Celebrity Inspired: How to Wear a Men’s Designer Varsity Jacket This Weekend Getaway Style

There’s something effortlessly cool about a varsity jacket. Originally designed for athletes to showcase their school pride, the varsity jacket has evolved into a modern-day style staple especially among celebrities. And when it comes to a weekend getaway, your outfit needs to strike the perfect balance between relaxed, refined, and camera-ready. That’s where men’s designer varsity jackets come into play.
From street style to private airport sightings, stars like Timothée Chalamet, Michael B. Jordan, and Pharrell Williams have shown us that varsity jackets are more than just outerwear they’re fashion statements. So if you're packing for a spontaneous road trip or a quick escape to the coast, here's how to channel celebrity flair using the power of a designer varsity jacket.
Why Varsity Jackets Work for Weekend Getaways
Weekend travel style requires a smart mix of comfort, warmth, and street-smart aesthetics. Whether you’re headed to the mountains, cruising through a city, or lounging at a countryside inn, a varsity jacket adapts with ease. The best part? It can instantly elevate casual basics like hoodies, joggers, or denim into something sharper.
Designer varsity jackets add luxury to the mix with premium fabrics, tailored cuts, and distinctive detailing. Think lambskin leather sleeves, wool-blend bodies, satin linings, and intricate embroidery. These features not only enhance your look but also give you that celebrity-inspired polish.
Look One: Effortlessly Urban with Denim and Trainers
The easiest way to emulate your favorite celeb’s travel look is by teaming your varsity jacket with distressed jeans and clean white sneakers. Think of how Drake or Justin Bieber nails that just-threw-this-on energy that still looks curated. A dark navy or black varsity jacket with tonal embroidery adds visual depth, while ripped denim keeps it casual. Finish with statement sneakers preferably designer and a beanie if it's chilly.
This is the kind of outfit that looks great in Instagram stories, works for a mid-day brunch, and transitions easily into an evening hangout.
Look Two: Luxe Athleisure with Joggers and Designer Layers
Athleisure gets a designer upgrade when styled properly. A men’s varsity jacket layered over a fitted hoodie or crewneck sweatshirt, paired with tailored joggers, hits the sweet spot between comfort and couture. Celebrities like Travis Scott and ASAP Rocky frequently style their varsity jackets with neutral-toned sweatsuits and designer trainers.
The key here is fit avoid oversized or overly slouchy pieces. Go for monochrome looks with subtle pops of color in your jacket. If your varsity piece features leather sleeves or metallic patches, let that be the standout.
Look Three: Classic Cool with Chinos and Loafers
Weekend trips can also call for slightly dressier moments—a nice dinner reservation, perhaps. Take inspiration from style icons like David Beckham or John Legend who’ve styled varsity jackets over dressier staples. Pair a camel or dark green varsity jacket with slim-fit chinos and leather loafers or Chelsea boots.
Add a crisp white tee or a turtleneck underneath, and maybe a scarf if the weather calls for it. This look says you care about how you look but didn’t try too hard a hallmark of celebrity style.
The Airport-Ready Look
Celebrities often treat the airport runway like a fashion runway. That means your travel day outfit deserves special attention. Layer your designer varsity jacket over a hoodie, add dark jeans or black joggers, and finish with high-end sneakers. Sunglasses and a baseball cap complete the “don’t talk to me, I’m famous” energy.
The jacket here is crucial it gives structure to the outfit while still keeping it relaxed. If you want to really play into the celebrity vibe, opt for a varsity jacket with monograms or bold appliqués that nod to luxury labels.
Playing with Color Like the Stars
While classic varsity jackets come in black, navy, or red, celebrities aren't afraid to experiment with unexpected color combinations. Tyler, the Creator, for example, is known for his use of pastels and retro palettes. Don’t shy away from moss green, mustard yellow, dusty rose, or even white and cream-toned varsity jackets especially if you're headed somewhere warm and stylish.
Color can define your entire weekend aesthetic. A light-colored jacket over earth-tone layers can brighten up a gloomy day, while jewel tones bring a richness that photographs beautifully.
Accessorizing Like a Pro
A varsity jacket is strong on its own, but accessories can help complete the look. Leather duffel bags, crossbody satchels, minimal watches, designer sunglasses, and knit caps are frequent add-ons for celebrity travelers. You want to look put-together even in the smallest details.
Make sure your weekend bag complements your outfit. A scuffed-up backpack might ruin the polished feel of a structured varsity jacket. Opt for neutral tones like tan, black, or olive green to keep things cohesive.
Seasonal Layering with Varsity Jackets
For a winter weekend escape, layering is everything. Add a hoodie or thick knit under your jacket, and top it off with a scarf or wool beanie. Leather gloves can elevate the look, especially with a designer varsity jacket that already leans toward luxury.
In warmer seasons, wear your varsity jacket over a lightweight tee or unbuttoned camp collar shirt. Cuff your sleeves slightly, keep accessories minimal, and let the jacket shine. This seasonal adaptability is part of what makes it a celebrity favorite they wear it year-round.
The Confidence Factor
What sets celebrity fashion apart isn’t just the clothes it’s how they’re worn. A varsity jacket comes with built-in cool, but how you carry yourself seals the deal. Stand tall, keep things neat, and own your look. Designer varsity jackets, especially those with standout branding or embroidery, turn heads. You don’t have to do much more than wear it like you belong in the front row of a fashion show or in the VIP lounge at your weekend resort.
It’s not about being flashy. It’s about intentional style. You chose this jacket because it says something about your taste, your comfort with mixing casual and upscale, and your confidence in pulling off a bold piece.
Where to Wear It: Destination-Ready Styling
Whether you're headed to a mountain cabin, an urban downtown suite, or a coastal resort, the designer varsity jacket travels well. In snowy settings, opt for wool-blend varsity jackets with insulated lining. In urban environments, go sleek and structured. In coastal towns or tropical retreats, keep it light, colorful, and less bulky.
Plan your outfit to match your destination while letting your varsity jacket be the unifying element. It should tie your look together from Friday night road trip departure to Sunday brunch at a café.
Closing Thoughts
The designer varsity jacket is no longer just a nostalgic nod to high school days. In the hands (and wardrobes) of celebrities, it has become a fashion-forward essential that works across seasons and settings. For weekend getaways, it brings just the right mix of statement and subtlety, allowing you to show style without sacrificing comfort.
As you pack for your next escape, skip the basic hoodie and the standard peacoat. Reach for a men’s designer varsity jacket instead. Channel your favorite celebrity’s confidence. Whether you go all-black like The Weeknd, sporty like LeBron James, or colorful like Jaden Smith, you’re making a style decision that wins every time.