Weindependently evaluateall of our recommendations.
If you press links we provide, we may receive compensation.
Cold-weather kicks that last more than a season.
Byrdie / Marcus Millan
She’s a fan of booties or tall boots, while personal stylistCassandra Sethioften recommendsChelsea bootsfor their versatility.
Of course, comfort matters, too.
PodiatristMona N. Ramani, DPM, says the most comfortable pairs will have arch support and roomy toe boxes.
PHOTO: Amazon
We also like how the inner zippers and heel tabs make these boots easy to get on and off.
“These will be your everyday boots you’ll actually be able to walk in,” says Sethi.
These instantly recognizable kicks have leather uppers with corded laces and semi-transparent lug soles with signature yellow stitching.
PHOTO: Zappos
The High Standard Boot flaunts a monochrome aesthetic with hand-finished leather uppers and matching leather-wrapped heels.
These sleek yet not-too-trendy ankle boots have almond-shaped toes and leather uppers buffed to a semi-glossy finish.
The gold zipper hardware adds a nice touch, too.
PHOTO: Dick’s Sporting Goods
What’s more, the padded footbeds make it feel like you’re walking on clouds.
Best Low Heel
Brn Cove Boot
Sizes:611 |Heel Height:1 inch
Prefer a lower heel?
Brn Cove Boots have your name on them.
PHOTO: Thursday
Arch support built into the insoles makes them even comfier.
These Chelsea-style boots have chunky rubber soles with 1.5-inch heels and 1-inch platforms.
But that’s not the only thing we like about Everlane’s City Boots.
PHOTO: Macy’s
The wide heels are under 2 inches high, so you won’t feel like you’re teetering around.
We also like that the treaded rubber outsoles add traction on slick ground.
Not only that, but anti-fatigue footbeds keep us comfortable for hours on end.
PHOTO: Zappos
We highly recommend Reformation’s Gillian Boot.
We love the casual style, with round toes, laid-back lug soles, and contrast stitching.
They’re comfortable too.
PHOTO: Amazon
“A shoe stretcher can help alleviate any discomfort brought on by pressure points,” she adds.
Cleaning leather boots is much simpler than you might think.
PHOTO: Sam Edelman
PHOTO: Everlane
PHOTO: Amazon
PHOTO: Amazon
PHOTO: Amazon
PHOTO: Reformation
PHOTO: Amazon
PHOTO: Zappos
PHOTO: Amazon
