Experience firsthand how savvy shopping becomes your secret weapon for fall.

So, fall’s knocking and the “New Arrivals” section is tempting. But what if the best stuff isn’t on a store’s homepage? Today, we’re taking you on a detour straight to the sale section. But this isn’t your usual bargain hunt. We’re talking about nabbing pieces that usually come with a designer tag or a top-shelf reputation, all without burning through your paycheck. In this Fall Getup Week installment, we show you it’s not about spending less—it’s about affordably accessing more quality, design, and value.

color swatches from the outfit blues and browns
outfit scale from casual, smart caasual, to dressy with an indicator most of the way to smart casual
men's casual fall outfit with navy field jacket, teal sweatshirt, braided belt, suede boots, faded black jeans, black watch and gray socks

Bedford Cord Barn Jacket

blue field jacket from flint and tinder

Flint & Tinder, $182 $228

Who says workwear can’t be high fashion? This jacket is crafted from waxed bedford cord, offering both style and durability. While it leans more towards workwear heritage than the military aesthetics of yesterday’s outfit, it’s a versatile piece that promises to be your go-to outer layer. And at a discounted price, it’s a steal that adds a touch of rugged elegance to your wardrobe.

Pocket Sweatshirt

teal pocket sweatshirt

LLBean, $39.99 $64.95

Todd Snyder has been selling their grail-worthy pocket sweatshirt collaboration with Champion to such acclaim that it was the uniform for one Ted Lasso. Unfortunately, they’re about a hundred bucks and rarely go on sale. This one from LLBean is about the closest you’ll get: raglan sleeves, collar triangle, buttoned pocket – the details are all there.

faded black straight leg jeans

770 Straight Fit Jean

J.Crew, $89.60 $128

Denim is a cornerstone of casual style, but not all jeans are created equal. These J.Crew jeans come in a faded black shade, sourced from the legendary Cone mill. Dark enough to add intention to any outfit but faded just enough to avoid looking overly formal—these are jeans that work as hard as you do.

Braided Belt

brown braided belt

J.Crew, $39.50 $59.50

Belts aren’t just functional; they can be a subtle focal point in your ensemble. This J.Crew belt is crafted from brown Italian suede, striking the perfect balance between casual and refined. Its quality and design elevate it above your standard jeans belt, and at this price, it’s a no-brainer addition to your accessory lineup.

Suede Boots

brown suede boots

Shoe the Bear, $132 $220

Boots are the quintessential fall footwear, and this pair from Shoe the Bear brings a modern twist to a classic design. The waxed suede upper is a traditional silhouette, while the chunky sole adds a contemporary edge. Made in Portugal, these boots are a testament to European craftsmanship—providing a high-end look without the high-end price tag.

American Trench Socks

marled olive socks

J.Crew, $10.50 $22

Don’t underestimate the power of a good pair of socks. These wool-blend socks from American Trench are made in the U.S. and feature a unique brown and gray pattern. They’re knit in Pennsylvania and North Carolina, bringing a touch of domestic craftsmanship to your feet. And let’s be honest, at this price, why settle for plain socks?

Multifunction Watch

black on black fossil watch with gold indices

Fossil, $50.40 $160

A watch can do more than just tell time; it can tell a story. This Fossil watch boasts a classic face with a subdued all-black design. The silicone strap adds durability, and the overall look conveys taste well above its price point.

Check back tomorrow for a new Getup every day this week!