Boot Lovers Unite: 6 Outfits to Rock Your Winter Style with the Perfect Boot Pairings

Guest Post

An outfit can only ever be as stylish as the shoes it’s worn with, and the winter season is the perfect time to take your outfits to new heights with stunning boots. Boots lovers know, the right boot can be a show stopping piece all on its own too. 

There are plenty of exciting boot trends to wear right now, and here are 6 outfit and boot pairing ideas to get your sidewalk runway show started.

90s Winter Chic

Sherpa lined leather jackets are a staple cool-weather cool girl item. They’re surprisingly warm and reminiscent of 90s rock n roll style. To update this retro outerwear, try pairing it with modern wide leg pants in a thick wool material and matching leather ankle boots. A pointed toe will add the perfect amount of feminine flair and a leg-lengthening effect.

Preppy and Cozy

One particularly trendy boot style this season is the tall chelsea boot. It offers a more sophisticated take on the previously popular ankle height version, and this dark chestnut color makes the boots look even more classic. Try pairing them with simple black leggings, a black coat and a neutral colored knit sweater draped over the shoulders like in this example for a perfect equestrian-inspired preppy outfit for winter. 

Sunny and Cool

When the sun is bright but the weather is cool, this is the ideal outfit to pair with your favorite boots. A cozy gray sweater looks sharp paired with all matching black accessories, but this outfit formula could work with any other color. Simply pair it with a mini skirt, some cat eye sunglasses, and a pair of funky boots like these western inspired ones and you’ll have a fashion forward look.  

Sweater Dress Dreams

This slinky sweater dress has to be one of the sexiest ways to stay covered and warm in cooler weather. It has a maxi length, flared sleeves, a bodycon fit, and an off the shoulder neckline, making it super trendy for this season. The trick to pairing sweater dresses with heels is that you’ll want the hemline of the dress to be close to, if not touching the height of the boots. The only exception is if you’re wearing a mini skirt, any boot length will work! However for midi lengths, knee high boots are best, and for maxi lengths, ankle boots look fantastic. 

French Girl Fashion

If your personal style is inspired by the style of French girls, this boot focused winter outfit is one you won’t want to skip. It uses statement red leather boots as the center focus, complimented by a classic straight leg blue jean, an oversized wool blazer, and white t-shirt, and an easy updo. It’s posh without trying too hard, and it would look even more seductive with a red nails, a red lip, and hair worn down in messy waves. 

Winter Whites

White is one of the best colors to wear in the winter, because it never goes out of style. Similarly, thick knit sweater dresses with a turtleneck like this example are one of the best choices to stay snug and look cute while doing it! The combination looks incredible with a pair of knee high boots in a luxe chestnut brown with a square toe heel. Don’t forget to add some earrings and a cute updo. You may even want to wear a matching pair of earmuffs if the temperatures are chilly enough.

All of these outfits are easy to put together, flattering, and can be adapted to almost any personal style preferences. Enjoy mixing and matching your boots and winter clothes this season and stay warm!