How to Wear Timberland Boots for Women: Top Outfit Ideas

I love writing about all kinds of clothes, shoes and accessories. Very rarely, you will find me writing about a brand because I am the type of people that think only the look and the quality matters. But off the top of my head at this moment, there are two brands that I don’t really see as brands. Instead, I see them as genres. They are the converse sneakers and the timberland boots. Notice that I am not even capitalizing the brand names here, just like I don’t capitalize white sneakers and ankle boots. They are so classic that they simply stick to the same design with a little twist here and there. In this blog post, I would like to put together some of my favorite ways to style the timberland boots.

Wear with Black Trench Coat & Skinny Jeans

black trench coat leggings timerland boots
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I am starting off the list with a dark and stylish all-black look. simply wear a slim fit black sweater, with a black trench coat and black skinny jeans. The timberland boots are the only item that is not black and they simply stand out and spice up the outfit.

Wear with Long Sweater, Ripped Jeans & Black Leather Jacket

black leather jacket green sweater timberland boots
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Boots are simply awesome when it comes to tough looks. Wear the long green sweater with ripped jeans and a black leather jacket. The timberland boots match really well with the sweater and makes the pieces look well balanced.

Wear with Black Skinny Jeans & Grey Bomber Jacket

bomber jacket black jeans timberland boots outfit
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For a casual fall outfit, you can wear a white tee with a grey bomber jacket and black skinny jeans. Complete the stylish outfit with the iconic timberland boots.

Long White Tee, Black Sweater & Leather Jacket

long white t shirt leather jacket timberland boots
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For a slim look that uses some layering tricks, you can try to wear a long white t shirt and wear a black slim fit sweater and a black leather jacket over it. For the bottom, pair the timberland boots with black skinny jeans.

Wear with Black Leggings & Long Fleece Coat

long fleece black coat timberland boots
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If you are looking for a feminine and beautiful winter outfit that can actually keep you warm as much as it looks good, you might have found the idea you need in this one. For the top, wear a red sweater with a long black fleece coat. Pair them with black leggings and the boots. The good news is that this outfit is surprising easy to pull off for all body types.

Black and Red Plaid Flannel Shirt & Jeans

timerland boot with plaid flannel shirt
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As a casual land low key outfit, you can wear a black and red plaid flannel shirt and tuck it in the jeans. The timberland boots really add a lot of character to this simple outfit. By the way, you may want to check out our other blog post on flannel shirt outfit ideas.

Wear with Plaid Boyfriend Shirt and Denim Shorts

timerland plaid flannel shirt denim shorts
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For a spring energetic look, you can try to wear the timberland boots with a black vest top and denim shorts, with a plaid boyfriend shirt layered on top of them.

Wear with Black and White Leggings & Leather Jacket

black white leggings leather jacket boots
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This outfit is easily the most creative and artistic outfit among the list. It is the combination of the black and white striped leggings and the timberland boots that make the outfit look so unique. Pair them with a white blouse, a black leather jacket and a scarf. Every piece of this outfit just matches so perfectly together and it just looks stunning.

Wear with Long White Trench Coat

white long trench coat black leggings boots
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For an eye catching look that uses contrasting colors, consider wearing all black inside, with the black blouse and the black skinny jeans. Pair them with a long white trench coat and the timberland boots to complete this beautiful winter outfit.

Wear with White Sweater & Black Trench Coat

black trench coat white sweater timerland
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Here is another adorable winter outfit. Simple wear a white sweater with black skinny jeans, timberland boots, a black trench coat and a black beanie.

Denim Jacket & Ripped Black Jeans

denim jacket ripped black jeans boots
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For a casual simple and stylish look that is especially suitable for the spring and the fall, you can simply wear a grey t shirt, a denim jacket and black ripped skinny jeans with the boots.

Blue Trench Coat & Brown Scarf

blue trench coat green scarf timberland
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This outfit is a great demonstration of how to wear brown and blue together. Wear a white top with blue jeans and bright blue trench coat. Wear a brown scarf to match perfectly with the boots.

Wear with Colorful Faux Fur Jacket

colorful faux fur jacket
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This outfit is just interest, mainly because of the funky jacket. Start with the simple white t shirt and cuffed jeans combination. Then pair them with a color block faux fur jacket and a grey fleece felt hat. Of course, don’t forget the timberland boots.

White Shirt, Long Trench Coat & Ripped Jeans

timberland boots white shirt long trench coat
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As a more unisex outfit, you can wear a white shirt with ripped jeans. Pair the timberland boots with a brown long trench coat.

Wear with White Shirt, Skinny Jeans & Long Trench Coat


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For a smart casual outfit that you can wear to work. Simply wear a white button up shirt with black skinny jeans, a grey long trench coat and the timberland boots.

I hope that you enjoy the outfit ideas that I have just shared with you. The list is put together with one single purpose in my mind: to show you some of my favorite timberland boots outfit ideas so that you can actually find a few of them that actually works for you. Yes, I want to inspire you to trial and error and take your own outfit ideas to a whole new level. It is very useful to learn how to style classic items like the timberland boots because you can then basically upgrade your daily outfit majorly. At the beginning of the blog post, I have mentioned that I think the converse sneakers are the other item is so iconic. If you are interested, you may also want to check out my blog post on converse outfit ideas.