January 27, 2026 Class Is in Session: Collegiate Style & Menswear
The collegiate look in menswear is rooted in tradition but endlessly adaptable. We find it strikes that sweet spot between polished and relaxed (like you threw something on, but it all somehow works!). Lucky for many of us, you don’t need a campus ID to pull it off. With a few thoughtful choices, collegiate style can feel current, personal, and simply cool.
How simple? Here are our 4 tips for getting the look just right:
Start with the Building Blocks
Tailored trousers or straight-leg chinos are foundational here. Aim for nothing too slim, nothing too baggy. Navy, khaki, charcoal, or even plaid give you lots of flexibility. Pair them with classic cotton button-downs or lightweight chambray. A slightly rumpled finish is encouraged; perfection isn’t the point.
Layer, Layer, Layer
Layering is where this look really shines, Crewneck sweaters, cable knits, and vests instantly nod to Ivy League roots. Toss one over a collared shirt and let the collar peek out just enough. For outerwear, think structured but unfussy, like a wool blazer or a corduroy jacket.
Add Finishing Touches
Footwear keeps the outfit grounded. Loafers, leather sneakers, or well-worn oxfords are all fair game. When it comes to accessories, we lean towards a leather belt, a simple watch, or a tie.
Find the Balance
The modern take on collegiate style is all about balance. Mix refined pieces with relaxed ones. Pair thrifted finds with something tailored. Let your personality show through subtle details like rolled sleeves, a varsity jacket, or a sweater with history. It’s not about looking like you’re headed to class; it’s about dressing with intention and ease.
The takeaway? This look endures because it’s wearable, versatile, and rooted in confidence. Whether you’re heading to the office, grabbing coffee, or browsing racks for your next great find, the collegiate approach proves that timeless style is always in session. Shop or sell the look at Crossroads.
