Winter’s Must-Have (Ugly) Sweaters

Time for ugly sweaters because nothing says “holiday spirit” quite like voluntarily dressing as a festive eyesore

By Rudra Mulmule | LAST UPDATED: NOV 19, 2025

It is that time of the year...the only time we think about pulling out those itchy, ugly sweaters from the deep corners of the closet that remain unexplored until winter months arrive. As much as the sweater weather sounds cool, the wool on the skin may not feel the greatest if not taken care of well over the year until its time for reuse.

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Also fun fact, if you're one of those ugly sweater lovers you'll know that the most expensive Christmas sweater in the world is actually encrusted with diamonds and woven with 24-carat gold thread created by a London-based artist Aidan Liban. So, its quite literally ironic that the ugly sweater stands out as the rare ritual we embrace precisely because it’s terrible and because nothing brings people together quite like collectively agreeing to look absurd.

Winter’s Sweaters

So if you’re ready to embrace the chaos, here are gloriously awful sweaters that will guarantee you’re both on-theme and impossible to ignore:

1. Dhruv Kapoor

Deconstructed Sweater Hoodie

40000

The love child of a classic knit and a hoodie that got caught in a conceptual art installation. With its asymmetric lines and intentionally “unfinished” aesthetic, this piece screams I paid good money to look effortlessly undone. Perfect for anyone who wants to channel high-fashion chaos while staying cozy.

Deconstructed Sweater Hoodie

2. Diesel

K-Garland Striped Loose Fit Woollen Pullover

28000

This striped knit is basically the human equivalent of hitting snooze and still looking cool. Diesel’s signature grunge-meets-streetwear DNA shows up in every loose stitch, making it ideal for those who appreciate comfort—and the illusion of not trying too hard while still absolutely trying.

K-Garland Striped Loose Fit Woollen Pullover

3. Dsquared2

Ciro knit crew neck regular fit sweatshirt

42349

A refined knit with a touch of that unmistakable Dsquared2 attitude, the Ciro sweater offers the best of both worlds: sophistication on the surface and quiet flex underneath.

Ciro knit crew neck regular fit sweatshirt

4. Polo Ralph Lauren

Navy blue graphic regular fit sweater

75000

Classic, clean, and unapologetically premium, it’s perfect for anyone who wants to project timeless style and any man who would like to wear a teddy bear woven on their sweater.

polo ralph lauren navy blue graphic regular fit sweater 75000

5. JW-Anderson

Black-and-white-crockery-jacquard-sweater

76000

This monochrome jacquard piece blends whimsy with craftsmanship, resulting in a sweater that looks like your grandmother’s chinaware as its quirky and covetable.

jw-anderson-black-and-white-crockery-jacquard-sweater 76000