Temperatures have officially dipped, persuading me to trade my iced matcha latte for a spiced apple cider. As my drink order changes, so does my wardrobe, with beanies, scarves, and mittens tumbling out of my closet. Naturally, my footwear is shifting, too, pulling me towards snug options—Birkenstocks included—and inspiring me to experiment with fresh, winter-ready styling options.
While your mind may go to the open-toe silhouette made for warm spring days, the German footwear brand also specializes in comfortable, closed-toe variations. The elevated slipper-like Boston Clog will always be a crowd-pleaser (just look to Kendall Jenner for proof), though the Naples Loafer is quickly becoming this season’s standout star.
The secret is snagging a pair of winter-ready Birkenstocks that are warm and complement your personal style, whether you’re going for a casual aesthetic or refined feel. Choosing a versatile hue is equally as smart, taking you from your morning coffee run to happy hour, and even through the holiday travel craze. When done right, styling Birkenstocks for cooler weather is a breeze, allowing you to dress them up or down.
Below, I rounded up a slew of Birkenstock outfit ideas inspired by celebrities and It girls alike—and they’re so good, you’ll be repeating them all winter long (don’t worry, I won’t tell).
Glamorous Neutrals
For a look that feels both glamorous and relaxed, reach for an oversized cream crewneck sweater. A runway-ready mesh skirt adds texture and movement, while a cinched bucket bag, sparkling drop earrings, and black-out shades inject quiet luxury perfect for your next holiday gathering. Ground the ensemble with the sleek Naples Loafers that are effortless and unmistakably modern.
Naadam Lofty Alpaca Crewneck
Gucci GG Marmont Small Bucket Bag
Brilliant Earth Lab Diamond Tennis Earrings
Birkenstock Naples Suede Clogs
Model-Off-Duty Layers
Birkenstocks are practically synonymous with comfort and a laid-back aesthetic, making it simple to reach for your favorite baseball cap like Gigi Hadid. A textured quilted jacket adds depth, seamlessly layering over a graphic tee. And with the forecast changing by the hour, it never hurts to tie a lightweight sweater around the shoulders. Finish off the outfit with sleek straight-leg jeans and Birkenstock clogs for a model-off-duty vibe.
Everlane The Quilted Liner
Now 40% Off
Madewell Boatneck Drop-Shoulder Sweater
Aritzia CottonWhisk™ Pedigree T-Shirt
Now 20% Off
Birkenstock Boston Soft Footbed
Polo Ralph Lauren Classic Sport Cotton Twill Baseball Cap
Head-to-Toe Minimalism
Streamline your wardrobe with a monochromatic midnight look that proves cozy footwear can be—dare I say—elegant. A faux-fur jacket transcends occasions, whether shopping on Fifth Avenue or wandering through an art gallery. Introduce a silk maxi skirt to elongate the frame, paired with rounded frames and a top-handle bag that lend notes of sophistication. Add a lustrous pair of gold earrings for a striking touch.
Apparis Sai Faux-Sable Fur Coat
Falconeri Silk Satin Skirt
Birkenstock Boston Suede Leather Clog
Bottega Veneta 56mm Cat Eye Sunglasses
Jenny Bird Margaux Puffs in Metallic Gold.
California Ease
Not every destination is braving the blistering cold—some are navigating that tricky in-between weather. Gwyneth Paltrow delivers a masterclass in easy transitional dressing, wearing a cranberry-red ribbed cardigan and flowing longline shorts. Layered pendant necklaces and a lineup of glitzy rings harmoniously coordinate with her buckled Birkenstock sandals.
Good American Button Front Knit Cardigan
Now 15% Off
Banana Republic High-Rise Flannel Bermuda Short
Birkenstock Arizona Big Buckle Sandal
Gorjana Diamond Vintage Heart Necklace
BaubleBar Classic 18K Gold Custom Medallion Necklace
Mejuri Boa Gemstone Coil Ring
Now 20% Off
Travel-Perfect Layers
Who said you couldn’t wear pajamas out and about? While a two-piece knit set isn’t technically sleepwear, it falls into the same category—and the fuzzy slipper-like clogs definitely got the memo. This low-lift style inspo fuses undone ease with polished taste, perfect for running out the door at a moment’s notice. Just be sure to add a slew of elevated accessories, like a woven tote bag, simple jewelry, and futuristic shades.
Falconeri Ultrasoft Cashmere Cable-Knit Sweater
Falconeri Ultrasoft Cashmere Cable-Knit Shorts
Birkenstock Boston Shearling Clog
Dior VeryDior M1U 91mm Mask Sunglasses
Pandora Organically Shaped Stacking Rings
Now 30% Off
Statement Scarves
Beating the cold doesn’t have to be difficult—just lean into the art of the scarf. Bundle up in a vibrant cherry-red wrap that turns heads all on its own (the chunkier, the better). An argyle sweater layered over a simple white tee makes for the coziest duo and pleated trousers alongside a metallic silver baguette bag seal the deal. Just don’t forget to slip on a pair of classic Boston Clogs, of course.
BP. Fringe Blanket Scarf
Now 25% Off
Zara 100% Wool Diamond Sweater
Aritzia Proforma Wool Pant
Now 40% Off
PerfectWhiteTee Harley Cotton Boxy Crew Tee
Birkenstock ‘Boston’ Soft Footbed Clog
Stella McCartney Small Dartmoor Shoulder Bag
Everyday Layers
Channel Emma Watson and add an oversized barn jacket to your Pinterest moodboard. The slouchy canvas style is effortlessly of-the-moment, while a chic gingham print and knit cardigan add layered dimension to the look. You likely already own light-wash, low-rise jeans, making this Birkenstock-anchored outfit refreshingly simple to recreate. Finish off the uniform with shearling-lined clogs and Ray-Ban frames.
Mango Corduroy Colllar Cotton Canvas Coat
Now 30% Off
Rebecca Taylor Philippa Check Button Front Vest
Now 40% Off
Gap Mid Rise UltraSoft Baggy Jeans
Madewell Pointelle Cotton Blend Cardigan
Now 23% Off
Birkenstock Boston Shearling
Ray-Ban Occhiali da Sole Original Wayfarer
Now 13% Off
Polished Simplicity
Keep things uncomplicated and take a cue from Tracee Ellis Ross by slipping into a pair of onyx Birkenstocks (bonus points for pairing them with mesh socks). Whether you’re headed to cocktails with a friend or date night with your beau, an expertly tailored blazer, sleek tapered trousers, and a streamlined dome bag are always a good idea. Turn traditional sweaters on their heads by reaching for an open-weave top.
Reformation James Relaxed One-Button Crepe Blazer
Now 25% Off
Mango Knitted Cardigan With Ties
Now 40% Off
Fleur Du Mal Pleated Tuxedo Pant
Birkenstock Arizona Exquisite Slide Sandal
Coach Soft Empire Carryall Bag 28
