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Winter Going Out Outfits

87 products

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We The Free Emerson Tote Bag

We The Free Emerson Tote Bag

$248.00

6 colors

We The Free Good Luck Mid-Rise Barrel Jeans

We The Free Good Luck Mid-Rise Barrel Jeans

$98.00 – $128.00

Ultra Light Beam

Chocolate Mousse

Lost In The Desert

13 colors

More Inseams Available

Feeling Again Lariat Necklace

Feeling Again Lariat Necklace

$48.00

4 colors

We The Free Alyse Convertible Over-The-Knee Boots

We The Free Alyse Convertible Over-The-Knee Boots

$798.00

Taupe Oiled Suede

2 colors

Lady Lux Layering Top

$40.00

Royal Polarized Aviator Sunglasses

$40.00

Frye Kate Deco Stich Boots

$378.00

Starcrossed Studded Belt

$38.00

We The Free Parker Leather Jacket

$698.00

We The Free Gallivanting Peekaboo Skort

$78.00

We The Free Tahiti Pull-On Cargo Pants

$138.00

In This Groove Mini Slip Dress

$118.00

We The Free Penny Pull-On Flare Jeans

$78.00

We The Free Good Good Turtleneck

$38.00

Highway Tank

$128.00

FP One Lily Lace Midi Skirt

$128.00

Giselle Layer Necklace

$38.00

Adrienne Bandeau

$20.00

Good Feels Sensual Set

$98.00

Dovie Ring

$18.003 for $30!

We The Free Emerson Tote Bag

$248.00

Meet Me In The Middle Mini Slip Skirt

$48.00

Essential Triangle Bandana

$28.00

Someone Like You Cami

$48.00

Maybe Baby Mini Slip Dress

$78.00

Faye Shine Embellished Vest

$98.00

We The Free Tennessee Low-Rise Boyfriend Studded Jeans

$228.00

Lady Lux Layering Top

$40.00

We The Free Alter Ego Wide-Leg Twisted Jeans

$148.00

We The Free Bryce Equestrian Boots

$398.00

Fiona Cami

$38.00

FP One Aiden Sparkle Pull-On Pants

$168.00

MOTHER The Doozy Sneak High-Rise Flare Jeans

$238.00 – $258.00

Fluffy Tail Bag Charm

$28.00

Whispering Love Lace Top

$148.00

We The Free Good Luck Mid-Rise Barrel Jeans

$98.00 – $128.00

We The Free Bryce Equestrian Boots

$398.00

So Silk Printed Bandana

$48.00

We The Free Onset Pull-On Cargo Pants

$148.00

Ariel Cami

$78.00

We The Free Good Luck Mid-Rise Barrel Jeans

$98.00 – $128.00

Tilly Skinny Silk Convertible Scarf

$28.00

We The Free Emre Low-Rise Flare Jeans

$98.00

FP One Blake Thermal

$68.00

Sable Midi Dress

$98.00

Winter Valley Kimono

$98.00

Flocked Floral Tights

$28.00

Grace Kelly Sheer Kaftan

$228.00

Long Lost Lover Maxi Slip Skirt

$78.00

We The Free Mina Leather Jacket

$698.00

We The Free Now Or Never Denim Shorts

$68.00

Starstruck Mini Slip Dress

$148.00

Winter Valley Kimono

$98.00

We The Free Hattie Hardware Shoulder Bag

$398.00

Lady Lux Printed Layering Top

$48.00

We The Free Lana Leather Band Jacket

$798.00

Anok Harness Moto Boots

$298.00

We The Free Carmen Suede Jacket

$598.00

Spotlight Washed Barrel Chino Trousers

$128.00

Tilly Skinny Silk Convertible Scarf

$28.00

We The Free Micro Mini Suede Cargo Skort

$128.00

We The Free Ballad Reversible Tank

$38.00

Finn Fringed Shoulder Bag

$78.00

Forever Yours Mini Slip Dress

$118.00

We The Free Blair Vegan Suede Jacket

$168.00

Ready For More Pants

$98.00

We The Free Micro Mini Suede Cargo Skort

$128.00

We The Free Desert Moon Leather Jacket

$698.00

We The Free Libre Wide-Leg Jeans

$98.00 – $128.00

Winter Valley Kimono

$98.00

We The Free Breezy Denim Pull-On Jeans

$78.00

Long Last Layering Top

$78.00

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Edgy Winter Going Out Clothes

Turn heads this season with Free People’s winter going-out outfits. Think leather pants paired with chunky knits, metallic tops under statement coats, and faux-fur jackets that add drama to any look. Layer bold textures and mix unexpected pieces for a vibe that’s both warm and fashion-forward. Knee-high boots, standout accessories, and sleek outerwear complete your outfit, taking you from winter nights out to late-night adventures in style. Explore Free People’s curated collection for winter looks that are effortlessly edgy and ready for after-hours.