SHARP Finds: A Guide to Fall Style 2021

From luxe leather accessories and chunky boots to cable knit sweater-overload, autumn is the highly-anticipated season where we swap out our slides and swim trunks for layering, texture, and cozy classics. While it’s typically a time to explore deeper and darker tones, there’s no shortage of ways to experiment with pops of colour this time around. Following the return of the loafer and the reinstatement of the sweater vest (which are marking some of the season’s biggest trends by the way), along with other timeless finery, here are some of our fall style favourites.

Fall Style Accessories

Prada Napa Leather Gloves

Learn More

Prada certainly knows how to do luxury — but when luxury meets functionality, it’s an obvious choice. These glossy nappa leather gloves are proof that fashion can be functional thanks to a triangular zippered pocket on the right hand — perfect for storing your keys, loose change, or simply just for style. Coming in a range of vibrant hues and classic shades, there are numerous ways to add a bold twist to any look. ($1,420)

Our Legacy Beige and Ivory Stripe Knit Wool Hat


Learn More

As temperatures continue to drop, we’re moving into beanie season and luckily, the Swedish style gods at Our Legacy know how to elevate wardrobe staples like this ribbed toque made of 100 per cent organic wool. Whether you’re trying to cover up a bad hair day or want to keep your ears warm, there’s no reason you shouldn’t do so in style. (100)

2 Moncler 1952 × And Wander Logo Patch Belt Bag

Learn More

Whether you’re strutting the streets, hiking the trails, or heading out for your morning coffee run, being seen sporting this nylon ripstop Cordura belt bag with reflective Moncler and And Wander logos, will surely turn heads. While it comes in handy to hold your belongings, it’s also a statement piece — the finishing touch to a casual look and you won’t know how you ever lived without it. ($780)

Boss Italian Leather Card Holder

Learn More

Although digital currency is becoming more prevalent and going cashless is cool, you still need a physical cardholder, believe it or not. Where are you going to keep your ID or your new snazzy business cards? Go vertical ­— and make a statement — with this rich grain leather holder. ($118 USD)

Fall Style Knitwear and Shirts

Margaret Howell MHL. Olive Pure Wool Ribbed Slipover

Learn More

Sometimes less is more and since a classic sweater vest is already such a statement piece, it doesn’t need any flashy details to make it stand out — which is why it’s no surprise that the master of understated British style knows how to make the perfect one. Make going sleeveless easy (and exceptionally stylish) with this relaxed merino wool slipover. (160)

Jacquemus La maille Girò

Learn More

It’s officially sweater weather, whether you like it or not. We’ve said it once and we’ll say it again: the right sweater is key to fall style and an absolute wardrobe staple. Layer under your favourite coat or flaunt it as is, this two-tone knit with elongated sleeves is as good a starting point as any. ($600)

Bode Crochet Boxy Tank

Bode Crochet Boxy Tank in post
Learn More

This tank is inspired by a domestic lace textile from the 1920s and hand-crocheted in Peru. Featuring a ribbed round neck, ribbed sleeves, and a straight hem, it makes for a great layering piece, over a tee or under a jacket, as temperatures continue to dip. ($440 USD)

Needles Olive Mohair Cardigan

Learn More

You’ll be doing your most stylish grandpa impression with this windowpane-patterned, relaxed fit, knitted olive cardigan in a heavyweight wool mohair blend from the Japanese knitwear experts over at Needles. Wear it open on top of your favourite tee, or buttoned up with a turtleneck — the choice is yours but be prepared for compliments either way. ($460)

Lemaire Camel Patch Pocket Shirt

Learn More

It’s all in the details — and with this creamy camel colour, oversized chest pockets, and a pointed collar, Lemaire proves once again they know how to get the details just right. Finished with mother of pearl buttons and signature stitch detailing, you simply can’t go wrong. ($475)

Fall Style Footwear

Our Legacy Cloudy Tan Camion Boot

Learn More

When it comes to a slip-on boot, it’s all about proportions — there are no laces, tongues, or other fancy details to hide behind. Our Legacy nails it with these natural Italian leather boots with a slightly squared toe and subtle zip closure so you can strut through the season in style. (500)

Tod’s Leather Loafers

Learn More

Yes, they were all the rage in the 1950s, but these days loafers are once again ubiquitous. That said, these black slip-ons with a branded metal accessory and exposed handmade stitching stand above the rest thanks to intricate features like a penny bar and pebble detailing on the heel. ($950)

Bottega Veneta Black Low Lug Chelsea Boot

Learn More

Embrace your inner punk with these black, chunky, low lug Chelseas made from vegetable-tanned, buffed calfskin. Stacked on top of a two-inch platform, with a round toe, and elasticized gusset at either side, they’re ideal for the aspiring rockstar — or any fashionable lad when paired properly. ($1,230)

Fall Style Pants

Louis Vuitton Men’s Cargo Wide Leg Pants

Learn More

Cut from a technical fabric, with a loose fit, wavy seams, and leather tabs, these aren’t your older brother’s navy cargo pants from the early 2000s. Instead, they’re the elevated, fashionable, Italian-made version that you can sport all season long for a more urban take on casual. ($1,940)

Auralee Cashmere and Wool Brushed Jersey Pants

Learn More

Returning to the office soon? Pretend you’re still working from home in sweats with these jersey trousers. Made from a blend of Mongolian cashmere and wool with an added bit of nylon for some much-appreciated stretch, you won’t even miss working from home in your pyjamas. ($520)

Fall Style Outerwear

The Row Grey Rafael Coat

Learn More

Indulge your sense of touch (and style) with this long, single-breasted coat made from a blend of brushed virgin wool and cashmere. With its dark grey colour, relaxed fit and straight silhouette, it’s a chic yet comfortable way to elevate any outfit. ($5,450)

Timberland Chore Coat

Learn More

You don’t have to be doing chores to rock this standout coat — so go off duty in style. This jacket is hard-wearing thanks to a corduroy collar and elbow patches and good-looking thanks to its boxy cut and well-placed pockets. And it’s made from 100 per cent organically grown cotton to boot. ($150)

Moncler Maya Down Jacket

Learn More

Although it’s designed to keep you warm — with its goose down filling — it just so happens to make you look amazing. Its simple yet chic style, with its adjustable snap-tab cuffs, exterior side pockets, interior zipper pocket, and detachable drawstring hood make it both practical and sleek. Cold weather is simply better when you’re wearing shiny nylon — and that’s a fact. ($1,835)