The Highsnobiety Fall Fit Toolkit is your manual for dressing well this season, from wellies to weather-ready running gear.

We get it. It can be hard to loosen your grip on an all-sneaker rotation, especially if that's been your only set-up thus far. But good style demands experiment and variation. Streetwear and luxury continue to become increasingly entwined, with some form of smart tailoring seen on the runways of pretty much every label at the moment. And let's be honest, a formal pant requires something a little more refined when it comes to footwear.

Of course, we'll always reserve an area in our collection, as well as our hearts, for sneakers but there's a time and a place for everything. With colder weather on the way, boots are the best place to start the seasonal wardrobe switch, and we’ve rounded up eight footwear options that take things a little more adult.

Expand your rotation with the best boots for fall.

Dr. Martens x Needles 1460 Printed Leather Boots

1460 Printed Leather Boots

1460 Printed Leather Boots


Dr. Martens x Needles

Buy at Mr Porter

One of the more unlikely collaborations in recent memory, the Dr. Martens x Needles collab gives the classic 1460 Boot a contemporary twist with Needles' signature purple stripes and butterfly motif. This boot is a sort of oxymoron, which makes it the perfect starting point for those more comfortable with streetwear.

Camper Lab Traktori Studded Combat Boots

Traktori Studded Combat Boots

Traktori Studded Combat Boots


Camper Lab



Buy at Matchesfashion

Now with Achilles Ion Gabriel at the helm, Camper Lab has experienced a new lease of life. With a handful of punchy new designs dropping reecntly, the label is ranking highly on our must-have list for fall and winter 2020. Take the Traktori Studded Combat Boots for example — the industrial aesthetic and military-fuelled color palette is ideal for the coming season.

Paraboot Imbattable Ankle Boots

Imbattable Ankle Boots



Buy at Farfetch

Paraboot is a French footwear manufacturer that has been doing its understated thing for more than a century, and during that time it's perfected the art of the boot. This pair of ankle boots is unbeatable. The military-inspired silhouette can be styled with pretty much anything and it's not going out of style any time soon.

Fred Perry x George Cox Leather Monkey Boot

Leather Monkey Boot


Fred Perry x George Cox

Buy at END.

Fred Perry teams up with George Cox for an extremely British collab, aside from the fact it's modeled after Czech army boots, of course. The two British subcultural giants offer up this super-clean, oxblood leather boot that's perfect for fall and winter because you'll be hard pushed to find a way to break them.

Vagabond Johnny Zip-Up Chelsea Boot

Johnny Zip-Up Chelsea Boot



Buy at Urban Outfitters

Sitting between traditional Chelsea boot style and more rugged motorcycle boots, Vagabond's Johnny Zip-Up Chelsea Boot is a classic whichever way you look at it. Sleek leather uppers pair with a chunky sole unit to give this design impact as well as pared-back appeal.

Red Wing Shoes 875 Moc Leather Boots

875 Moc Leather Boots

from $260

Red Wing Shoes

(Available at 3 Merchants)
(Available at 3 Merchants)

When it comes to boots for beginners, most will recommend Red Wing. Red Wing has been making high-quality, unbreakable, leather boots for workers since 1905 and it's not stopping soon.

Eytys Ortega Chelsea Boots

Ortega Chelsea Boots

from $312


(Available at 11 Merchants)
(Available at 11 Merchants)

If you're looking to add a couple of inches to your height as well as a striking new style to your footwear rotation, look no further than the Eytys Ortega Chelsea Boots. Despite retaining the signature elastic inserts of Chelsea Boots, this pair cuts, twists, and exaggerates the characteristics of the traditional Chelsea boot to dramatic effect.

Bottega Veneta BV Tire Leather Boots

BV Tire Leather Boots


Bottega Veneta

Buy at mytheresa

Bottega Veneta joins the industrial camp with this pair of BV Tire Leather Boots. Once again riffing off the style of Chelsea boots, this pair renews things with a heavyweight, vulcanized sole unit for a healthy dose of brutalism.

Our designated Selects section features products that we love and want to share with you. Highsnobiety has affiliate marketing partnerships, which means we may receive a commission from your purchase.

What To Read Next