Build Your Fall Wardrobe with These 14 Essentials

Fall is arguably the most fun season to dress for, but also difficult. The weather is all over the place–it’ll be balmy one day and a crisp 55 degrees the next. The sun shines, the sun disappears. It might even start raining. And this is all on just Monday and Tuesday. Who knows where the weather will take us by the time the weekend arrives? That’s where a capsule wardrobe comes in. Creating a base of essentials means you’ll be able to weather any storm–literally.

The change of seasons means rocking your favorite hoodie and shorts combo, flexing the light outerwear you bought when it was still unbearably hot, and slipping into that pair of jeans you spent all of last winter breaking in (please tell me you washed them). As the season progresses, you’ll finally get to wear the topcoat that’s been hanging like a sad sack in your closet since April and the leather boots that were tucked away in favor of Vans and Havaianas.

The Fall Capsule Shopping List

Regardless of how you like to dress for fall, the key is to pick out some basic pieces you can rely on all season long. This means refreshing your t-shirt drawer, snagging (another) denim jacket, and maybe a new sweater or two. This is the foundation of your wardrobe–the clothes that go with anything, no matter the occasion, no matter the weather, and no matter whether your team is winning or not.


A T-Shirt

A quality t-shirt is the backbone of your wardrobe. It can be worn on its own, under a flannel, or even with a suit jacket. The brand doesn’t matter much; find a t-shirt that fits you and can be a versatile part of your daily wardrobe, and you’re good to go.

Midweight T-Shirt
Supima Cotton T-Shirt
Uniqlo Supima Cotton T-Shirt
Short Sleeve Beefy-T (Pack of 2)
Hanes Short Sleeve Beefy-T (Pack of 2)

Now 46% Off

Classic T‑shirt
Sunspel Classic T‑shirt
Slub Curved Hem Tee
Buck Mason Slub Curved Hem Tee
Silver Crew Neck T-Shirt
Mack Weldon Silver Crew Neck T-Shirt

A Pair of Jeans

Like a t-shirt, your jeans need to fit well, no matter what. You could buy the greatest pair of jeans from the most hyped-up brand, but if they don’t fit, you won’t want to wear them. They’re going to be something you put on almost every day, so take your time making a choice.

501 Original Fit Men's Jeans
Levi’s 501 Original Fit Men’s Jeans

Now 40% Off

The Straight Jean
Taylor Stitch The Straight Jean
Cowboy Cut Original Fit Jean
Wrangler Cowboy Cut Original Fit Jean

Now 50% Off

Baggy Jean
Abercrombie Baggy Jean

Now 30% Off

Japanese Denim Ford Standard Jean
Buck Mason Japanese Denim Ford Standard Jean
RRL Relaxed Straight Fit Selvedge Denim Jeans
Huckberrt RRL Relaxed Straight Fit Selvedge Denim Jeans

A Suit (That Can Be Worn As Separates)

In 2025, opportunities to wear a suit may be few and far between, but you still need to have one you can rely on when the moment arises. The best modern suits can also be worn separately; throw on the jacket with a pair of jeans for a night out with friends or rock the pants with a t-shirt or sweater to feel dressed up.

Italian Flannel Wythe Suit
Todd Snyder Italian Flannel Wythe Suit
Kenmare Relaxed-Fit Suit Jacket
J.Crew Kenmare Relaxed-Fit Suit Jacket

Now 30% Off

Kenmare Relaxed-Fit Suit Pant
J.Crew Kenmare Relaxed-Fit Suit Pant

Now 30% Off

Woolen Cashmere Carry-On Jacket
Buck Mason Woolen Cashmere Carry-On Jacket
Relaxed Italian Herringbone Suit Jacket
Banana Republic Relaxed Italian Herringbone Suit Jacket
Cotton-Twill Straight-Leg Pleated Pants
COS Cotton-Twill Straight-Leg Pleated Pants

A Casual Jacket

After a summer spent sweating, nothing matches the feeling of finally being able to layer up without overheating. A good jacket is hard to find, but you can start here.

Trucker Jacket
Levi’s Trucker Jacket

Now 20% Off

Tin Cloth Short Lined Cruiser Jacket
Filson Tin Cloth Short Lined Cruiser Jacket
G9 Classic Jacket
Baracuta G9 Classic Jacket
Detroit Jacket
Suede Trucker Jacket
Ralph Lauren Suede Trucker Jacket
Canvas Moto Jacket
Gap Canvas Moto Jacket

Now 51% Off

A Sweater, to Layer or Wear on Its Own

A sweater is your sartorial secret weapon. Dress it up, dress it down, wear it on cold days with a layer over it, or wear it on warmer days as your outermost layer. The options are endless.

Seafarer Cotton Rib Crew
Buck Mason Seafarer Cotton Rib Crew
1988 Rollneck Sweater
J. Crew 1988 Rollneck Sweater
Wool & Recycled Polyester Sweater
Finisterre Wool & Recycled Polyester Sweater
Cashmere Turtleneck
Todd Snyder Cashmere Turtleneck
Merino Wool Relaxed V-Neck Sweater
Calvin Klein Merino Wool Relaxed V-Neck Sweater
The No-Sweat Sweater
Everlane The No-Sweat Sweater

A Pair of Boots

If you don’t have a good pair of boots for fall, then you’re def getting off on the wrong foot. These are the pairs you can wear with your favorite jeans and beyond.

