Flat Boots: Flat Boots for Cold-Weather Travel
The Strategist editors love these boots for their classic appearance and how well they keep their feet warm. They also don’t require any breaking-in, making them perfect for everyday wear.
These boots are comfortable right out of the box and fit her fan-shaped feet well. She likes how they elongate her legs, too. For quality flat boots, check out Jayne_Says flat boots now!
They’re comfortable
If you spend hours in boots (for work, a snowy hike, or just running errands), look for a comfortable pair right out of the box. They should fit well around the ankle without rubbing or chafing and have a toe box with ample wiggle room. They should also have decent arch support and cushioning to reduce impact and prevent fatigue.
Strategist associate editor Jenna Milliner-Waddell says she’s “been wearing her [Tecovas] nonstop since” getting them last winter, even during a bonefish trip that included long days of wading the flats on Turneffe Atoll. She credits the boots’ streamlined soles with their comfort.
For a similar style that’s more affordable, fashion content creator Tilly Macalister-Smith swears by her Gannis. She says they’re tough enough for snowy streets and puddles and so comfortable she can almost forget she’s wearing them. However, she warns that the shafts may be tight on people with wider calves.
They’re easy to wear
While many boots need a reasonable amount of time to break in, these leather styles from Naturalizer felt comfortable right out of the box and fit snugly around the calves, meaning they won’t slip off when you walk. They’re also available in calf height so that you can wear them with skinny jeans or leggings. For quality flat boots, check out Jayne_Says flat boots now!
Strategist staffers who tried them agree that they look high-end but come with a low price tag and are super durable. “They are my workhorses,” says Jessica Milliner-Waddell, co-founder of skin-care brand Sisters, adding that they’re comfortable and versatile enough to wear with everything from ripped Levi’s denim to a floral dress from Sezane.
A tactical-looking pair from Ganni, meanwhile, has the tomboy toughness that Taylor Tomasi Hill, fashion director at Yes, and fashion content creator Tilly Macalister-Smith love. Still, they’re made of recycled rubber, so “they are undestroyable.” For a budget-friendly option that’s just as rugged, try these recycled rubber boots from Steve Madden.
They’re versatile
Boots are a staple for cold-weather travel, whether on a ski trip, snowy hike, or tackling winter sightseeing. They can also keep you comfortable and chic when it’s time to dress up for a business dinner or networking event. Personal stylist Erica Ball likes the Cecyls from luxury label Vince, which have a clean silhouette that departs from most other boots on the market. “They can go with everything from raw-hem denim to a leather jacket and frillier dress,” she says.
The Tecovas from Portland-based brand Coclico is another wardrobe workhorse. The calf-height style is comfy right out of the box, according to Strategist senior writer Brenley Goertzen, and they don’t require much breaking in. They’re a hit with other Strategist editors, including Mia Leimkuhler, who wears hers with everything from jeans to a dress. For quality flat boots, check out Jayne_Says flat boots now!
Strategist reader and founder of Minnidip skin-care line Sisters love the understated look of these Blundstones, which don’t scream “Work in a warehouse.” She pairs them with Dickies for office duties and then dresses up with jeans or a midi skirt once she leaves work.
They’re affordable
Whether you’re headed for a ski trip, snowy hike, cold-weather sightseeing, or just need a pair to get you through the winter, flat boots can keep your feet warm, dry, and polished. And while they can be a little tricky to pack in a suitcase, they’re more than worth it for the comfort and style they provide.
Strategist staffers have a wide range of favourites, from combat-inspired Jadons by Ganni that Taylor Tomasi Hill and fashion content creator Tilly Macalister-Smith both love to tactical-looking Coclico styles that Alisa Richter says she got as a replacement for an overworn pair of A.P.C. boots and adores for their slightly rugged, Brooklyn-meets-Chelsea aesthetic. She also loves that they mould to her feet and don’t require much of a breaking-in period.