9 Cute Hiking Boots to Take You From Trail to Town

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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.

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 Keen and Merrell widen their focus to consider trends when designing new shoes, this is increasingly the case.

Below, we rounded up 9 cute and sturdy hiking shoes that will make your next day hike a lot chicer.

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Keen Terradora Waterproof Mid Hiking Boot

Courtesy of Zappos

These waterproof boots feature breathable mesh sockliners, traction-enhancing outsoles, and cushioned collars. They were also specifically designed to be comfortable for women, with features like a flexible Achilles panel in the collar and a women-specific last that’s more narrow in the heel. They’re also available with a low ankle.

To buy: zappos.com, $140

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Chaco 'Scion' Hiking Shoes

Courtesy of Zappos

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: zappos.com, $125

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Merrell Sugarbush Waterproof Hiking Boot

Courtesy of Zappos

This throwback-inspired hiker has the perfect combination of fashion and function. They have all the technical aspects one would expect from Merrell: waterproofing, shock-absorbent heel technology, and Vibram soles.

To buy: zappos.com, $225

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Ahnu by Teva Sugarpine II Waterproof Hiking Boot

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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Danner Women's Mountain 600 Hiking Boot

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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Adidas Outdoor Terrex CC Voyager Sleek Parley

Adidas Terrex Climacool Female Hiking Boots

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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Merrell 'Siren Edge Q2' Hiking Shoe

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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Ecco Aspina Toggle Hiking Sneaker

Courtesy of Nordstrom

The mixed media trend is still big for shoes this season, and these Ecco hikers are right in step. And speaking of insteps, the arch support on these guys is excellent.

To buy: nordstrom.com, $88 (originally $130)

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

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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9 Cute Hiking Boots to Take You From Trail to Town

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Keen Terradora Waterproof Mid Hiking Boot