How To Style Men’s Shorts for Any Season

How To Style Men’s Shorts for Any Season

Posted by marketing@tylerstx.com BigCommerce on May 13th 2025

HOW TO STYLE MEN'S SHORTS FOR ANY SEASON

HOW TO STYLE MEN'S SHORTS FOR ANY SEASON

When it comes to wardrobe staples, shorts are often overlooked as a versatile piece of clothing. However, with the right approach, they can be styled to suit any season, combining both comfort and fashion all year long.

Shorts aren’t just for summer anymore. Think shorts are only for scorching summer days? Think again. Today’s lineup of men’s shorts is designed to move through every season. With updated fits, durable fabrics, and modern designs at your disposal, you can rock shorts at the lake, in the city, or even in cooler weather—you just have to know how to style men’s shorts for any season to effortlessly elevate your style game.

Ready to take your wardrobe to the next level? Keep reading for trendy styling tips.


The Versatility of Men's Shorts

For decades, shorts have been labeled as strictly warm-weather staples. However, styling them appropriately can push their boundaries into a new realm of practicality and fashion. From classic chinos to laid-back performance styles, shorts are now available in numerous materials, lengths, and shapes, allowing you to pair them with a variety of outfits across seasons.

Understanding your personal style and environment helps you make the best choices as you incorporate shorts into your wardrobe. Here are some straightforward ideas for making them a fashionable component of your wardrobe year-round.


Styling Men’s Shorts by Season

When it comes to styling men’s shorts, the key is adapting them to suit the changing seasons. Whether you're dressing for warm summer days or layering creatively in cooler months, shorts can be a versatile addition to your outfit. Below, we'll explore practical tips and ideas to help you wear them stylishly all year round.

1. Spring: Freshness and Airy Layers
Spring is the perfect season to bring out timeless chino shorts or laid-back volley shorts. When you think of spring, you may think of lighter hues like khaki, sage, or soft stone blue—the perfect colors to complement the fresh vibes of the season. Pair these shorts with a crisp button-up shirt or a vintage-inspired graphic tee for a stylish yet casual look.

Complete your outfit with classic white sneakers, a canvas belt, and a sleek pair of sunglasses. For those cooler spring mornings, add a quarter-zip pullover or casually drape a lightweight hoodie over your shoulders to achieve a polished yet comfortable ensemble.

2. Summer: Breathable Fabrics and Laid-Back Looks
Summer's warm embrace calls for lightweight and breathable fabrics to keep you feeling cool and comfy. Choose shorts made from soft cotton, moisture-wicking materials, or snazzy performance fabrics like Brrr°, all of which dry in a flash! Pair these shorts with a relaxed-fit t-shirt or polo in classic neutrals or bright, lively colors to achieve a fun summer look.

If you’re heading outdoors, sandals or slides are just the ticket for a casual, breezy vibe. And don’t forget to top it all off with a lightweight UV-protective hat—it’s perfect for safeguarding you from the sun during everything from beach days to an afternoon at a cozy local brewery!

3. Autumn: Lightweight Layers, Laid-Back Vibes
Shorts in fall? Absolutely! Shop for breathable cotton or athletic blends and layer them with a comfy hoodie or lightweight sweatshirt for the ideal transition-season outfit. Choose neutral or earthy tones like charcoal, forest green, or tan that achieve a seasonal vibe without overdoing it. Take your outfit to the next level and finish the look with your favorite sneakers and a structured cap or beanie. It’s a simple, stylish way to stay cozy as the weather cools.


Man wearing a blue shirt and light green shorts.

General Pairing Tips for Shorts

When styling shorts, versatility is key to creating fresh, weather-appropriate looks throughout the year. By thoughtfully pairing your shorts with different wardrobe staples, you can effortlessly adapt them to suit any occasion or season.

The Right Fit Matters

Choosing the right fit for your shorts is essential to ensure both comfort and style. Pay attention to the length as well; mid-thigh lengths offer a classic, balanced appearance, whereas shorter lengths exude a bold, trendy vibe. For those aiming for a relaxed, easygoing fit, go for Burlebo performance shorts or Patagonia Baggies—both offer comfort, function, and a modern everyday vibe that works from trail to town. Ultimately, the fit you choose should reflect your personal style and match the occasion seamlessly.

Quick Styling Combos

The Fit Guide: Know Your Length

    • 5" inseam = Bold, retro-inspired look
    • 7" inseam = Classic everyday wear
    • 9" inseam = Great for taller frames or dressier vibes

When To Wear Shorts (Or When to Skip Them)

Shorts are a versatile and comfortable option that can be styled for various occasions when chosen thoughtfully. During warm, sunny days, shorts are an obvious pick for casual outings, beach trips, or outdoor activities, ensuring you stay cool and stylish. When paired with a dress shirt or a relaxed blazer, they can also be appropriate for semi-casual settings, such as barbecues or picnics.

However, it’s essential to assess the setting—shorts may not be suitable for formal events or professional environments unless explicitly specified. By selecting well-fitted shorts in neutral tones or classic patterns, you can confidently rock them while respecting the dress code of the occasion.


Top Shorts Brands at TYLER'S

Shop the best in comfort and performance from brands like:

Man sitting outdoors, wearing a white shirt and shorts, with text
Person in outdoor gear standing on rocks with mountains in the background.
Person adjusting barbed wire fence with Patagonia branding.
Man in a blue shirt holding a container, with brand logo above.
Man swinging a golf club near the ocean, wearing Southern Tide apparel.

Why Shorts Are Timeless

Why Shorts Are Timeless

Shorts are a year-round MVP in any guy’s wardrobe, especially when they shop smart. Swing by your local TYLER’S store or browse online to find your perfect pair for every season, every plan, and every kind of Texas weather.

Understanding how to style men’s shorts for any season unlocks their versatility, making them a reliable part of your wardrobe year-round. Whether you favor timeless classics or enjoy trying out bolder trends, styling shorts well guarantees a chic look for any occasion. Explore our extensive collection of men’s shorts to start your new style journey!

Shop Men’s Shorts at TYLER’S: Men's Shorts