blending form and function, the Bradley Up is your go-to choice for navigating crisp autumn days with ease and timeless appeal.

$49.99

at Clarks

$209.95

For all-day comfort and timeless style, look no further than these high-top boots. Crafted from supple antique brown leather and accented with classic brogue details, they're a versatile wardrobe staple. Built to last with superb durability, these boots will support you through every fall adventure without sacrificing an ounce of style.

$209.95

at Blundstone

$159.94

Command attention this fall with the ROCKY boot. This striking engineer boot, crafted from premium leather, boasts an industrial-chic aesthetic with adjustable buckle straps and a sturdy block heel. Its hand-finished details ensure a unique look, while the comfortable design makes a bold statement effortlessly.

$159.94

at Stevemadden

$152.00

Step into fall with a touch of rock and roll in these stunning ankle boots. Crafted from supple leather and punctuated with statement hardware, the pointed toe and elastic gussets provide a sleek silhouette and effortless wear. A comfortable cushioned insole ensures you can strut in style all season long.

$152.00

at Allsaints

$195.00

Conquer any trail with these eco-conscious hikers. Built for rugged adventures, they feature a waterproof nubuck leather upper and a GORE-TEX bootie construction to keep your feet dry. The Vibram® Megagrip outsole offers superior traction, while the sugarcane EVA midsole delivers lightweight cushioning. These durable boots are ready to take on the elements.

$195.00

at Brownsdbq

$170.00

Conquer any trail this fall with these top-rated hiking boots! The Moab 3 Mid are engineered for ultimate comfort and built to withstand the elements, offering waterproof protection and a wide width for a superior fit. Get ready to experience unparalleled durability and conquer any outdoor adventure with confidence.

$170.00

at Merrell

$160.00

Conquer any fall trail in the Escape Thrive™ Titanium™ Mid Shoe. Built for adventure, this durable mid-shoe provides superior support, traction, and stability, keeping you comfortable and confident on every hike. Its weather-resistant design ensures you can embrace the elements and enjoy the season's beauty, no matter the conditions.

$160.00

at Columbia

$159.96

Conquer any trail with these speed hiking boots! The Pedroc Pro Mid combines lightweight design with rugged protection, featuring a waterproof Powertex membrane and a grippy Pomoca outsole. Built for comfort and stability, these boots boast an integrated Ankle Protector and responsive cushioning, making them the perfect choice for your outdoor adventures, whether you're hitting the mountain or exploring the city.

$159.96

at Salewa

$83.55

Elevate your fall wardrobe with these effortlessly chic ankle boots. The sleek pointed toe and walkable block heel of this leather boot make it a versatile choice, perfect for dressing up or down. From crisp autumn days to chilly evenings, enjoy the style and comfort of this must-have boot, designed to take you through every season in style.

$83.55

at Amazon

$94.99

Conquer fall's unpredictable weather with these chic ankle boots. Crafted for both style and practicality, they effortlessly transition from crisp mornings to evening outings. These weatherproof wonders from Sam Edelman keep your feet dry and stylish, making them the perfect versatile choice for your autumn wardrobe. Find them now at Zappos!

$94.99

at Zappos

$96.00

Conquer fall's unpredictable weather in style with a waterproof Chelsea boot that effortlessly elevates any look. From city streets to weekend adventures, these boots offer unparalleled versatility. Their classic, edgy design pairs seamlessly with everything in your wardrobe, ensuring you're prepared for any outing.

$96.00

at Sorel

$199.95

Conquer fall's unpredictable weather in style with this weatherproof ankle bootie. Designed for both fashion and function, these boots are ready for anything. Whether you're navigating city streets or embracing weekend adventures, its durable construction and chic design will keep you looking and feeling your best all season long.

$199.95

at Zappos