Top 5 Outerwear Picks for Fall 2024
As the crisp air of fall settles in, it’s time to layer up in style. We’ve curated the top five outerwear essentials every man should have in his wardrobe this season. Whether you're dressing up or keeping it casual, these pieces will keep you looking sharp and comfortable. Invest wisely, and they’ll last long enough to pass down to future generations.
1. Shawl-Collar Cardigan
Why It’s In: Cardigans often get a bad rap, but they’re a classic piece worn by great men, like Mr. Rogers, who taught us respect, kindness, and generosity. If he could rock a cardigan, so can you! These timeless pieces are affordable, versatile, and available in a range of colors.
Key Features to Look For:
Neutral colors like camel, navy, or gray to start, then maybe a red one for a Mr. Rogers vibe.
Quality stitching and durable buttons.
Styling Tip: Pair it with a contrasting T-shirt or button-down. Neutral colors offer endless options for layering underneath.
Investment Piece: Aran Men’s Shawl Neck Diamond Cardigan- $120.00
Aran uses quality wool in each piece, is made in Ireland, has a great pattern, is made to last, and is sustainable!
Value Piece: Duluth Trading Co. Burly Retirement Shawl Collar Waffle Cardigan- $67.00
It may be called the retirement shawl, but you won’t be retiring it any time soon! Duluth has a reputation for clothing that is rugged and lasts.
2. Bomber Jacket
Why It’s In: The bomber jacket remains a stylish and functional option for a relaxed, laid-back look. Ideal for transitional weather, it’s perfect for chilly mornings and warmer afternoons in early fall.
Key Features to Look For:
Light insulation for comfort without bulk.
Earth tones or muted colors for versatility—navy blue is a great starting point.
Clean lines and minimal detailing for a modern appeal.
Styling Tip: Wear with slim-fit jeans, sneakers, and a hoodie for a street-ready look, or pair it with a plaid shirt and chinos for a casual, yet office-appropriate vibe.
Investment Piece: Lululemon Switch Over Bomber Jacket- $200.00
Lululemon has a brand that screams quality and features. If you are active or just going to work, this jacket will keep you safe from the elements and has space to carry all of the necessities!
Value Piece: Old Navy Water-resistant Zip Bomber Jacket- $40.00
Don’t sleep on Old Navy products when you’re trying to develop your look. It is a great place to find styles that you may not be fully confident in wearing. This water resistant jacket can keep you warm and dry in those chilly fall days.
3. Wool Coat
Why It’s In: A wool coat is a sophisticated option that provides warmth without sacrificing style. Essential for any man wanting to stay polished during cooler months. The first one I bought was in Poland, and it was a lifesaver in their harsh winters. Choose one with a stiff collar to protect against cold winds.
Key Features to Look For:
Heavyweight wool for insulation.
Knee-length or mid-thigh cut for versatility.
Classic colors like charcoal, black, or camel.
Wool for added anti-microbial properties.
Styling Tip: Layer it over a sweater or blazer for a smart, office-ready look, or pair it with jeans and boots for a refined weekend style.
Investment Piece: Hockerty Funnel Neck Coat- $310
Hockerty offers a fully customizable wool, wool-blend, or even alpaca coat, tailored to your style. Whether you prefer a funnel neck, an overcoat lapel, or a duffle coat with a removable liner and zippered front, the options are endless. From Navy to Intense Red, your custom coat will be made just for you, perfectly reflecting your unique style.
Value Piece: Awearness Kenneth Cole Modern Fit Wool Blend Coat with Bib Vest- $200
Kenneth Cole's Awearness line is designed for performance. This coat features a removable inner bib for customizable comfort, while the wool blend keeps the elements out and warmth in. Plus, with every purchase, you're supporting veterans transitioning from the military to the workforce—a win-win for everyone!
4. Trucker Jacket
Why It’s In: The trucker jacket blends rugged durability with style, making it ideal for both city and country life. I use mine for yard work or chopping wood—it's flexible enough for movement but tough enough to handle rough wear, and it looks even better as it ages.
Key Features to Look For:
Denim or canvas material for durability.
Flannel lining for added warmth and classic appeal.
Vintage washes for a lived-in feel.
Waxed options for weatherproofing in rainy conditions.
Styling Tip: Pair it with chinos or denim for a rugged, off-duty look. Layer it with flannel or henley shirts, but avoid matching your jacket too closely with your pants.
Investment Piece: Kuhl The Outlaw Waxed Jacket- $180.00
Kuhl understands how your body moves. They create clothes that not only look great and last but also make sense. Once you try Kuhl, it’s hard to go back, especially if you spend a lot of time outdoors.
Value Piece: Legendary Whitetails Journeyman Flannel Lined Shirt Jacket- $90.00
We're highlighting a brand that might not be on everyone's radar: Legendary Whitetails. They make durable clothing for hardworking guys, and you can often find great deals on their gear. Definitely worth checking out!
5. Fleece Pullover
Why It’s In: Cozy and casual, the fleece pullover is perfect for layering on cooler days. It provides warmth without compromising comfort, making it great for staying warm when you’re lending your coat to someone else.
Key Features to Look For:
Soft fleece for warmth.
Half-zip or quarter-zip designs for easy layering.
Go bold with color—brands like Cotopaxi use fun combinations and sustainable materials.
Styling Tip: Pair with joggers or jeans for an athleisure-inspired look, or layer under a jacket for added warmth. Keep this one casual—perfect for weekends or relaxed evenings out.
Investment Piece: Outdoor Research Men’s Trail Mix 1/4 Zip Pullover- $120
Every piece of Outdoor Research gear I've owned has stood the test of time. Their clothing is high-quality, keeps you warm, and looks great—whether you're relaxing by the campfire or chopping wood beforehand.
Value Piece: Mountain Hardwear Men’s Microchill 1/4 Zip Pullover- $65
Outdoor Research is another brand that works as hard as you do. Their gear, made from recycled fleece, is lightweight and moisture-wicking, keeping you warm and dry no matter how hard you're working.
