How to Wear Shorts in the Fall: Style Tips for the Season
When the weather starts to cool but you’re not quite ready to put away your summer staples, there’s one piece you can absolutely keep in rotation: your shorts. Yes, wearing shorts in the fall is not only possible — it's stylish. With a few thoughtful additions and seasonal tweaks, you can turn your favorite warm-weather item into a transitional wardrobe essential. Here's how to pull it off, especially when pairing them with boots for that effortlessly cool autumn vibe.
Layer Up Smartly
Fall is all about layering, and styling shorts in this season gives you a lot of room to play. Start with heavier fabrics like tweed, wool-blends, leather, or corduroy shorts. These instantly feel more autumn-appropriate and offer a bit more warmth. Then, add layers on top: think chunky knit sweaters, turtlenecks, flannel shirts, or oversized blazers.
A longline coat or a tailored jacket can balance out the bare leg and add structure to the outfit. The key is to mix textures — soft knits with structured outerwear and rich materials with earthy tones create a seasonal look that feels intentional.
Boots + Shorts: A Fall Fashion Match
Boots and shorts are a surprisingly perfect pairing for fall. The right boot choice can elevate your outfit while also adding function, keeping your feet warm and grounded.
Here are a few boot styles to try with shorts this fall:
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Ankle Boots: Pair sleek ankle boots with tailored shorts and tights for a polished look. Choose leather or suede for a more refined feel.
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Combat Boots: For a bit of edge, throw on a pair of combat boots with distressed denim or utility-style shorts. Add a bomber jacket to complete the grunge-inspired vibe.
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Knee-High Boots: One of the most fashion-forward options, knee-high or over-the-knee boots look amazing with shorts. Leather shorts or knit shorts with a turtleneck and trench coat can make this combo feel runway-ready.
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Western Boots: Lean into fall festival vibes with cowboy boots, denim shorts, and a cozy fringe jacket.
Don’t Forget the Accessories
To really sell the look, accessories make all the difference. Tights or leggings under your shorts can add both warmth and style, especially in patterned or textured versions. Wool socks peeking out from your boots offer a rustic touch. Scarves, beanies, and statement belts can tie the whole outfit together while adding seasonal flair.
Final Thoughts
Wearing shorts in the fall isn’t just possible — it’s a chance to show off your style chops. With the right pair of boots, smart layering, and a touch of creativity, you can easily make shorts a staple in your autumn wardrobe. Whether you're going for polished and put-together or relaxed and edgy, this unexpected pairing is worth exploring. So don’t pack away those shorts just yet — fall might just be their best season yet.