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Fall footwear guide: The best shoes and accessories for the season ahead
Curated styles to elevate autumn looks
As the air turns crisp and leaves change color, it’s time to bring out richer fabrics, layered outfits, and footwear that reflects the season’s character.
The Martin Dingman fall footwear guide highlights men’s shoes and accessories that add sophistication and timeless style to any outfit.
Every one of our seasonal picks brings you premium materials, handcrafted quality, and meticulous attention to detail for unparalleled men’s fall fashion.
Loafers for everyday sophistication
Men’s loafers offer the polish of a dress shoe without the formality of laces. This refined, streamlined design makes them ideal for effortless wear from office days through to weekend dinners.
Top pick: Bill Water Buffalo Horse Bit Loafers
Made from richly textured water buffalo hide and lined in glove leather, these loafers feel supple and luxurious from the first wear. The horse bit detail and all-season rubber sole deliver elegance and comfort in equal measure, making them the ideal fall shoes for men.
Wear with…
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Grey wool trousers, a crisp dress shirt, and a navy sport coat at the office
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Dark denim jeans, a cashmere crewneck, and a tailored overcoat for weekend grace
Dress shoes for formal occasions
When the occasion calls for traditional style, men’s dress shoes act as the foundation for a polished look. Ideal for weddings, evening events, and important business settings, their refined handcrafted construction ensures confidence and sophistication.
Top pick: Countryaire Calf Leather Wingtip
Crafted from smooth calf leather with classic brogue detailing, Countryaire wingtip shoes embody timeless elegance. The sturdy leather sole and glove leather lining deliver lasting comfort and support for a full day on your feet.
Wear with…
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A tailored charcoal or navy suit, crisp white dress shirt, and silk tie for weddings or high-class events
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Grey flannel trousers, a navy blazer, and a patterned pocket square for refined fall business attire
Sneakers for casual fall outfits
Clean, understated men’s sneakers are the perfect choice for relaxed weekends, casual office days, or social outings. They bridge the gap between polished and laid-back, making them versatile seasonal footwear for transitional style.
Top pick: Dawson Glove Leather Sneakers
Soft, supple glove leather and a refined silhouette give these sneakers an air of effortless sophistication. And with a minimalist design in neutral tones, they serve as wardrobe staples that bring all-day comfort to a variety of fall ensembles.
Wear with…
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Dark denim, a camel cashmere sweater, and a tailored overcoat to suit weekend brunches
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Grey chinos, a white dress shirt, and a navy blazer for a relaxed yet refined office look
Stylish boots for cooler days
Chukkas and other men’s boots suit crisp autumn days, weekend outings, and creative office settings where style must meet practicality. Their structured silhouette adds refinement while keeping feet warm and comfortable, making them the ideal leather shoes for fall.
Tuscan Italian Calf Suede Chukka Boots
Handcrafted for durability with supple Italian calf suede, these boots balance comfort with effortless seasonal style. Clean lines and refined detailing further elevate the design, making them a versatile men’s footwear option for any fall wardrobe.
Wear with…
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Olive chinos, a navy wool sweater, and a camel overcoat to create a polished yet relaxed weekend look
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Gray corduroy trousers, a white button-down, and a tweed sport coat for autumnal urban layers
Wellington boots for harsh weather
When fall rains turn the ground to mud, Wellington boots are the go-to choice for practical protection. A quality pair is ideal for country walks, outdoor gatherings, or tending to the grounds, keeping your feet dry and comfortable without sacrificing style.
Top pick: Wellington Waterproof PVC Boots
With evergreen PVC and a durable tread sole, these premium Wellingtons are built for all-weather resistance. They’re lightweight yet sturdy, ensuring waterproof performance while maintaining the timeless appeal of a classic outdoor essential.
Wear with…
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Dark denim, a quilted jacket, and a flannel shirt for rugged weekend outings
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Moleskin trousers, a waxed cotton field jacket, and a wool beanie for wet and chilly mornings
Warm slides for indoor comfort
As temperatures drop, a pair of well-made slippers keeps you warm and comfortable while maintaining impeccable fall style at home or on relaxed getaways. They’re perfect for unwinding after work, weekend lounging, or slipping on during cabin retreats.
Top pick: Cozy Country “Hair On” Leather Horse Bit Slides
With their supple “hair on” leather uppers and classic horse bit details, these slides bring a touch of sophistication to indoor wear. A cushioned footbed ensures warmth and comfort, making them a practical and polished choice for fall downtime.
Wear with…
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Flannel lounge pants and a soft cashmere crewneck for all-day comfort at home
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Wool joggers, a merino turtleneck, and a shawl-collar cardigan for cozy evenings by the fire
Fall belts that tie seasons together
A well-selected matching belt unifies your outfit, linking shoes and accessories with subtle sophistication. Earth tones like rich chocolate and warm chestnut complement the fall color palette, blending seamlessly into dozens of tasteful outfits.
Harris Italian Saddle Leather Belt
Crafted from luxurious Italian saddle leather, this chestnut leather belt pairs beautifully with polished dress shoes in office or formal settings. Its refined finish and sturdy construction deliver an unmistakably elevated look.
Telluride Braided Italian Saddle Leather and Elastic Belt
This casual piece combines comfort with effortless style, perfect for weekend or everyday wear. Braided Italian saddle leather and elastic allow for flexibility, while polished hardware adds a touch of understated sophistication.
Seasonal men’s accessories to elevate fall style
No fall footwear guide is complete without matching accessories to bring out the full potential of your outfit. Thoughtfully designed for style and function these pieces ensure every look is polished as your transition your style from summer to fall.
Rudyard Saddle Leather Polocrosse Duffel
Designed for the discerning traveler, the Rudyard duffel boards tumbled saddle leather and a clam-shell construction for easy packing. Its detachable shoulder strap and signature orange cotton twill lining ensure style and practicality in every fall getaway.
Herringbone Sport Italian Lamb and Wool Gloves
These gloves combine Italian lambskin palms with a luxurious wool-cashmere blend liner to bring you both warmth and elegance. The walnut herringbone pattern adds a touch of sophistication, perfect for graceful outfits in the crisp autumn air.
Cedar Shoe Trees
An essential accompaniment to any luxury footwear, cedar shoe trees preserve the shape and extend the lifespan of your investment. Their natural scent and moisture-wicking properties keep your shoes fresh and in optimal condition.
Elevate your fall style with Martin Dingman
The right shoes and accessories can carry you effortlessly through the season, combining versatility with enviable polish.
With our fall footwear guide as your style blueprint, you’re primed to invest in luxuriously handcrafted pieces that last.
Browse the Martin Dingman Autumn Collection and get ready to conquer a season defined by style.
