11 Cute Hiking Boots to Take You From Trail to Town

By Dobrina Zhekova and Richelle Szypulski
June 28, 2019
Each product we feature has been independently selected and reviewed by our editorial team. If you make a purchase using the links included, we may earn commission.
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For some travelers, summer may be the season of beach getaways, but for others, the best way to relax during the hottest months of the year is to seek out a quiet trail shaded by a canopy of trees. Setting off into the woods is typically the healthier of the two options, as well — unfortunately, sipping cocktails by the pool doesn’t quite count as exercise.

After the first few times trying your hand (feet?) at hiking, there comes a moment when it’s time to trade in your standard sneakers for more technical footwear. Hiking and camping in comfort is all about your gear, and a good pair of shoes should be at the top of your list.

Related: 11 Insulated Cooler Bags Perfect for Packing Your Picnic

You’ll want outsoles designed to grip on rocky terrain, insoles and uppers designed for both support and comfort, and waterproofing if you value dry feet. Would you believe us if we said you can get all of those tech specs without sacrificing style? As trusted outdoor brands like Danner and Merrell widen their focus to consider trends when designing new shoes, this is increasingly the case.

Below, we rounded up 11 cute and sturdy hiking shoes that will make your next day hike a lot chicer.
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Chaco 'Scion' Hiking Shoes

Credit: Courtesy of Chaco

These cool, knit outdoor shoes will easily transition from city sidewalks to backcountry trails. And with a footbed that provides all-day arch support and cushioning, you won’t have to think twice about comfort.

To buy: chaco.com, $125

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Nike Air Zoom Wildhorse 5 Trail Sneakers

Credit: Courtesy of Nike

These certainly don’t look like your average trail shoes, but they do perform like them thanks to super grippy outsole lugs and a rock plate in the midsole to protect your foot from rocky terrain.

To buy: nike.com, $110

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Forsake Patch Hiking Boot

Credit: Courtesy of Amazon

These waterproof leather boots will perform in all types of weather. They come in five colorways but we love the pattern mixing that’s going on on the laces and tongue of this black version.

To buy: amazon.com, from $150

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Adidas Terrex Free Hiker Shoes

Credit: Courtesy of Adidas

Lightweight, supportive, and very much so "gorpcore," these on-trend hiking shoes from Adidas will look just as appropriate in the city as they will on the trail.

To buy: adidas.com, $200

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Merrell Ontario 85 Hiking Shoe

Credit: Courtesy of Merrell

We’re into the retro style of this hiking shoe from Merrell, which is inspired by the brand’s 1985 designs.

To buy: merrell.com, $110

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Danner Women's Mountain 600 Hiking Boot

Credit: Courtesy of Zappos

Inspired by the brand’s best-selling original Mountain Light shoes, the Mountain 600 has been upgraded with Vibram soles, a waterproof suede upper, and it still carries over the classic red laces.

To buy: zappos.com, $180

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Ahnu by Teva Sugarpine II Waterproof Hiking Boot

Credit: Courtesy of Nordstrom

The multi-toned color detailing on these heavy-duty hiking boots spice up its standard design, giving them a modern look.

To buy: nordstrom.com, $145

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Adidas Outdoor Terrex CC Voyager Sleek Parley

Credit: Courtesy of Zappos

This ultra-breathable outdoor shoe is perfect for super dry trails (hello, Arches National Park) and could easily double as your pair of sneakers for the trip. The outsole is designed to grip on mixed terrain and the lightweight upper is great for summer trekking.

To buy: zappos.com, $100

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Salomon Techamphibian 4 Hiking Shoe

Credit: Courtesy of

If you know you’re going to be fording a few streams, opt for a pair that’s part water shoe, part hiking shoe. The mesh upper on this pair is not only cute, but will dry quickly, keeping your feet comfortable.

To buy: zappos.com, $110

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Merrell 'Siren Edge Q2' Hiking Shoe

Credit: Courtesy of Nordstrom

These fun, purple hiking shoes feature a breathable mesh lining and an air-cushioned heel that absorbs shock and adds stability.

To buy: nordstrom.com, $90

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L.L.Bean Women’s Gore-Tex Cresta Hiking Boots

Credit: Courtesy of L.L.Bean

Once you've broken them in, these classic hiking boots will be ready to tackle any trail, no matter the weather. They also come with a set of deep teal laces for adding a pop of color. 

To buy: llbean.com, $259

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By Dobrina Zhekova and Richelle Szypulski