Best Men's Loafers For Fall 2023

As the crisp breeze of autumn begins to sweep through, it’s time for men to step up their footwear game with the perfect blend of style and comfort. Whether you’re strolling through the city streets, heading to the office, or embarking on a weekend adventure, a pair of loafers can effortlessly elevate your fall ensemble. When it comes to selecting the ideal men’s loafers for fall, our editors’ picks will enable you to explore a range of options that perfectly align with your dynamic interests and lifestyles.

Wold and Shepherd Monaco Loafer

An unlined penny loafer featuring soft, water-repellent Italian suede, the Monaco Loafer features comfort-driven tech delivered so discreetly that the aesthetics aren’t sacrificed. There’s FloatForm memory foam throughout the leather-lined footbed that cushions every step. Ths loafer makes the perfect casual statement and has been an eclectic addition to any man’s wardrobe for decades.

$195

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Blackstock & Weber The Mason Horse Bit Loafer

Handmade in Portugal, these horse bit loafers are Goodyear welted with full grain leather sourced from Tanneries Du Puy. The loafers boast a double leather sole and gold embossed branding. Available in a wide range of colors, the loafers are presented in Blackstock and Weber’s Branded Box with a dust bag.

$375

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Morjas Penny Loafer

The Morjas Penny Loafer is hand-crafted in Almansa, Spain. This contemporary silhouette works great with both casual and formal outfits. A particularly superb partner for everyday wear, with a Goodyear welt, you can rest assured that you can wear them for years to come. The shoes boast a full leather lining and a single leather sole.

$349

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Gucci 1953 Men’s Horsebit Loafer

Handmade in Italy, Gucci’s 1953 Horsebit Loafer is available in Black, Brown, or Black and White fine leather, with each reimagining the emblematic Horsebit loafer with a low heel. Since its introduction in the 1950s, this preppy-inspired shoe has continued its influence, and has been redesigned in new forms and materials over the years.

$920

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Duke + Dexter Black x White Pebble Grain Penny Loafer

Duke + Dexter’s Penny Loafer is handmade in England and built to last. Decked out with a 25mm compounded rubberized crepe sole, this shoe is not only versatile and comfortable, but great for year-round wear. The upper is made from premium durable Italian leather, with an Italian leather lining. Available in regular and pebble grain leather.

$300

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Reiss Bray Suede Slip On Loafers

These loafers from Reiss are a slip-on style crafted from 100% suede and finished with tonal stitching. Choose as part of your smart-evening ensemble or style with jeans and a blazer. Sporting a 100% rubber sole, this loafer is available in Dusty Mint, Tan, Navy, Rust, and Chocolate.

$290

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Florsheim Talladega Bit Loafer

Since 1892, Florsheim has been creating exceptionally stylish and comfortable shoes. These loafers are distinguished by their sleek bit hardware that highlights its modern look with a moc-stitched toe and well-cushioned footbed. Florsheim’s loafers fit true to size and are available in Black and Cognac.

$125

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Cole Haan Men’s Pinch Tassel Loafer

Hand-antiqued, brush-off leather uppers with tassel detailing give this Cole Haan loafer a polished look that truly looks good with everything from casual to formal wear. The padded fully leather sock lining adds softness and makes these loafers comfortable enough to wear without socks. This comfortable slip-on shoe has a classic, stylish full leather sole with a combination stacked leather heel.

$98

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Alden® for J.Crew Suede Tassel Loafers

J.Crew partnered with Alden for this exclusive take on classic tassel loafers, an Alden invention – with roots in the moccasin – that took hold on college campuses in the midcentury. It has since cemented its place at the perfect distance between casual and formal. This pair is made in buttery suede, ideal for dressing up denim or a pair of chinos.

$645

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Charles Tyrwhitt Leather Tassel Loafers

Available in four rich colors, these loafers combine off-duty comfort with distinctive old-school charm. Fine quality leather uppers make these shoes breathable and durable, creating a long-lasting style that you’ll return to again and again. The leather insock adds a soft layer for all-day wear, while the flexible sole has a rubber insert and heel that puts a spring in your step.

$199

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