5 Classic Boot Styles And How To Wear Them

Winters are long and cold in my part of the world. Boot weather starts in early November and lasts until April, so I’ve done my share of buying and trying out boots. January is a great time to buy boots because retailers are marking them down to make room for Resort/Pre-Spring merchandise. Here are 5 classic boot styles that you’ll wear over and over again…

The Bootie

Booties are the shortest boot. They can have any heel height but I’m going to highlight the lower heel styles.  These Dolce Vita Elisa Booties have a roomy rounded pointed toe and a Cuban heel (a low heel that is straight on the inside and angled at the back).  Wear this type of bootie with dresses, tailored pants or jeans.

The Chelsea Boot is one of the most classic boot styles. It is a menswear-inspired boot with a wider shaft (looser fit around your ankles) and a flat heel.

The Ankle Boot

Suede, low heeled ankle boots are also very versatile. I’ve been wearing my Banana Republic ones (these are similar) with tailored pants or boot-cut jeans. Match your pant and boot color to give you a longer, leaner look. You can also wear these classic boot styles with skirts or dresses.

The Rugged Boot

Between the snowstorms and summer heat, you’ll need to be prepared for wet and muddy days.  I have these Gumleaf Norse boots which I wear around the farm most of the year. For slightly more fitted boots, I just bought these Frye Harness 12R boots to wear with skinny jeans or leggings, sweaters, and tailored or puffer jackets.

The Snow Boot

These Sorel Joan of Arctic boots are great for snow adventures. Wear these with fleece-lined leggings or jeans and a ski or puffer jacket. They are waterproof, insulated, and fur-trimmed. I’m going to wear these for our sons’ ski races because I’ll need to be able to run through the snow to catch glimpses of them as they fly by!

The Over The Knee Boot

There is much debate about other the OTK boot is in or out of style. I continue to wear and love my Lucky Brand Rayla boots that I bought a few years ago. The block heel makes them comfortable to wear and adds warmth when you want to wear a dress or skirt. If you are tall, these would also look good with skinny jeans or leggings.

Classic Boot Styles To Buy