Men’s Fall Style Essentials Worthy of A Spot In Your Wardrobe10 min read

Fall is here and winter is coming. Since we’re now in the thick of it, I figure it’s a good time to talk about fall style essentials for men. Next up is winter.

12 MEN’S FALL STYLE ESSENTIALS 2020 (Autumn Fashion For Stylish Guys)

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Here’s what I consider men’s fall style essentials worthy of a spot in your closet.

Let’s get right to it, starting with fall first.


Focus on mid-layers, top-layers, attention to fabric and warm yet subdued colors.

Men’s fall style essential number one is an autumn jacket, an essential layering piece or standalone garment. I want to go over top-layer options, a mid-layer option and jackets that are good on their own.

1) The Field Jacket

SHOP THE JACKET—Field Jacket: Peter Manning NYC | Barbour

SHOP THIS LOOK—Field Jacket: Peter Manning | Jeans: GAP (similar on a budget) | Shirt: Bonobos | Vest : Uniqlo | Boots: Wolverine

A good field jacket has weight to it, but not so much that you can’t layer with it. It should have a light lining with ample utility pockets. Typically it’s going to be an outer layer. Opt for the most versatile colors of either navy, tan or olive.

2) The Leather Jacket

SHOP THIS LOOK—Leather Jacket: Peter Manning or H&M | Jeans: GAP | Vest: J.Crew Factory

Admit it, you’ve always wanted one. A high quality leather jacket will make you feel badass. Just make sure it’s real leather and not low-quality, fake pleather.

Go with a motorcycle (biker) jacket or go with a more versatile racer jacket, go black or brown—whichever aligns with your current aesthetic. Either way, a high-quality leather jacket is essential for any modern-day gent.

3) The Denim Jacket

Fall Essential Denim Jacket | GENTLEMAN WITHIN
SHOP THE LOOK—Denim Jacket: Asos (Everlane, J.Crew, Levi’s) | Shirt: J.Crew | Pants: Uniqlo |Selvedge Jeans: Gap | Shirt: Uniqlo (similar) | Boots: Thursday Boots Co. (similar) (similar budget 1) (similar budget 2) | Boots: Pikolinos | Tie: eBay | Tie Clip: The Tie Bar | Watch: Timex | Belt: Anson Belt | Sunglasses: Warby Parker

Perfect as a top layer in early fall and as a mid-layer when the temperature starts to dip. The denim jacket is my favorite mid-layer jacket. You can rock it with a t-shirt, you can rock it with a necktie. Wear it under a blazer or over a light puffer vest.

It’s quite versatile. I like a lighter wash for warmer weather and a darker wash for later in the fall season when it’s colder.

Keep in mind if you’re going for a denim on denim look, it can work, just make sure there’s enough contrast between the shades to avoid Canadian tuxedo vibes.

FALL STYLE ESSENTIALS for Men 2019 [12 Autumn Picks for Your Wardrobe]

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4) The Harrington Jacket

Smart Casual Getup | GENTLEMAN WITHIN
SHOP THIS LOOK—Jacket: Asos | Shirt: J. Crew | Trousers: Banana Republic | Boots: Thursday | Watch: Invicta | Necktie: Cotton Brew | Gloves: Elma | Bracelet: Bryer Leather

A good early-fall or spring jacket option. The Harrington jacket is elevated yet still casual. I love the detail of a Harrington jacket’s tartan lining. It has a classic collar, kind of like an extended racer jacket collar. This jacket is a great standalone piece. Layer it over top of a standard flannel button down shirt or long sleeve henley.

5) The Bomber Jacket

SHOP THIS LOOK—Jacket: Alpha Industries or Everlane | Shoes: J. Crew | Chinos: Uniqlo | Watch: Timex | Sunglasses: Felix Gray

Oreo Bomber 1
SHOP THIS LOOK—Jacket: ASOS | Sweater: Asos (similar) | Boots: Thursday Boots | Jeans: Levi’s | Watch: Timex | Sunglasses: Felix Gray

Whether you go with a more casual Alpha Industries style bomber or a more refined suede bomber, this jacket is a great standalone statement garment.

5 Best Jacket Styles For Men | GENTLEMAN WITHINRelated: You might like this article on Jacket Styles for Men.

I love that a bomber can be worn both casually and dressed up. There’s plenty of history behind the classic bomber. It’s a heritage piece that’s sure to leave a lasting statement.