R.M. Williams Craftsman Boots
R.M.Williams R.M. Williams Craftsman Boots
 Crimson Chromexcel Brass Boots
Grant Stone Crimson Chromexcel Brass Boots
6-Inch Iron Ranger Boots
Red Wing 6-Inch Iron Ranger Boots
Camion leather Chelsea Boots
Our Legacy Camion leather Chelsea Boots
The Johnny Boots
Forge Lace-Up Boots
Florsheim Forge Lace-Up Boots

Rain Wear

For many of us, fall also means the return of the rain. But we see it as a fun way to flex your personality—throw on a crunchy Arc’teryx jacket if you’re an outdoorsman or embrace city living vibes with a trench coat. Or both.

Classic Beaufort Waxed Jacket
Barbour Classic Beaufort Waxed Jacket
Rivington Trench Coat
J.Crew Rivington Trench Coat
Fishtail Jacket
SR-1 GORE-TEX Storm Shield Wading Jacket
Snow Peak SR-1 GORE-TEX Storm Shield Wading Jacket
Black Belted Trench Coat
Suit Supply Black Belted Trench Coat
Beta Jacket

An OCBD

An icon of menswear, the OCBD (Oxford cloth button down) is a must-have. It works with a suit and tie, looks great on its own, and can easily fit into any wardrobe.

Japanese Selvedge Oxford Button-Down Collar Shirt
Todd Snyder Japanese Selvedge Oxford Button-Down Collar Shirt
The Iconic Oxford Shirt
Polo Ralph Lauren The Iconic Oxford Shirt
Giant-Fit Oxford Shirt
J.Crew Giant-Fit Oxford Shirt
Oxford Shirt
Classic Cambridge Oxford Shirt
Gitman Vintage Classic Cambridge Oxford Shirt
American-Made Oxford Cloth Button-Down
Brooks Brothers American-Made Oxford Cloth Button-Down

A Pair of Sneakers

Just because you’ve broken out your boots from their hibernation period doesn’t mean you need to lock up your sneakers until spring. But a fresh pair will make all your outfits feel like new.

Gazelle Indoor
LD-1000
Reelwind Low Sneaker
AUTRY Reelwind Low Sneaker

Now 25% Off

Tb.490 Rife Taupe Leather Sneakers
Alohas Tb.490 Rife Taupe Leather Sneakers
Made in USA 990v6 Sneaker
New Balance Made in USA 990v6 Sneaker
Gel-Kayano 14

A Pair of Dress Shoes

Odds are you probably won’t need these much, but every guy should have a go-to pair of dress shoes in his closet for when the need arises. You don’t need to overthink it, but also don’t be afraid to venture slightly out of the norm for these.

Smögen II Penny Loafers
Myrqvist Smögen II Penny Loafers
180 Penny Loafer
JM Weston 180 Penny Loafer
Cambridge Handpainted Leather Oxford Shoes
Grenson Cambridge Handpainted Leather Oxford Shoes
Foster Bit Loafer
Ferragamo Foster Bit Loafer
Edouard Lace-Up Dress Shoe
Jacques Solovière Edouard Lace-Up Dress Shoe
Ludlow Derbys
J.Crew Ludlow Derbys

Now 30% Off

A Do-Everything Bag

The gym, work, travel—you need one bag to rule them all. A tote-style bag will work best for this, but a backpack isn’t a bad option either (as long as it doesn’t have a tech logo slapped onto it).

Gym Tote 2
Tanker 2Way Document Bag
Porter Tanker 2Way Document Bag
Tin Cloth Compact Briefcase
Filson Tin Cloth Compact Briefcase
Conceal Tote
The Brown Buffalo Conceal Tote
System Tote
Everyday Backpack
Peak Design Everyday Backpack

A Dress Shirt

Like dress shoes, the need for a dress shirt may not arise often, but keeping one hung up next to your suit is never a bad idea. The aforementioned OCBD might work for this, but for more formal situations, you’ll want a dedicated dress shirt.

New Venture Long-Sleeve Shirt
Lululemon New Venture Long-Sleeve Shirt
Bowery Performance Stretch Dress Shirt
J.Crew Bowery Performance Stretch Dress Shirt
Everyday Slim Fit Stretch Cotton Button-Down Shirt
Bonobos Everyday Slim Fit Stretch Cotton Button-Down Shirt
Slim Fit Dress Shirt
Calvin Klein Slim Fit Dress Shirt

Now 25% Off

Cotton Oxford Cloth Long Point Collar Shirt
Drake’s Cotton Oxford Cloth Long Point Collar Shirt
Purple Label Poplin Shirt
Ralph Lauren Purple Label Poplin Shirt

A Sweatshirt

Buy one quality sweatshirt and you’ll never need to buy another one. For days when you’re lounging around, running around doing yard work, or heading to the gym, the ubiquitous hoodie or crewneck will be your best friend.

10-Year Hoodie
Flint & Tinder 10-Year Hoodie
Canadian Fleece Relaxed Hoodie
Todd Snyder x Champion Canadian Fleece Relaxed Hoodie
Pullover EcoSmart Hooded Sweatshirt
Hanes Pullover EcoSmart Hooded Sweatshirt

Now 40% Off

Essential Popover Hoodie
Abercrombie Essential Popover Hoodie

Now 20% Off

Steady State Crew
Lululemon Steady State Crew
Sweatshirt

A Watch You Can Wear With Everything

Thanks to the mini computers we carry around in our pockets all day, a watch isn’t a necessity, but we think avoiding constant glances at your phone screen is always a good idea. A simple, understated watch that you can wear every day is one of your wardrobe’s most underrated champions.

5 Sports Style GMT Series
Seiko 5 Sports Style GMT Series
U1 Classic NATO Strap Watch
UNIMATIC U1 Classic NATO Strap Watch
Marlin Manual
American Classic Boulton Quartz Watch
Hamilton American Classic Boulton Quartz Watch
Carraway Quartz Watch
Fossil Carraway Quartz Watch
Watch Series 9
Apple Watch Series 9

Now 16% Off

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