5 Essential & Stylish Winter Boot Outfits

Boots are a cold weather wardrobe staple, but even if your temps haven’t dipped much yet (we see you Texas and Florida!), boots give jeans, leggings or dresses that much-loved fall vibe. So whether you’re dressing for a night out, or a relaxed Saturday with the family, we’ve got five great winter boot outfits to love right now.  

1. Lace Up Boots + Leggings + Sweater  

The Lennox boots by Sorel not only look cool and feel comfortable, but the leather finish is waterproof, making them a great everyday boot for unpredictable fall and winter weather. Dress them up with faux leather leggings and our best-selling Cleo tunic sweater for an outfit we bet you’ll find yourself in time and time again. 

Shop the look: Shop Sorel Lennox Lace Boot | Shop All Sorel Boots | Shop Commando Faux Leather 7/8 Leggings | Shop French Connection Cleo Turtleneck Pullover | Shop All Sweaters

2. Knee Boots + LBD

Nothing says date night like a little black dress and these suede knee-high boots by Dolce Vita complete a look that’s ready to hit the town. The puff sleeves on the dress balance out the shorter length, perfectly toeing the line between revealing and concealing. And knee-high boots are a great investment for the season–you’ll love them with skinny jeans or midi and maxi length dresses, too. 

Shop the look: Shop Dolce Vita Nekita Knee Boot | Shop All Boots | Shop Allison Joy Beckley Puff Dress | Shop All Black Dresses 

3. Ankle Booties + Vegan Leather Joggers + Faux Fur Bomber 

Everything about this look is fun (with a serious side of glam), especially these fabulous suede booties. The lower heel height makes them great for cocktail parties, or celebrations that go all night (read: they are comfortable!). Pair them with vegan leather joggers, a silk cami and great faux fur bomber for a look that’s sure to be the toast of the town. 

Shop the look: Shop Schultz Bette Bootie | Shop Commando Faux Leather Jogger | Shop All Vegan Leather Pants | Shop Allison Joy Kiera Lace Trim Cami | Shop Sanctuary Fur Zip Jacket | Shop All Bomber Jackets 

4. A Lug Sole Boot + A Shacket  

The lug sole is the boot style of the season and we can see why: it’s comfortable, durable and goes with just about anything (and did we mention it’s super cool?). The thicker sole lends a slightly rugged edge that perfectly complements the cozy, outdoorsy vibes of a plaid shacket. Pair with denim and you’ve got an outfit that’s as fall as football.

To learn more about our favorite fall jackets for cool weather, check out 4 New Jackets for Fall.

Shop the look: Shop Dolce Vita Huey Lug Sole Bootie | Shop BlankNYC Prime Time Shacket | Shop All Shackets | Shop Michael Stars Marcy Thermal Tunic | Shop All Skinny Denim 

5. Ankle Booties + Straight-Leg Denim + Blazer

The lug sole may be the boot of the season, but straight-leg jeans are the denim silhouette of the year. The relaxed fit may feel a bit more casual, but these jeans can definitely be dressed up with the right pieces. Enter a bootie and a blazer. The pointed toe adds a delicate, chic touch, while the blazer’s structured cut and soft, vegan leather finish dials up the sophistication for a look that’s seriously on trend (but doesn’t take itself too seriously). 

Need more jeans + boot outfit ideas? Check out our blog on How to Style Wide Leg Jeans With Boots.

Shop the look:Shop Schultz Bette Bootie | Shop AGOLDIE 90’s Pinch Waist High Rise Straight | Shop EVEREVE West Bank Blazer | Shop All Blazers + Jackets | Shop Allison Joy Kiera Lace Trim Cami 

We’ve got even more boot and styling ideas!

Check out our EVEREVE TV segment on the season’s best boots, plus Mel breaks down all the ways to style the fabulous Cleo sweater from look #1.