18 Fancy Pajamas You Can Wear Out on the Town (We Promise)

Pajama dressing has been trending for a few years now and has finally reached the point where it’s completely socially acceptable to wear a silky set out in public. But how exactly does one wear their pajamas out and about without looking like they rolled out of bed and forgot to change? Start with one of these 18 fancy pajama pieces, then add chic shoes, bold jewelry accents and a badass attitude to complete the look. 

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1 asceno polka dot silk satin pajamas pants

1. Asceno Polka-dot Silk-satin Pajama Pants

We’d be more than happy to wear this color-blocked and polka-dotted ensemble all day, every day. And then slip into the matching top all night, every night.

Available in sizes XS to L

2 printfresh bagheera long sleep set

2. Printfresh Bagheera Long Sleep Set

When worn together, these leopard-print separates definitely look like pajamas (unlike some of the other sets on this list). But break them apart and you’ll find they’re not just made for catching zzz’s. Tuck the shirt into a sequined skirt for that upcoming holiday party, or try sporting a navy turtleneck and matching pointy-toe pumps with the bottoms for a fun dinner ensemble.

Available in sizes S to XL

3 morgan lane cai jumpsuit

3. Morgan Lane Cai Jumpsuit

It’s the belt that really makes this jumpsuit worthy of a night out. Play up those dressier vibes by adding strappy white or yellow pumps (to match the fringe, of course) and a moto jacket. Or layer a T-shirt underneath and slip into your favorite white sneakers for an afternoon affair.

Available in sizes S to L

4 ginia silk v neck chemise
Saks Fifth Avenue

4. Ginia Silk V-neck Chemise

Turn this slip into a trendy skirt simply by layering a chunky sweater on top. Or slip a maxi skirt over the bottom to show off the gorgeous color-blocking at the neck. A pair of slouchy leather boots will finish off either outfit perfectly.

Available in sizes XS to L

5 olivia von hallee capability envy full length robe
Olivia von Halle

5. Olivia Von Halle Capability Envy Full Length Robe

Up for a real sartorial challenge? Take this abstract snakeskin number for a spin at your next holiday party—just add a bejeweled clutch. BTW, it functions well as an ornate duster jacket or as a statement wrap dress on its own.

Buy it ($920)

Available in sizes 2 to 10

6 plush silky striped pj set

6. Plush Silky Striped Pj Set

If you’re going to try a bold trend, you might as well go bold on the print as well. Keep your shoes and accessories classically chic (think black satin kitten heels, crystal drop earrings and a minimal clutch) to keep the focus on your fabulous set and avoid overwhelming those around you. However, you won’t regret swiping on some red lipstick.

Available in sizes XS to L

7 the ethical silk company mulberry silk top and pants
The Ethical Silk Company

7. The Ethical Silk Company Mulberry Silk Top And Pants

We’re very into the ’60s feel of this kaleidoscopic silk duo (that’s hand-printed!), but you can always sport the bottoms with a cozy fisherman’s sweater or rock the tank with a pair of crisp black trousers and sleek loafers.

Buy the top ($75)     Buy the pants ($150)

Available in sizes XS to XL

8 chalmers jess nightgown

8. Chalmers Jess Nightgown

Add a brown leather belt and a pair of brown ankle boots and you’ve got yourself a perfect end-of-fall ensemble. Your favorite teddy bear coat will coordinate nicely with this look as well.

Available in sizes XS to XL

9 love stories mila and sunday printed cotton poplin pajama set

9. Love Stories Mila And Sunday Printed Cotton-poplin Pajama Set

The mental benefits of booking a tropical vacation in the middle of winter are fairly obvious, but the packing benefits of this flirty pajama set may not be quite as apparent. Just picture this with a pair of espadrilles and a colorful crossbody and suddenly you’ll see: Pajamas that double as day-appropriate separates means more room in your suitcase for souvenirs. Or another pair of shoes.

Available in sizes XS to XL

10 gap dreamwell satin slip dress

10. Gap Dreamwell Satin Slip Dress

We love this delicate lilac hue for winter, especially when everyone else is sporting gem tones or dark neutrals. It looks particularly festive when paired with silver metallic accessories or other chilly pastels (like mint green or ice blue). Just don’t forget to add a pair of sheer black tights.

Available in sizes XS to XXL

11 sleeper party pajama set with feathers

11. Sleeper Party Pajama Set With Feathers

If ever there were a pair of pj’s meant to be partied in, it’s these. Seriously, it’s in the name and all. This feathered style from Sleeper is just begging to be worn with your most over-the-top heels, like the metallic platforms that are lingering in the back of your closet.

Available in sizes XS to XL

12 anthropologie maxine dolman sleep top

12. Anthropologie Maxine Dolman Sleep Top

Petite gals can rock this tunic as a minidress, while taller ladies (and anyone wary of a short hemline) can add a pair of leggings and some over-the-knee boots for a cool, artsy vibe.

Available in sizes XXS to XL

13 olivia von halle lila savannah silk pajamas
Olivia von Halle

13. Olivia Von Halle Lila Savannah Silk Pajamas

Do as the model does and wear these printed pj’s with anything and everything crystal-embellished. Strappy sandals, statement earrings, tennis bracelets and even glittering headbands are encouraged.

Available in sizes 2 to 10

14 skin josie pima cotton jersey top and pants

14. Skin Josie Pima Cotton-jersey Top And Pants

Treat the flowy top as you would your favorite white T-shirt, and the pants like any pair of wide-leg jeans or culottes. This is another great vacation-ready set—just lace up some brown sandals and throw on a floppy straw hat.

     Buy the pants ($85 $43)

Available in sizes XS to XL

15 leset harley striped stretch jersey top and pants set

15. Leset Harley Striped Stretch-jersey Top And Pants Set

Because these stripes aren’t exactly subtle, we suggest keeping the other elements of your outfit fairly classic. Try these with a fleece-adorned denim jacket or trench coat and simple off-white sneakers or patent-leather flats.

Available in sizes XS to L

16 tanya taylor remixed restitched pajama set
Tanya Taylor

16. Tanya Taylor Remixed + Restitched Pajama Set

Made from the remaining fabric of Tanya Taylor’s previous collections, this silk set will give you the most fashionable sleep of your life. As for sporting these pieces outside the house, no one will know that the designer top you tucked into your trousers for work is actually the same shirt you wore to toss and turn. Or that the floral pants you paired with a black cashmere sweater and pointy-toe pumps for dinner with friends weren’t plucked straight off the runway.

Buy it ($195)

Available in sizes XS to 3X

17 anthropologie shannon sleep jumpsuit

17. Anthropologie Shannon Sleep Jumpsuit

Adding a belt can help accentuate your waist and give some shape to this supremely comfy one-piece, but we’re not opposed to leaving it loose and embracing the hippie look. Either way, you can’t go wrong with some light-colored booties and a cropped wool jacket.

Available in sizes XXS to XL

18 maison du soir luella cami and firenze sleep shorts

18. Maison Du Soir Luella Cami And Firenze Sleep Shorts

Wear the shorts with a silky black blouse when you’re ready to hit the town, or try the top with your favorite pair of jeans. The set as a whole is perfect when you’re ready to hit the hay.

     Buy the shorts ($98)

Available in sizes XS to L



Abby Hepworth is an RRCA-certified running coach who has worked in fashion for over 10 years. Want to know what shoes are in this season? She's got you. Need recommendations on...