It’s long been said that the arrival of fall marks the return of “real dressing.” That doesn’t mean dressing well comes easy in the colder months, though. The Highsnobiety Fall Fit Toolkit is here to help you through the transition to (literally) bigger and better clothing.

The season of de-sandling is upon us. It's a unique time to re-up, re-consider, and re-think our footwear rotation. And while the old harvest season standbys that have served us for many moons are still tried and true — from rugged trail runners to forever-trending Nike SBs — fall is a time of change.

Enter the Wellington boot.

Popularized by the rubber-shoe brand Hunter, Wellingtons are a footwear classic beloved by cranberry farmers and moms on holiday alike. Plus, with Supreme putting the Barbour jacket back on the map, and half of the creative industry working remotely from AirBnbs in the boondocks, it just feels right to rock kicks that look like they come with a pack of hunting dogs.

So, with the ever-present danger of puddles at the tops of our minds, we’ve put together some of our favorite Wellingtons on the market right now.

Shop the best wellies around right now.

Salomon XA-Alpine Advanced Mid

XA-Alpine Advanced Mid

XA-Alpine Advanced Mid

$168

Salomon

Buy at Highsnobiety

If you're not yet sold on going all-out welly, then the Salomon XA-Alpine is a good gateway shoe. I've got a pair, and I can confirm their waterproof credentials.

Camper Lab Traktori Boots

Traktori Houston Boots

Traktori Houston Boots

$370

Camper LAB

Buy at Luisaviaroma

Since Camper's latest creative director Achilles Ion Gabriel came on board, the Lab has returned to former wild and wonderful glories. It revels in the fun and the functional, and that stands for these Traaktori boots, too. Not the best color to splash through puddles in, but oh well.

Bottega Veneta Puddle Boots

Puddle Rubber Boots

Puddle Rubber Boots

$650

Bottega Veneta

Buy at Luisaviaroma

This one from Bottega has been divisive, to say the least. Some in the HS office see this as a fashion victim shoe, while some see it as a piece of design genius that'll be replicated for years to come. It's back for another season with new colorways — which suggests the latter might win.

AMBUSH Outdoor Boots

Rubber Outdoor Boots

Rubber Outdoor Boots

$570

AMBUSH

Buy at Luisaviaroma

I'm not always the biggest fan of AMBUSH but I'm actually into these. They are simple yet standout and they look great with big black pants.

Stella McCartney x Hunter Rain Boots

Rain Boots

Rain Boots

$475

Stella McCartney x Hunter

Buy at Farfetch

A modern classic on the wellington front, the Stella x Hunter option shows how you can make something first and foremost functional into something supremely stylish. Green ones were good, but this black boot is better.

Want to keep browsing? Head to the Highsnobiety Shop for more products that we love. Highsnobiety has affiliate marketing partnerships, which means we may receive a commission from your purchase.

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