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Bye, Tight Sweaters — These Flattering, Oddly Chic ‘Grandpa’ Knits Are Rich-Girl Staples in 2026

They're a little ugly . . . and that's the point

sweater street style
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We cover fashion daily, so it’s hard to get Us excited about a particular trend. But the ‘grandpa’ sweater craze sweeping rich girl wardrobes? We’re thrilled. Even British Vogue is calling the broader ‘posh grandpa’ aesthetic a major fashion mood for 2026, with vintage-inspired knits, relaxed tailoring and old-school textures leading the charge. Not only is it an excuse to ditch tight sweaters, but it’s also an easy way to dress expensive. These timeless knits are the ticket to a cool, laid-back, effortlessly chic aesthetic, and the trendiest picks start at only $5!

Oddly stylish and totally nostalgic, grandpa sweaters are defined by oversized silhouettes, timeless prints, lived-in fabrics and classic knit textures — so yes, they give your wardrobe a charming, vintage flair. Whether you’re searching for a comfy everyday piece or an office-ready cardigan, you’ll find a fall staple with your name on it below. Just add jeans and you’re out the door!

17 On-Trend ‘Grandpa’ Sweater Styles — From $5

1. Our Favorite: It doesn’t get more timeless than this fuzzy cardigan. The rolled sleeves, patch pockets and slouchy fit channel old-timer and rich-mom energy at the same time.

2. Classic Cable Knit: This roomy cable-knit sweater never goes out of style. Naturally, we’re grabbing another color for next year. It’s quiet luxury fashion at its best!

3. Sassy Stripes: Visit the Hamptons and you’ll see striped sweaters on wealthy ladies and old dudes alike. Lantern sleeves give this piece a feminine appeal, as do the thin, delicate stripes.

4. Office-Friendly: Wear this argyle-print cardigan to the office and prepare to get a promotion. It’s the classiest way to rock the grandpa sweater trend, and with stretchy, cloud-like fabric, it’s one of the comfiest.

5. The ‘It’ Print: Ever since Kate Middleton wore a Fair Isle sweater in her family portrait, we’ve been eyeing this $19 find. It stuns with jeans, leggings and trousers alike.

Hilary Duff

Related: Hilary Duff‘s Rich-Mom Sweater Style Makes Even Leggings Look Expensive

6. Weirdly Stylish: Busy mornings call for this cozy crewneck. With a duck and pond print, it looks straight out of your grandpa’s closet . . . in the best way!

7. Bye, Puffer: Instead of a puffy puffer, opt for this mock-neck cardigan. It’s thick enough to keep you warm, polished enough to wear everywhere and fashionable enough to garner compliments nonstop.

8. Preppy Polo: Imagine your favorite polo shirt as a loose striped sweater. This collared number screams ‘country club socialite,’ but the price tag says otherwise.

9. Could Be Cashmere: Dress like an old-money heiress in this argyle-print cardigan. The fabric is so buttery that it could totally pass for cashmere!

10. Like Loungewear: You’ll forget you left the house when you wear this plush cable-knit sweater. The contrast hems dress it up the perfect amount, so you’ll wear it straight from the couch to the restaurant.

11. Free People Who?: Layer this off-the-shoulder sweater over a tunic top for a boho aesthetic, or leave it as is. No matter how you style it, people will think you dropped $100+.

12. Quintessential Pick: Meet the vintage sweater style that defines grandpa-core. The brown, khaki and subtle gray hues whisper ‘sophistication.’

13. Options Galore: From classic Fair Isle prints to holiday-themed varieties, you’ll find at least a few of these fun printed sweaters calling your name. Shoppers love the lightweight fabric for layering.

14. Counting Chic: If you know anything about grandpa fashion, you know that animals, namely ducks and sheep, always find their way onto sweaters. This sheep-print turtleneck is equally kitschy and elevated.

15. Luxe Alert: Dress like you own six companies in this navy-and-white argyle-print sweater. The polo neckline adds an extra expensive appeal.

16. Christmas Time: Christmas will be here before we know it, so you’ll be glad to have this ultra-festive sweater adorned with a braided neckline and green, red and white design.

17. It’s So Fuzzy: Comfort connoisseurs, this one’s for you! Shoppers say this laid-back find is super soft, oversized without being frumpy and versatile enough to wear with denim and skirts alike.

fall-to-winter style

Related: Dress Like an Aspen Rich Mom With These 17 Cozy-Luxe Pieces

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