Quick note: If you’re enjoying this article on men’s fall style essentials, then you’ll probably find my other writing on all things men’s style useful. Each week, I share updates, style tips and other things not shared on the blog through my free email newsletter.

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6) ‎Flannel Shirts

Minimal Layered Up Flannel | GENTLEMAN WITHIN
SHOP THIS LOOK—Flannel Shirt: Uniqlo | T-Shirt: Uniqlo | Jeans: Banana Republic (similar on a budget) | Sunglasses: Warby Parker | Watch: Timex 

It isn’t fall until flannels emerge. The flannel shirt’s warmth, colors and patterns make it a stylish fall staple and layering piece. They can be worn tucked, untucked or my favorite, front tucked. Wear it with a vest, a field jacket

Flannel shirts are inherently more casual due their fabric, color and pattern. And since they’re more casual it’s okay if they’re a bit longer, looser and worn unbuttoned. In fact I love the unbuttoned look of a flannel shirt layered overtop of a waffle knit henley or t-shirt.

7) Tweed Blazer

SHOP THIS LOOK—Blazer: J.Crew Factory | Shirt: J.Crew (similar on a budget 1) | Jeans: Banana Republic (similar on a budget) | Shoes: Allen Edmonds | Lapel Flower: The Dark Knot | Watch: Daniel Wellington | Socks: 

Tweed is a rough surfaced woolen cloth. A unique characteristic of tweed is little flecks of color that can be seen along the fabric. Tweed provides warmth when the weather dips. The strands of tweed fabric are tightly woven to provide insulation for the body.

It’s one of my favorite cold weather fabrics to wear. The tweed blazer being a great option for starters.


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8) Corduroy Blazer

SHOP THE BLAZER—Corduroy Blazer: Spier & MackayJ.Crew

Not into tweed? You can opt for the less popular, yet still stylish corduroy blazer. Tweed and corduroy fabrics are perfect fall style essentials for men.

I love this option for the warmth, but also the style. It’s one of my favorite cold weather fabrics. I like for a corduroy blazer to fit more loosely so that you can layer a denim jacket or thicker sweater underneath.

Both tweed and corduroy may give off professorial vibes and that’s not a bad thing so long as you keep things super casual.

9) Corduroy Pants

SHOP THE CORDS—Corduroy Pants: Levi’s

SHOP THE CORDS—Corduroy Pants (Stretch Slim): Spier & Mackay

SHOP THE CORDS—Corduroy Pants (Stretch Straight): GAP

Corduroy gets a bad rep. It’s the quintessential ‘old man’ choice fabric. But if you find cords with a more modern fit, you can avoid looking like an older gent. I wouldn’t recommend skinny fit corduroy pants, however slim or straight can work well.

I like brighter colors like a mustard yellow or earthy colors like brown, green and navy. I like it so much that I believe corduroy will be trending well into 2018 and beyond.

10) Light Padded Vest

SHOP THIS LOOK—Vest: J.Crew Factory | Shirt: J.Crew | Jeans: Levi’s | Watch: Timex 

Perfect as a layering piece, the light quilted vest (J.Crew Factory Walker Vest) looks great over waffle knit henley or flannel shirt. It provides stylish insulation to keep you warm.

One of my favorite fall outfits is a flannel shirt layered under a light padded vest with a field jacket as a top layer, and finished off with a pair of rugged work boots.

Remember to ensure enough room between the vest and top-layer. You don’t want to appear too puffy up top.

11) Lightweight Scarf

Scarves are an excellent way to add a dash of style to any fall getup. Keep it lightweight in the fall. For colors stick with the colors of nature around you, I’m talking hues of yellow, burnt orange, red and brown.


There you have it, my list of fall style essentials for men. I’m not saying you need to have every single one of these pieces right now, but it wouldn’t hurt to build up these essentials overtime. They are pieces that can go a long way in taking you from fall and into the winter season.

11 Men's Fall Style Essentials: My Favorite Menswear Pieces Right Now | GENTLEMAN WITHIN

Editor’s Note: This post was originally published on November 27, 2017 and has since been revamped and updated with new fall style essentials for 2019.


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  1. Jim says

    Can you give some fashion dos and donts for older gents (60s). Thanks. eg is denim jacket out.

    • Khoi Nguyen says

      Hey Jim, great idea for future content. Thanks for the comment! Cheers, K.

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