Top 10 Men's Fall Shoes

The 10 Shoes You Need This Fall And How To Wear Them

The 10 Shoes You Need This Fall And How To Wear Them

Guys: It’s time for a fall shoe haul. Today we’re covering the Top 10 essential shoes you need in your arsenal this season, the best styles you can buy, and the best ways to wear them. We’ve got them all—from upgraded white sneakers and beautiful brown boots to elegant oxfords and everyday kicks—and we’ve taken them straight from the A/W ’18 runways. Our picks are based on data from our algorithm, fashion editor favorites, and reviews by the guys that love them so you can fully trust this selection. Whether you need a pair for fancy-shmancy occasions, the most brutal weather fall can bring, or a boot that’ll add a little edge to your look, these are the pairs you should have on your radar this season. Scroll through our objective list and start stocking up on these essential shoe styles that will carry you through the fall and beyond! Opening image: @redwingheritage

Did you like our 10 Best Men's Fall Shoes? Then we think you'll love our 10 Best Men's Leather Sneakers, too!

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October 9, 2018

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Top 10 Lists serve as unbiased shopping guides to the most trusted product recommendations on the internet. Products are scored and ranked using an algorithm backed by data consumers find most valuable when making a purchase. We are reader-supported and may earn a commission when you shop through our links.

The Rankings

Steven Madden Malice Chelsea Boot
Rank & Style Approved


Steven Madden Malice Chelsea Boot

THE CHELSEA BOOT: The ultimate versatile shoe, the Chelsea boot is a stylish upgrade to your usual sneaker but can also totally replace your dress shoes. Wear them with jeans on the weekend or nicer pants for work—the styling possibilities are endless.

1901 'Bermuda' Penny Loafer

THE LOAFER: Meet your new secret to looking instantly dapper this fall and beyond. The classic, year-round style is easy to dress up or down and comes in a variety of colors and fabrics. We think it’s safe to say that they’re here to stay.

Cole Haan Original Grand Wingtip

THE WINGTIP OXFORD: An elegant oxford shoe is appropriate for any dress-up occasion (think weddings, meetings, and black-tie parties), so you won’t regret investing in a high-quality pair.

Cole Haan GrandPro Tennis Sneaker

THE DRESS SNEAKER: An upgrade to your beloved Stan Smiths, a classic pair of dress sneakers like this one will elevate any ensemble.

Adidas Swift Run Running Shoe

THE ATHLETIC SNEAKER: Athletic sneakers can be taken from gym to street these days, so we highly suggest investing in a pair that’s both comfortable and on-trend.

Red Wing Heritage Men's Beckman Round 6" Boot

THE LACE UP BOOT: Perfect for adding just the right amount of edge to your look.

Clarks Men's Bushacre 2 Chukka Boots

THE CHUKKA BOOT: Also known as the desert boot, they’re loved for their casual-but-not-too-casual style. Use them to polish up your jeans and t-shirt ensemble.

Red Wing 6 Inch Moc Toe Boot

THE MOC TOE BOOT: An essential fall shoe, the moc boot is just as stylish as it is functional. Wear them as work boots or pair them with a denim jacket for a casual night out. 

L.L. Bean Men's Bean Boots 6"

THE WATERPROOF BOOT: When the fall weather takes a turn for the worst, these boots have got you covered. Literally.

Vans 'Old Skool' Sneaker

THE CASUAL SNEAKER: A great pair of casual sneakers is a must-have in every guy’s wardrobe. Wear them with jeans, slacks, and athletic shorts. You’ll be surprised just how much you reach for these classics.

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