What To Wear With Timberland Boots

What To Wear With Timberland Boots

Timberland boots have been loved by gents all over the world since the ’70s. Thanks to their rugged yet fashionable appearance and practical appeal; these beloved boots have become an iconic footwear style. Today, these tough shoes are as stylish as ever and make a worthwhile addition to any wardrobe. Perfect for casual ensembles, Timberlands project cool confidence when styled in the right way. So, to help you don these essential shoes with aplomb, we’ve created the ultimate guide on what to wear Timberland boots.

Timberland Boots Outfit Ideas

While Timberland boots undoubtedly look best when worn casually, they are still versatile and can suit a variety of outfits. From your favorite jeans to your coziest sweater, these shoes appear excellent with a range of garments.

Timberland Boots with Jeans

When it comes to rocking Timberlands, jeans are always an excellent pants option. To nail this combination, select either a slim or straight-leg pair of jeans to balance the bulkiness of your shoes. Then, complete your casual yet rugged look with any top you want, be it a t-shirt or flannel button-down.

Timberland Boots with Jeans

Timberland Boots with Denim Shirt

Timberland boots look fantastic when worn in a rugged workwear style. As such, they match well with denim garments, including denim shirts. To create a stylish double denim outfit with your Timberlands, try pairing a dark pair of jeans with a light denim or chambray shirt.

Timberland Boots with Denim Shirt

Timberland Boots with Blazer

Timberlands can be dressed up, but you must do it in the right way. So, before you throw on a suit with your boots, consider trying a casual blazer instead. Just select a casual design and partner it with black jeans and a t-shirt for a cool ensemble.

Timberland Boots with Blazer

Timberland Boots with Jacket

Timberland boots can easily suit a range of jacket styles. As such, you need not be afraid to pair them with your favorite as you walk out the door. Whether you like a classic leather look, sporty bomber style, or casual denim design, your go-to jacket, and its cool and casual dressing style will perfectly match your shoes.

Timberland Boots with Jacket

Timberland Boots with Coat

Timberland boots are perfect for winter not only because they are protective and durable, but also because they look great with winter clothing. A coat is one such winter essential that pairs excellently with Timberlands. To nail the look, consider trying a sleek all-black outfits look with black boots, chino pants, shirt, and coat.

Timberland Boots with Coat

Timberland Boots with Sweater

Sweaters also look great with Timberland boots, as long as you style the combination in the right way. As sweaters feature a somewhat preppy appearance, they tend to suit smart casual outfits best. To achieve this aesthetic, select a pair of leather or suede boots. Then, pair your sweater and boots with jeans and a cool minimalist watch.

Timberland Boots with Sweater

Timberland Boots with a T-Shirt

Thanks to their bold yet straightforward appearance, Timberland boots look great with plain and classic t-shirts. For a fashionably minimal look, pair your Timberlands with a neutral tee and some jeans. Then, complement the tough aesthetic of your shoes with casual and edgy accessories, such as a black beanie.

Timberland Boots with T-Shirt

Timberland Boots Styles

When you think of Timberland boots, the label’s iconic yellow design undoubtedly springs to mind. After all, the brand was built on this classic footwear style. However, Timberland has so much more to offer today than just this one shoe style. From hiking boots to sneaker boots, Timberland has a wide assortment of options to suit every gent.

6” and Above Boots

For those who like the classic Timberland look, you can’t go wrong with a six-inch pair. Finishing above the ankle, these tall boots are perfect for keeping your feet warm and you looking stylish. Best of all, they’re available in a range of colors to suit a variety of outfits.

6” and Above Boots

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Winter Boots

If walking the streets in winter means that you end up with wet socks and frozen feet, you’re likely wearing the wrong shoes. Luckily, Timberland offers an assortment of boots that are perfect for winter. Not only warm but also waterproof, these cold-weather styles will keep your toes feeling dry all season long.

Timberland Winter Boots

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Chukkas

If you’re looking for a stylish ankle-high boot to wear, Timberland’s selection of chukka boots is an excellent place to start. For a sophisticated look, select a minimalistic pair with a slim design. For a more casual appearance, choose chunkier and busier styles.

Chukkas

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Hiking Boots

For those who are adventurous, Timberland offers an impressive assortment of hiking boots. As practical as they are stylish, these waterproof shoes will take you from the trail to the summit and everywhere in between.

Hiking Boots

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Sneaker Boots

Can’t choose between comfortable sneakers and boots? Why not wear both with a pair of Timberland sneaker boots? These awesome shoes provide the sporty aesthetic of a sneaker while maintaining the practicality of boots. The result is a lightweight shoe that can take you anywhere and everywhere.

Sneaker Boots

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Mids

As well as providing an excellent variety of six-inch boots and chukkas; Timberland also offers a great selection of mid-height boots. From hiking styles to waterproof designs, the range is diverse and caters to many needs.

Mids

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Side-Zip Boots

Whether you’re looking for the perfect fit or just can’t be bothered with laces, Timberland’s side-zip boots make an excellent option. Pick up a pair in both brown and black to cover all your sartorial needs.

Side-Zip Boots

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Slip-Ons

When you’re in a hurry, there’s no time to fuss about with long laces. But, while you may not be able to throw on your classic Timberlands, there is another option. Slip-on Timberland boots are the perfect choice for time-poor gents. Boasting the brand’s signature rugged aesthetic and easy to put on, these shoes are an excellent option.

Slip-Ons

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Timberland Boot Sizing

To ensure that you purchase the perfect pair of Timberlands for your feet, be sure to check the brand’s size chart before buying. Although the label’s shoes suit American size standards, they can be converted into international sizes. If you fit between two sizes, you will likely need to purchase the smaller size when shopping for Timberlands.

How to Lace Timberland Boots

Timberland boots tend to look best with the laces worn slightly loose. As such, it’s ideal to completely unlace and re-lace a new pair of Timberlands before wearing them. When re-lacing your shoes, remember to stop before the final eyelets to leave extra room at the top. You can also try skipping every second hole for an even looser fit. For those who like a unique look, you can experiment with different lacing methods to find the perfect one for you.

How to Wear Timberlands

  • Stick to casual outfits.
  • Partner your Timberlands with basic items, such as jeans, t-shirts, and leather jackets.
  • For a smart-casual look, try wearing your Timberlands with a blazer and dark denim.
  • Wear your Timberlands during winter with chinos, a shirt, and a sweater or coat.
  • Experiment with different styles, including chukka and sneaker boots, to find the one that best suits your look.