10 Fall Style Essentials

10 Fall Style Essentials

Just as spring and summer can feel like a time of rebirth, a time to embrace lighter fabrics, colors and textures, fall (and beyond) bring with it a return to more heartier fare. If summer style is a crisp and refreshing Highball, then the best fall style essentials represent an Old Fashioned (or, say, apple cider). 


There’s a chance for rich, deep texture, deep autumnal hues and of course, layering done the right way. A man’s menswear rotation should embrace the charms of the season in classic, elevated and tasteful fashion. Luckily, there are more than a few choice wares from Anatoly & Sons that can meet this mission with grace and refinement in mind. 


Playing with color and pattern is still on the table, as is an opportunity to embrace rustic silhouettes, like chore coats and overshirts (to name but a few). Consider these selections your first step on the road to standout seasonal style. 

Anatoly & Sons Black Wool-Cashmere Blazer

Black Wool-Cashmere Blazer


There’s no telling how the right jacket can elevate a relatively simple outfit to another realm. The right blazer, a perfectly cut piece with classic detailing – like this double-vented, two-button piece made from a luxe Italian fabric blend – certainly fits the bill nicely. It’s as easy to style with faded light wash jeans as with charcoal corduroy trousers, and it takes crisp dress to a new level entirely, with or without a textured knit tie. Soft natural shoulders and half-canvas construction provide a refined touch and durability in spades. 

Anatoly & Sons Pink Cashmere-Silk Cardigan

pink cashmere-silk cardigan


Fall fashion can prove unexpected at times and even daring – for as essential as deep autumnal colors can be, a light and refreshing touch is also on the table. This cashmere-silk cardigan exudes luxury, with an ultra-soft build and a crisp, elegant silhouette. Whereas a shawl cardigan is fit for log cabin weekends and upstate getaways, this piece should style exceptionally well over a fine white dress shirt with grey wool trousers and leather Chelsea boots. 

Anatoly & Sons Tobacco/Navy V-neck Sweater

tobacco-navy v-neck sweater


The V-neck sweater, with its ability to frame the face and complement a finely crafted dress shirt, is a surefire layering staple – on its own or beneath a navy blazer or classic navy peacoat. Our take on the style veers slightly from the tried-and-true with a contrasting collar and cuffs, all the better to accentuate dress shirts in shades ranging from light blue to white and even light grey. Tobacco plays well with the themes of the season, and utterly luxe merino wool fabric helps regulate temperature. 

John Hanly Donegal Herringbone Tweed Driving Cap

charcoal donegal herringbone cap


We always welcome the chance to bring trusted favorites out of storage for a new season, and a carefully crafted, hard-working tweed driving cap fits the bill nicely. Its rugged texture stands out nicely against denim jackets, flannel overshirts and textured chambray shirting, while the curved brim proves useful on the road itself. It’s an accessory made with both refinement and utility in mind – for weekends in the country, a driving cap belongs on your packing list. 

Anatoly & Sons Camel Suede Bomber Jacket

Camel Suede Bomber Jacket


Linen is to the summer months what suede is to the fall season – a fabric that serves a practical purpose as well as a highly functional one. The rich texture of suede is a natural complement to the season itself, with fiery red, tan and orange hues found on falling leaves. And in this instance, our choice of a Camel Suede expertly pairs with staples ranging from charcoal corduroy trousers to casually classic blue denim and auburn-hued leather boots. The bomber jacket silhouette can be dressed up atop an Oxford shirt or dressed down over a thermal henley. 

Anatoly & Sons Grey Flannel Peacoat

Grey Flannel Peacoat


The peacoat can trace its lineage across frigid maritime voyages and onto the backs of stylish gentlemen everywhere. Much remains the same about the peacoat, although styles have certainly changed over the years. It’s still just as suitable to wear over a V-neck sweater and an Oxford dress shirt as decades ago, and our use of grey flannel proves a suitably classic touch. The double-breasted build draws on time-honored peacoat styles, while grey flannel is an elegant, versatile choice for extra warmth and added style points. 

Anatoly & Sons Navy Corduroy Chore Coat

Not to be missed in your exploration of the best fall menswear essentials is the ridged design of corduroy. Brisbane Moss corduroy fabric sourced from England takes on a fashionable touch when turned into a rugged-meets-refined chore coat silhouette, the kind well-suited for adding a dash of edge to more straightforward, dressy attire (like a light blue dress shirt and grey flannel trousers). Front chest pockets add utility for all your fall pursuits. 

Anatoly & Sons Terracotta Gabardine Overshirt

The overshirt, with its shirt collar design done up in thicker, stronger fabric, is a prized treasure among our seasonal style favorites. It’s more rugged than a blazer, more tailored than a trucker jacket and every bit as versatile as a statement piece atop a selection of casual shirting or knitwear. Gabardine cotton fabric in a distinctly fall-minded hue should make for expert layering, especially alongside blue jeans and dark brown leather Chelsea boots. 

Bresciani Wool-Nylon Socks

It’s often the seemingly small details that make a noticeable difference in an outfit, especially in the fall months. Your feet and your favorite pair of leather boots deserve nothing but the best, which is why we trust our sockmaking partners at Bresciani to craft durable pairs in fabric blends like wool and nylon. The duo adds warmth and stretch to any outdoor fall occasion, yet the overall design remains suitably dressy enough to wear with grey flannel trousers or a navy wool suit. They’ll serve as an elegant detail beneath cuffed trousers alongside leather dress boots. 

Anatoly & Sons Charcoal Cavalry Twill Trousers

Cavalry Twill Trousers


There’s much to love about fall fashion, including the chance to reimagine essential favorites, like the charcoal trousers. In the same way that linen trousers are an indispensable style move in the warmer months, a luxe charcoal twill can lend crisp style and functional weight to nearly any fall style ensemble. Fashioned with a traditional tab closure front and made from super 130s virgin wool (an utterly exceptional material), these are as reliable as can be for day-to-night looks – at the office and at happy hour.


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