Winter Wardrobe Must-Haves: 23+ Elevated Legging Outfits to Try Now

If you’re like me and value both comfort and style, leggings are probably one of your wardrobe staples! When winter rolls around, it can be tricky to figure out how to make leggings work for the colder weather without sacrificing style! Luckily, with layering and adding the right accessories—you can easily transform your leggings into chic winter outfits. Scroll on to find some of my favorite ways to style leggings!

**For reference: I am 5’1″, 110lbs.

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Faux Leather Leggings Outfits

If you love faux leather leggings, you have to try this pair! They’re absolutely amazing—designed without a front seam for a sleek look, and they provide the perfect amount of hold without feeling too tight. Plus, they’re available in both short and regular lengths!

Rust Orange Turtleneck Sweater tts, S | Rust Oversized Sweatshirt tts, S | Black Long Sleeve tts, S | Caramel Coatigan tts, S | Black Puffer Vest tts, S | Faux Leather Leggings tts, XS Short | Tall Black Boots | Boot Socks | Black Chelsea Boots | Black Scrunch Boots | Black Buckle Boots | Black & Gold Chain Purse | Black Purse with Colorful Strap | Black Crossbody Bag | Necklace

Everyday Leggings Outfits

These are my absolute favorite everyday leggings (better than Lulu IMO)! Available in two length options—25-inch (my go-to for my 5’1″ height) and 28-inch—they’re ultra-comfortable with a high-rise fit that’s both flattering and functional. Appropriately named “ButterLift” leggings, they sculpt your waist and give your booty a lifted look. Perfect for running errands, lounging, or working out, these versatile leggings are a must-have for both athleisure and activewear styles!

If you need pockets in your leggings you can grab the Butterluxe leggings with pockets here: 25″ Length & 28″ Length.

Black Long Sleeve tts, S | Olive Puffer Vest tts, S | Light Khaki + Green Long Cardigan tts, S | Plaid Long Sleeve tts, S | Leggings tts, XS | Boot Socks | Black Chelsea Boots | Black Scrunch Boots | Necklace | Black Purse with Colorful Strap | Black & Gold Chain Purse | Brown Purse

Rose Turtleneck Sweater tts, XS | Burgundy Cableknit Sweater tts, S | Coffee Oversized Sweatshirt tts, XS | Apricot Long Hoodie Tunic tts, S | Rust Brown Sweatshirt tts, S | White Puffer Vest tts, S | Leggings tts, XS | Chunky Heel Black Boots | Black Stiletto Boots | Boot Socks | Black Chelsea Boots | Black Purse with Colorful Strap | Necklace

Black Long Sleeve tts, S | Orange Puffer Vest tts, S | Navy Plaid Shacket tts, S | Black Plaid Hooded Shacket tts, S | White & Black Plaid Button Down tts, S | White Boot Socks | Leggings tts, XS | Black Puffer Purse | Water Bottle Crossbody Bag | Black Chelsea Boots

Caramel + Brown Oversized Zip Up tts, S | Caramel Oversized Sweatshirt tts, XS | Khaki Oversized V-Neck tts, S | Leggings tts, XS | Black Chelsea Boots | Earrings | Black Purse with Colorful Strap | Boot Socks

Fleece Lined Leggings

I’ve tried countless fleece-lined leggings and these are hands-down the best! They add no bulk, stay perfectly in place, and come in 25-inch and 28-inch options, with or without pockets. They’re a winter essential to keep you cozy and warm all season long!

Thermal Fleece Lined Leggings w/o pockets 25″ (I wear the 25″ XS) | Thermal Fleece Lined Leggings w/o pockets 28″ | Cropped Scuba Style Hoodie XS in dark red, white apricot { Nike Sneakers | No show socks

Thermal fleece lined leggings w/pockets 25″ XS (I wear the 25″ XS) | Thermal Fleece lined Leggings w/pockets 28″ | Lightweight packable puffer vest XS | Long Sleeve Layering Tee XS | Sneakers I go up a size in these. | No show socks

Spanx Leggings

Spanx Booty Boost Leggings are unmatched when it comes to compression! They provide incredible hold and support like no other leggings I’ve tried. Nothing else compares to the level of shaping and sculpting these offer! You can always save 10% at Spanx code HOLLYFXSPANX

Save 10% at Spanx code HOLLYFXSPANX

7/8 Booty Boost Leggings tts, XS | AirEssentials Half Zip tts, XS | Crossbody Bag | Nike Sneakers | No show socks

4 Yoga Pants Options

Here are four fantastic yoga pant options, each available in multiple lengths to suit your needs. I’ve also created a YouTube video where I dive into the details and compare these styles—be sure to check it out!

What makes these even better is their thicker, high-quality material, making them perfect not just for lounging or workouts, but also for the office or work. Stylish and versatile, they’re a wardrobe essential!

From Left to Right : Bootcut Yoga Pants tts, XS 29″ | Bootcut Yoga Pants w/ Pocket tts, XS 29″ | | Flare Yoga Pants ,too big, S 30″ & 28″ | Black Top tts, XS

You can find an in-depth try on haul of all four leggings HERE!

If you’re a fan of the Butterlift and Butterluxe leggings, you’re going to love these yoga pants! The Women’s Butterluxe High Waist Flare Pants come in four length options—29”, 30.5”, 32”, and 33.5”—and feature a wide-leg bootcut design with pockets. Made from the same buttery-soft material, they’re perfect for lounging, yoga, or everyday wear!

Butterluxe Yoga Pants tts, XS | Black Slim Fit Jacket tts, XS | Sneakers |