Top 10 Ways to Style Your Men’s Wool Varsity Jackets This Christmas

The wool varsity jacket has always been a symbol of youthful charm, confidence, and casual cool. Originally designed as part of athletic tradition, it’s now a fashion icon that fits seamlessly into modern winter wardrobes especially during the festive season. With the right styling, a men’s wool varsity jacket becomes the ultimate statement piece for Christmas outings, parties, and cozy moments spent by the fire.

This season, fashion leans into nostalgia, warmth, and individuality. Wool varsity jackets, with their letterman detailing and structured silhouette, offer the perfect mix of streetwear edge and classic American charm. Whether you're heading to a formal dinner, relaxed gathering, or outdoor Christmas event, there's a way to wear your jacket that feels fresh, polished, and undeniably festive.

Let’s explore the top 10 ways to style your men’s wool varsity jackets this Christmas, keeping comfort, personality, and holiday spirit in perfect balance.

1. The Smart-Casual Holiday Fit: Turtleneck and Trousers

Start the season strong with a smart-casual pairing that never fails. A fitted turtleneck in charcoal, forest green, or cream worn under a deep navy or black varsity jacket offers instant sophistication. Pair it with tailored trousers preferably wool or tweed and finish the look with Chelsea boots. This outfit is ideal for Christmas Eve dinner, office holiday parties, or a night out with friends. The wool varsity jacket adds just the right amount of relaxed edge to keep the outfit youthful.

2. Vintage Festive Vibes: Fair Isle Sweater and Denim

The holidays are a great time to lean into cozy, nostalgic pieces like a Fair Isle or patterned sweater. Throw your wool varsity jacket over a thick-knit pullover in red, green, or burgundy tones. Add relaxed or slim-fit jeans and retro sneakers or leather boots. This look bridges the gap between traditional holiday patterns and youthful varsity style. It works perfectly for casual gift exchanges, tree-decorating sessions, or winter strolls with hot cocoa in hand.

3. Urban Cool: Hoodie, Joggers, and Varsity Jacket

For those more relaxed, streetwear-inclined days think post-Christmas brunch or casual shopping sprees layer your varsity jacket over a quality hoodie in a neutral tone. Complete the look with matching joggers and chunky sneakers. The jacket brings structure to the laid-back outfit, while the soft wool keeps you warm. Opt for a varsity jacket in bold color-blocking or minimal black-and-white for visual interest.

4. Holiday-Ready with Layers: Shirt, Crewneck, and Jacket Combo

One of the best things about the men’s wool varsity jacket is how well it works with layers. Begin with a white or light blue button-down shirt, throw on a festive crewneck sweater perhaps in a holiday red or green and top it all with your varsity jacket. Combine this with dark chinos or fitted jeans and leather shoes. This preppy-meets-holiday look is ideal for family gatherings or semi-formal dinners. The mix of textures and layers adds both warmth and depth.

5. Monochrome Magic: All-Black Under a Bold Jacket

When in doubt, let the jacket do the talking. Choose an all-black base black tee or knit, black jeans, black boots and throw a bold-colored varsity jacket on top. A red, green, or royal blue wool varsity jacket becomes the star of your outfit this way. The contrast is striking and perfect for nighttime Christmas parties where you want to stand out without overdressing. It’s effortless, masculine, and visually strong.

6. The Gentleman’s Take: Wool Trousers, Dress Shirt & Tie

Your varsity jacket doesn’t have to be restricted to casualwear. For a refined twist, wear it over a pressed white shirt and slim wool trousers. Add a festive knit tie or even a velvet bow tie for flair. Finish with oxfords or loafers. This look blends traditional tailoring with the youthful energy of the varsity jacket a winning combination for Christmas banquets, holiday office events, or New Year’s dinners where the vibe is classy but not overly formal.

7. Bold with Color: Christmas Red Accents and Statement Footwear

Inject some holiday cheer into your outfit by focusing on red accents. A red varsity jacket (or one with red sleeves) instantly feels seasonal. Pair it with a plain black or grey base t-shirt, slim jeans and red sneakers or boots to complement. Add accessories like a red beanie or scarf to enhance the theme. It’s festive, bold, and great for daytime parties or hosting at home. Just be sure to balance your color choices so they feel intentional and not costume-like.

8. Workwear-Inspired Layers: Flannel Shirt and Corduroy Pants

If you lean toward rustic, woodsy styles, this one's for you. Wear a warm flannel shirt under your varsity jacket, ideally in red, brown, or green checks. Add tan or mustard corduroy pants and lace-up boots for a rugged, lived-in feel. This look is great for Christmas events in colder regions or outdoor gatherings. The texture play wool, flannel, and corduroy gives depth while maintaining a masculine, festive tone.

9. Smart Street Look: Graphic Tee and Wide-Leg Trousers

For fashion-forward guys, the varsity jacket offers the perfect base to experiment. Choose a minimalist or vintage graphic tee, and pair it with relaxed-fit trousers or pleated pants. Add in retro sneakers and a chain necklace or cap to finish the vibe. The varsity jacket ties it all together, giving the outfit structure and warmth. This outfit works for creative Christmas parties, gallery nights, or casual meetups where you want to showcase your personal style.

10. Cozy Holiday Morning Look: Knitwear, Beanie, and Sneakers

Not every Christmas outfit has to be formal. For those slow, cozy mornings opening gifts, making breakfast, or heading to the local café keep things simple. A soft knitwear base, fitted joggers or slim jeans, and your wool varsity jacket layered on top offers comfort with a hint of flair. Top it off with a ribbed beanie and clean sneakers. It's relaxed, comfortable, and still camera-ready for those family holiday photos.

Final Thoughts

The men’s wool varsity jacket isn’t just a jacket it’s a canvas for creativity, personality, and festive expression. It bridges decades of classic menswear with today’s demand for stylish versatility. When styled thoughtfully, it can take you from a Christmas Eve dinner to a late-night New Year’s gathering without skipping a beat.

This Christmas, don’t fall into the trap of repetitive winter outfits. Use your varsity jacket to set the tone, layering thoughtfully and mixing in textures, colors, and accessories that reflect your personal flair. It’s a time of year when style and comfort should coexist and your varsity jacket delivers both effortlessly.

Whether you're dressing up, dressing down, or layering in between, these ten styles ensure that your wool varsity jacket earns its rightful place at the center of your holiday wardrobe. So zip up, step out, and celebrate the season in style.