Fashion is cyclical, and it’s clear that the cycle has turned back in time to a more retro aesthetic. The trend we’re talking about today is “Grandpa Chic,” a style that embraces the fashion of yesteryears with a fresh, modern twist. It’s all about comfort, practicality, and a touch of nostalgia.
Read on to find out how you can pull off this uniquely endearing trend, whether you’re a fashion enthusiast or a casual dresser looking to switch things up.
1. Embrace Vintage Sweaters
Grandpas are known for their love of cozy knitwear, and it’s a key element of the “Grandpa Chic” trend. Look for sweaters with vintage patterns, like argyle or Fair Isle, or go for a classic cable knit in neutral tones.
These sweaters don’t just look good, they also offer the comfort and warmth that was so important to our grandpas. Pair them with jeans for a casual look, or dress them up with tailored trousers and a crisp shirt. And remember, the key to making this look work is to wear it with confidence. Don’t be afraid to experiment and make it your own.
2. Get a Pair of High-Waisted Trousers
High-waisted trousers are a must-have for the “Grandpa Chic” look. They’re not just for grandpas anymore—fashion-forward individuals of all ages have been spotted sporting this trend.
High-waisted trousers are incredibly versatile. You can dress them up with a button-down shirt and blazer, or dress them down with a simple t-shirt. They also have the added bonus of creating a flattering silhouette, especially when paired with a tucked-in top. Just make sure you get them tailored for the perfect fit.
3. Rock a Pair of Classic Loafers
Loafers are a staple in any grandpa’s wardrobe, and they’re a great addition to any “Grandpa Chic” outfit. They’re comfortable, stylish, and perfect for adding a touch of sophistication to your look.
Whether you choose a classic leather loafer or opt for a more modern design, loafers can be paired with almost anything. Try them with your high-waisted trousers for a classic look, or wear them with rolled-up jeans for a more casual style. And don’t forget to add a pair of funky socks for a true grandpa-inspired touch.
4. Don a Classic Watch
A classic watch is a must-have accessory for the “Grandpa Chic” style. It’s not just about telling time—it’s about adding a touch of elegance to your outfit.
You don’t have to break the bank to find a great watch. Look for vintage pieces at thrift stores or online. A simple, classic design will work with almost any outfit, and it’s a great way to pay homage to the timeless style of our grandpas.
5. Wear a Cozy Cardigan
Cardigans are another key element of the “Grandpa Chic” look. They’re comfortable, versatile, and perfect for layering.
Choose a chunky knit cardigan for a cozy, casual look, or go for a more tailored style for a sophisticated outfit. And remember, cardigans aren’t just for cold weather. A lightweight cardigan can be the perfect layering piece for cooler summer evenings.
6. Invest in a Good Hat
Hats are a great way to add a touch of retro style to your outfit. From classic fedoras to cozy beanies, there’s a hat for every “Grandpa Chic” look.
Don’t be afraid to experiment with different styles and find the one that suits you best. And remember, a good hat is about more than just style—it’s also a practical accessory that can keep you warm in the winter and protect you from the sun in the summer.
7. Sport a Pair of Thick-Rimmed Glasses
Thick-rimmed glasses are a signature grandpa accessory, and they’re a great way to add a touch of “Grandpa Chic” to your look.
Whether you need prescription glasses or just want to wear them for style, thick-rimmed glasses can add a quirky, retro touch to your outfit. Try a tortoiseshell pair for a classic look, or go for a bold color to make a statement.
8. Embrace Plaid and Checks
Plaid and checks are a classic grandpa pattern, and they’re a must-have for the “Grandpa Chic” look.
You can incorporate this pattern into your look in a number of ways. Try a plaid shirt for a casual outfit, or go for a check blazer for a more formal look. And remember, you can mix and match patterns for a truly distinctive style.
9. Opt for Comfortable Footwear
Comfort is key when it comes to “Grandpa Chic” style, and that extends to your footwear. Think sturdy boots, comfortable loafers, and even a good pair of sneakers.
The key is to choose footwear that is both comfortable and stylish. Look for quality materials and classic designs that will stand the test of time. And remember, a good pair of shoes can make or break your outfit, so choose wisely.
10. Mix Old and New

The “Grandpa Chic” look is all about mixing old and new. Incorporate vintage pieces with modern styles to create a look that is uniquely you.
You don’t have to go full-on retro to pull off this look. Try mixing a vintage sweater with modern jeans, or pair a classic watch with a trendy outfit. The key is to find a balance that works for you and your personal style. After all, fashion is all about self-expression.