How to Style Fashion Hiker Boots

Fashion hiker boots are a huge trend for winter 2019, and I’m here for it.

I love the casual-chic vibe with a rugged edge, and best of all, they’re as functional as they are practical. Of course I had to try a pair!

I went right to the Nordstrom shoe department, and I found so many great options, I couldn’t choose just one. I ended up coming home with two pairs to style for you. Let’s call it research, m’kay?

The first pair is by Caslon, and I’m seriously impressed with these boots. They’re incredibly comfortable inside, and they look great on. They’re also water-resistant, so you can wear them in the rain and snow.

How to Wear Fashion Hiker Boots

A lot of fashion hiker boots have a high heel, but I wasn’t sure I could pull that off. I didn’t necessarily want them to be flat either, and these have the perfect 2 1/4″ heel (plus there’s a platform so the heel drop isn’t that high.)

They’re leather on the outside, and while it says synthetic inside, they feel soft and leather-like. They also have good arch support, for those who need that.

The styling is rugged yet refined, and I love the attention to detail — like the contrast leather piping along the footbed.

These boots are true to size, or size up if in between. I went up to an 8.5 for these, in case I want extra room for socks. (For reference, I’m generally between and 8 and 8.5 in boots.)

There are so many ways to style fashion hiking boots, but I kept this look simple with a cozy sweatshirt and jeans.

This sweatshirt is soooooo soft and cozy. It’s almost fleecy in texture, but it’s on the thinner side, and I really like the styling.

The boatneck and raglan sleeves are universally flattering, and it has a slouchy but not sloppy fit. I sized up to a medium for some extra wiggle room and in case it shrinks some.

Fashion hiker boots are a huge trend for winter 2019, and I'm here for it. I'm sharing the two pairs I added to my wardrobe and how to style them.

Outfit Details:

Caslon boots // sweatshirt // jeans // similar earrings

I also fell in love with the UGG Quincy boots.

While the Caslon boots (above) were more of what I had in mind when I went shopping for fashion hiker boots, these UGGs were calling my name from the moment I laid eyes on them, and I couldn’t resist giving them a try.

These boots are lined completely with shearling and UGGpure (a textile made entirely from wool but shaped to feel and wear like genuine shearling) and they feel absolutely magical on my feet.

They’re also incredibly lightweight and have a low 1″ heel for supreme comfort. FYI, I needed a 9 in these, so I recommend sizing up at least half from your normal.

A fun thing about these boots is you can wear them with the shaft standing up, or fold it over and make them shorter.

How to Wear Fashion Hiking Boots this Winter

First, I styled them with the back folded over. There’s even a snap on the back, if you want to make sure it stays in place.

And here’s how they look if you leave the shaft standing tall.

fashion hiking boots outfit

Either way, I wore my skinny jeans tucked into these boots for a long, lean leg line and an uncluttered look.

When you cuff your jeans, you break up the line of the leg and create another point of interest, but I wanted to keep it simple with these casual boots. It’s also warmer this way!

I styled these boots with the same jeans as above, along with a dolman sweater and a plaid scarf.

This scarf is so pretty, and it comes in two other color combos if you’re not into the rust tones. I feel like this scarf should work for people with cool or warm undertones, because it has both cool and warm colors in it.

Don’t forget that Christmas is coming! A scarf makes a great holiday gift, and at $35, this one won’t break the budget.

Fall Scarf Outfit

I love this cozy look for all sorts of events and venues. You could throw on a coat on for extra warmth, or go without if you’re going to be in and out of stores and don’t want the extra bulk.

What are your thoughts on the fashion hiking boot trend? Are you in, or are you out?

Fashion hiker boots are a huge trend for winter 2019, and I'm here for it. I'm sharing the two pairs I added to my wardrobe and how to style them.

Outfit Details:

UGG boots // sweater // scarf // jeans // similar earrings // sunnies

Shop More Fashion Hiker Boots at Nordstrom:

If you’re looking for more outfit inspiration this season, check out my brand new Nordstrom Looks page where I’ve curated outfits to help you get through the holidays!

Did you like this post? 

Subscribe to get email updates! In addition to my most recent blog posts, you’ll receive exclusive newsletter content like special sales, my newest favorite finds, and an occasional peek behind the scenes — all delivered right to your inbox. PLUS you’ll be automatically entered for a chance to win a $100 gift card each month!

This post contains affiliate links. When you shop through my links, it helps support my business (at no additional cost to you) so thank you!

photos: Alison Cornell