The best gift is one that is unforgettable, beautifully crafted and thoughtfully chosen. That means it is likely creative, useful, timeless and, perhaps most importantly, personal. This year, if you're looking to find one that checks all those boxes then search no further—the Two24 Holiday Gift Guide has arrived and there is plenty of cause for cheer! And when you’re done, take a glance at our equally unforgettable Women’s collection.

For the Minimalist:

Harrington

If he tends to reach for separates that are clean and simple, then he’ll appreciate the Harringtons. These timeless derby shoes are reimagined with modern details giving his entire look an instant style upgrade.

Pair it with:

A minimalist watch to wear all of the time.

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For the City-Dweller:

Elmhurst

Does he reside in a metropolitan area and rely on style staples that translate to a variety of situations? Then the Elmhurst is a spot-on choice. These city-slick boots are ruggedly casual and accented by subtle perfing and pinking details. To paraphrase, they’re basically the ideal wardrobe staple.

Pair it with:

A plant that can stay alive indoors with little sunshine (a true treasure for small apartments in the big city).

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For the Outdoorsman:

Hudson

There’s a little bit of Hudson in every man. These premium full-grain leather boots pay homage to their traditional alpine hiker roots yet work for everyday environments, like the office or a coffee date. Give your favorite nature lover this rugged footwear choice and become his new favorite person.

Pair it with:

A pair of wool socks for evenings by the fire.

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For the Rugged-Yet-Refined:

Lockwood

Sometimes all you need to solidify a ruggedly cool look is a pair of ankle boots like our Lockwood. These sleek boots feature washed Italian leather and an easy medial zip entry. Hand-finished for a raw feel, these boots are suitable for the man whose style is subtle yet simultaneously makes a statement.

Pair it with:

A monogrammed flask.

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For the Globtrotter:

Merritt

If he’s always traveling back from someplace or another, then he could use the Merritt boots in his life. They feature dual gore and rear zip entry, which means getting through TSA is (almost) hassle-free. Inspired by the English paddock boot, the Merritt have classic, rugged appeal.

Pair it with:

A travel shaving kit.

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For the Chameleon:

Highland

You know that man whose style adapts to whatever situation he happens to be in? These Highlands lace-up leather boots are the perfect gift to complement his versatile style. Handcrafted with American bison leather and featuring Western-inspired lines, we’re certain he’ll wear them anywhere and everywhere.

Pair it with:

A record player and one of his all-time favorite albums.

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