New Yorkers Are Obsessed With These Classic Boots—9 Ways to Wear Them in 2024

When we all made our "ins and outs" lists for 2024, I listed "closet staples" as in and "one-time wear" as out. And nothing says "closet staple" quite like a pair of Timberland boots. For 50 years (literally), these shoes have reigned supreme among native New Yorkers and transplants alike as the quintessential city boot that anyone can wear in any kind of weather to just about any job. New York City is one of the most unpredictable places, but one thing I can always count on is spotting a pair of Timberland original six-inch work boots on the subway, in the park, or at the crosswalk. Even when I don't spot them on my daily commute, I see them in paparazzi photos of Jennifer Lopez, Rihanna, and Emily Ratajkowski. As corny as it sounds, I feel most like a New Yorker when I'm wearing a pair of Timberland boots.

Cult-classic status clearly isn't enough for the team at Timberland because they continuously launch new and exciting variations of this iconic shoe, including collaborations with Jimmy Choo and Veneda Carter and an upcoming collab with Louis Vuitton. Let's just say Timberland already has all of my attention (and money) in 2024. My latest obsession is the Indigo Suede Icons Collection in partnership with C.F. Stead, a renowned English tannery best known for producing the world’s finest leathers and suedes. These are comfortable, waterproof, and the perfect twist on the original yellow boots. You're going to continue to see these shoes dominate this year, so I figured I'd leave you with some inspo. If you're looking for fresh ways to style Timberland boots that feel so 2024, just keep scrolling.

But First, Fur

How to style: Oversize fur coat + white tee + baggy, medium-wash denim

All in on Overalls

How to style: Denim overalls + structured wool coat + baseball cap

Back on Track

How to style: Faux-leather jacket + track pants + leather purse

Put It in Neutral

How to style: Trench coat + white oversize button-down shirt + white cotton midi skirt

Next-Level Layers

How to style: cobalt-blue sweater + wool coat + trench coat + dark-blue denim + oversize sunglasses

The Gr-outfit

How to style: Gray cardigan and knit skirt set + gray coat + mini crossbody bag

Cabin Chic

How to style: oversize cable-knit sweater + vintage denim + printed beanie

Denim Diary

How to style: Dark-wash denim jacket + light-wash straight-leg jeans

Cue the Comfort

How to style: Bomber jacket + parachute pants + cashmere sweater + beanie