21 Stylish Pajama Sets You’ll Be Tempted to Wear Out

Now’s the time to stock up on PJs it’d be a shame to leave at home.
Ben Affleck smiling and wearing plaid pajamas in bed on a abstract colorful background
Photograph courtesy Everett Collection; Collage by Gabe Conte

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The best men’s pajamas are made for more than just lounging. The most stylish options are heavy on the louche sex appeal (pink tiger-print linen, anyone?!) without compromising on comfort or ease of movement.

But while comfort-enhancing features like elastic waistbands and highly breathable fabrics like modal are great, your sleepwear should also be stylish enough that you wouldn’t be embarrassed to at least answer the door—and maybe even leave the house—wearing them. The right PJs should be a year-round flex, from ultra-soft flannel pajama sets that’ll make you feel like a worldly sophisticate to silky lounge pants you could—and should!—wear out and about with, say, a big, boxy button-down and a pair of loafers.

That 5-pack of XXL Hanes tees you ordered by accident and then repurposed as evening attire? Toss ’em. That overly roomy, toothpaste-stained bathrobe you’re afraid to put in the washing machine? Toss it, too. (While you’re at it, ditch those ratty workout joggers you wear to bed as well.) Elevate your jammies by swapping out that short-sleeve T-shirt/sweatpant combo you’ve been sleeping in since high school and invest in a proper pair of pajamas. Not sure where to start? You came to the right place. To help you level up your loungewear, we tracked down a heavy-hitting list of the absolute best men’s pajamas on the market right now, so you can relax in swaddled bliss as long as you like.

The Old-School Pick

P. Le Moult striped cotton pyjamas

$210

Matchesfashion

Designer Praline Le Moult makes retro-inflected sleepwear inspired by her grandfather Eugène Le Moult, the world-renowned French naturalist. His area of expertise was butterflies—yours should be flexing.

The Classic Pick

L.L. Bean scotch plaid flannel pajamas

The Bean’s selection of vibrant, yarn-dyed sets are crafted from Portugese flannel woven out of longer-staple cotton fibers designed to hold up through thick and thin.

The Budget Pick

Hanes woven plain-weave pajama set

The ‘Zon stocks cozy pajama sets by the dozens, but Hanes’ handsome plaid number, a perennial best-seller on the site, is the one most worth your time.

The Top of the Line Pick

Emma Willis cashmerello pyjama set

$741

Emma Willis

Emma Willis, the legendary Jermyn Street shirtmaker, cuts all of its pajamas by hand in the brand’s Gloucester workroom, a ludicrous display of artistry befitting of the label’s reputation for precision. These bad boys are made out of a cotton/cashmere blend so soft the hand-rolled piping and mother of pearl buttons will seem like an afterthought in comparison.

The Lighter-Than-Air Pick

Uniqlo Airism mesh crew neck short-sleeve set

Fair warning: Once you embrace Airism-enhanced sleepwear you won’t want to mess with any other type ever again.

The Enthusiast’s Pick

Sleepy Jones “Henry” pajama set

$198

Sleepy Jones

Sleepy Jones made a name for itself selling pajama sets designed to double as daywear. In the years since, the brand’s perfected the ingredients that make its coordinating sets such a smash—e.g. the sort of eye-grabbing prints it’d be a crying shame to only show off in front of your apartment cohabitants.

15 More Pajama Sets We Love 

Cleverly Laundry cotton pyjama set

The supremely relaxed set you should wear the next time you decide to hit Miami for a long weekend—or hit the hay for an early night in.

Neighborhood pile tee and short set

Neighborhood’s coordinating jammies are made in Japan out of a scuzzy fleece designed to keep you cozy no matter the weather.

Derek Rose “Nelson” geometric-jacquard cotton-twill pyjamas

As standalone pieces, each component of this set packs a powerful punch. Together? [Insert chef’s kiss emoji here.]
$152

Matchesfashion

CDLP lyocell-twill pyjamas

Are you getting ready for bed, or are you getting ready to put in a paid appearence at an L.A. nightclub a few years past its prime?
$305

Matchesfashion

Majestic International herringbone stripe silk pajamas

Silk pajamas aren’t just decadent for the hell of it (though that’s a pretty good reason too)—the fabric’s breathability makes it a perfect choice for hot sleepers.

Petite Plume Nantucket tattersall pajamas

A pattern that looks like your favorite dress shirt cut from a cotton that feels like your favorite sweats? Honestly, they had us at “tattersall”.

J.Crew cotton poplin stripe pajama set

Skip the years of wear and scoop some PJs with that perfectly washed, lived-in feel straight from the jump.

Calvin Klein stretch-cotton jersey pyjama set

Because nothing, least of all the opportunity to cop some new sleepwear, comes between you and your Calvins.

Paul Stuart cotton narrow stripe pyjama set

Look to Paul Stuart to kit you out in the swanky duds you’ll wear to your first formal event back on the town—and the outfit you’ll change into after the champagne’s worn off.

Brooks Brothers madras short pajamas

Because really, if you can’t trust Brooks Brothers to provide a spiffy madras evening set who can you turn to?
$80

Brooks Brothers

Gap poplin pajama set (was $70, now 30% off)

When it comes to basics of any kind—the building blocks that make up the foundation of a well-rounded wardrobe—it’s tough to beat Gap.

Vermont Country Store super-soft Portuguese cotton flannel pajamas

The good people over at the Vermont Country Store triple brush (triple brush!) their heavyweight flannel for added softness.
$75

Vermont Country Store

Tekla Fabrics poplin sleepwear set

Classic evening attire from a modern-day master of the form.
$310

Tekla Fabrics

Desmond & Dempsey Cuban pyjama set

The sort of tropical shirt and shorts Justin Beiber might wear in his next music video, except they’re, y’know, pajamas.
$225

Desmond & Dempsey

Fruit of the Loom broadcloth pajama set

When your top half is hot but your bottom half is cold.
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