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
-
The Only Tops Stylish People Wear With This Viral Denim TrendEight styling solutions, coming right up.
-
My Friend Wants to Dress Like a Parisian—5 Cool Outfit Ideas I RecommendedEffortless and chic.
-
11 Outfit Ideas for Anyone Looking to Exude WealthRich energy.
-
Suddenly, All The Row-Style Girls Are Breaking This Fashion RuleAnd you should, too.
-
I Want to Build a New Wardrobe—30 Incredibly Elegant Pieces I'm Eyeing From theReplica Store Winter SaleBring on the chic outfits.
-
I Forgot About These Winter Boots Until Meghan Markle Styled a Pair In the Most 2025 WayGood thing they're on sale.
-
I'm a Professional Shopper—These Are the 3 Best Categories From theReplica Store Winter SaleThese chic pieces are selling out fast.
-
These 30 Incredibly Chic Picks From theReplica Store Winter Sale Scream Cool GirlTime to up your fashion game.
