What To Wear With Hiking Boots: Outfit & Styling Ideas

$ 111.99 · 4.6 (589) · In stock

You don't need to hit the trail to wear them!
Miles Walked: 6 miles

Trip and Slip Count: 3 trips, 1 slip

Rating: ⛰⛰⛰
Tuesday

When I initially brainstormed outfit ideas for hiking boots, my mind automatically jumped to styling them with feminine flowy dresses. But pants deserve hiking boots, too! I went the trusty pajamas-as-daywear route and styled these sneaker boot hybrids with satin pants. Do I look like I just stepped out of my tent and am ready for some instant coffee? (The only acceptable answer is yes).
Miles Walked: 10 miles

Trip and Slip Count: 0 trips, 0 slips

Rating: ⛰⛰⛰⛰
Wednesday

These boots are described on the Cat Footwear website as overbuilt and it's a term that I wish I’d came up with myself. With shoes as quirky as hiking boots, you can also get creative with your sock choices. I chose to match mine with the yellow details on the shoe and my dress. I'm tempted to pick up a hard hat, fluro vest, crampons and spork (an important eating utensil when on the trail).
Miles Walked: 13 miles

Trip and Slip Count: 3 miles, 2 slips

Rating: ⛰⛰⛰⛰⛰
Thursday

I have a tendency to bring two books (aka 5 extra lbs) when I go backpacking. This outfit is my ode to that not-so-practical bibliophile. She can make her way through the New York Times Bestseller list while simultaneously making her way through the Appalachian Trail carrying a heavy load. 10/10 would actually hike the AT with these puppies.
Miles Walked: 8 miles

Trip and Slip Count: 4 trips, 2 slips

Rating: ⛰⛰⛰⛰⛰
Friday

This is my interpretation of hikecore, but with non-hiking clothing from my own closet. La Sportiva typically makes rock climbing shoes, which is probably why these hug my feet in all the right places. Naturally, they hug my heart in all the right places as well.
Miles Walked: 7 miles

Trip and Slip Count: 1 trip, 0 slips

Rating: ⛰⛰⛰⛰
Saturday

Gymnast, but make it fashion. Keep in mind that cartwheels and trekking are not mutually exclusive! I loved the colors on these boots, and had a two hour internal debate about whether I should keep things monochrome or let the colors contrast. I settled on letting the colors clash — a favorite styling tip of mine. Despite their exciting colors, these boots didn't provide my feet with the support I would need for serious hikes. Meh.
Miles Walked: 6.5 miles

Trip and Slip Count: 2 trips, 0 slips

Rating: ⛰⛰
Sunday

I probably wore an outfit similar to this in elementary school (just add a Hello Kitty roller backpack). Unfortunately, the support on these boots had too much support, and dug into the arch of my foot.

After a week of hiking boots, I can say with confidence that my favorite way to wear the technical boot is with something unexpected. Today it’s a bright orange wrap dress, and tomorrow might be a tulle princess dress. This is what makes the hiking boot (surprise!) the ultimate versatile shoe — not just in terms of utility, but also in terms of wearability with non-hiking outfits.
Miles Walked: 10 miles

Trip and Slip Count: 4 trips, 2 slips

Rating: ⛰⛰