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These Are the Shoes I’m Reaching for All Fall Long

These Are the Shoes I’m Reaching for All Fall Long

Fall is here, and that means it’s time to swap out those summer sandals for something more weather-appropriate. As temperatures drop and leaves change color, our footwear choices need to adapt while still keeping us stylish. From cozy classics to bold statement pieces, here are nine shoe styles I can’t stop wearing this autumn season.

1. Adidas Samba OG

Adidas Samba OG
© LTK

A sneaker that’s stood the test of time, the Adidas Samba OG brings vintage-inspired style into modern wardrobes. Originally designed for indoor soccer, it’s now a global streetwear staple thanks to its smooth leather upper, suede T-toe detail, and gum rubber sole.

Lightweight and versatile, it’s perfect for pairing with wide-leg trousers, relaxed denim, or even tailored pieces for an off-duty edge. Comfortable enough for all-day wear and endlessly stylish, the Samba OG is a must-have for fall’s blend of sporty and chic dressing.

2. Gucci Shift Sneaker

Gucci Shift Sneaker
© HIGHXTAR.

Minimalist and refined, the Gucci Shift Sneaker is luxury footwear at its most versatile. Featuring a sleek low-profile silhouette crafted in premium leather and accented with Gucci’s iconic Web stripe, this sneaker offers understated elegance for city life. Lightweight construction makes it comfortable for long days, while subtle design cues—like monogram mesh or gold hardware details—add just the right amount of statement.

Whether styled with jeans and a crisp shirt or tailored trousers and a blazer, the Shift Sneaker proves that high fashion can also be effortless.

3. Kizik Vegas

Kizik Vegas
© Sneakerology

Featuring full-grain leather uppers and Kizik’s patented Cage™ heel technology, these shoes combine ease of wear with elevated style. Inside, cushioned insoles and a roomy toe box ensure all-day comfort, while the sleek, polished silhouette makes them perfect for casual office looks, dinner outings, or city walks.

Available in versatile colors like white, black, and tan, the Vegas is the rare sneaker that blends practicality with refined everyday styling.

4. Isabel Marant Beth Suede-Trimmed Sneakers

Isabel Marant Beth Suede-Trimmed Sneakers
© Net-a-Porter

Inspired by vintage tennis shoes, it’s both sporty and chic, bringing effortless Parisian flair to fall outfits. The perforated sides add breathability, while a gum sole grounds the design in casual comfort.

Perfect for pairing with midi skirts, cropped jeans, or oversized knitwear, the Beth is a versatile sneaker that feels fresh yet timeless. When you want comfort without sacrificing style, this sneaker offers the perfect blend of retro playfulness and modern sophistication.

5. Polo Ralph Lauren Pony Ballerina Sneakers

Polo Ralph Lauren Pony Ballerina Sneakers
© Ralph Lauren

Blending ballet-flat elegance with sneaker comfort, the Polo Ralph Lauren Pony Ballerina Sneakers are a unique gem in my collection. The rounded toe and suede finish feel feminine, while the embroidered Pony logo keeps things classic.

I love them with knit dresses and trench coats for an easy fall city look.

6. Dr. Martens 1460 Leather Boots

Dr. Martens 1460 Leather Boots
© ASOS

A true icon, the Dr. Martens 1460 leather boot brings timeless edge to fall wardrobes. With its smooth leather upper, signature yellow stitching, and air-cushioned sole, it’s built to last while offering all-day comfort. Originally rooted in workwear and subcultures, the 1460 has evolved into a style essential for anyone wanting to add toughness to their look.

These boots embody a rebellious spirit while still being incredibly versatile. They’re as functional as they are fashionable, making them a fall staple year after year.

7. UGG Classic Ultra Mini Platform

UGG Classic Ultra Mini Platform
© Randy’s Shoes

Cozy comfort gets a modern upgrade with the UGG Classic Ultra Mini Platform. Lined with plush sheepskin, these boots provide unbeatable warmth while the chunky platform sole adds height and a contemporary silhouette. The low-cut design makes them easy to slip on and style, whether with leggings, oversized sweaters, or even wool coats for a chic off-duty vibe.

Lightweight yet warm, these UGGs are perfect for brisk fall mornings and laid-back weekends. A reinvention of the iconic UGG boot, the Ultra Mini Platform delivers both comfort and trend-right appeal.

8. Blundstone 510 Chelsea Boots

Blundstone 510 Chelsea Boots
© Footprint USA

Rugged yet refined, the Blundstone 510 Chelsea Boot is built for durability and comfort, making it a fall essential. Its water-resistant leather upper, elastic side panels, and shock-absorbing sole ensure all-day wearability in unpredictable weather. The minimalist design pairs effortlessly with denim, skirts, or workwear, while its slip-on ease makes it ideal for busy city days.

Known for lasting years with minimal upkeep, Blundstones only get better with age, developing a patina unique to the wearer. Functional, stylish, and incredibly practical, these boots are a smart investment for fall and beyond.

9. Prada Monolith Lug-Sole Boots

Prada Monolith Lug-Sole Boots
© eBay

Featuring a chunky lug sole, polished leather construction, and often detachable pouch detailing, these boots combine high fashion with urban utility. The exaggerated sole not only elevates your style but also offers excellent traction on wet city streets.

Best styled with oversized coats, midi dresses, or tailored trousers, the Monolith adds instant drama to fall outfits. For fashion lovers who want their footwear to stand out, this boot is both practical and powerful—a luxury investment piece with unmistakable presence.