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Men’s Fall and Winter Shoes: 5 Top Styles to Choose From

Men’s Fall and Winter Shoes: 5 Top Styles to Choose From


Whenever the fall and winter months come along, you’re likely to have thought somewhere along the way about how to keep your feet comfortable and warm. You might be surprised by your options, from sneakers to boots, but no need to get overwhelmed. While the leaves might be falling along with the rain and snow, you can still keep your balance with these popular shoe styles for men during those colder months. Take a look at this quick guide to get you started.

#1 Hiking Boots

If you’re thinking about blazing some trails this season, or you simply want to look like it at the office, then you’re going to want to find a comfortable pair of hiking boots. This particular style was created with your feet and ankles in mind, protecting them as you zigzag your way through the elements.

If you’re not sure how to wear boots along with what you’ve got in your wardrobe, then remember to keep it simple. Find your favorite pair of skinny jeans, a comfortable T-shirt, and a jacket that matches your level of activity for the day.

#2 Sneakers

When you’re looking for a more laid-back atmosphere than those of the mountains and hills, then you’re likely to find a great deal of comfort in sneakers. That’s right, the shoes you might have worn on the playground when you were younger are some of the most stylish shoes of today.

When lounging around the home or heading off to work, white sneakers are always a great place to start. Match them with a pair of dark chinos and a button-down shirt to look smart and professional. If it gets a little chilly, you can always toss on a sweater over the top.

#3 Chukkas

If you’re looking for a little variety and want to stand out in a business casual environment, then chukkas might be just the boot for you. Coming in a variety of styles featuring leather and suede materials, you can dress up or down to suit your occasion.

To get your best look, match them with a pair of blue jeans or chinos, put on a soft-colored button-up shirt, and toss on a bomber jacket to complete the outfit.

#4 Biker Boots

Have you thought about hopping on a motorcycle and enjoying the great outdoors? Whether or not that’s in your plans, you can look great in a pair of biker boots. Suited to protect your feet in tough environments while also adding an edge to your look, you can match them with a pair of slim-fitting jeans, a white T-shirt, and a black leather jacket.

#5 Chelsea Boots

Trying to go for that classic style without sacrificing versatility and comfort? Look no further than Chelsea boots, which look great for casual and formal occasions. Think about pairing up a set of brown suede boots with distressed jeans, a crew neck T-shirt, and a peacoat for a trendy urban setting.

Whether you’re spending your days at the office, out in the country, or in the city, you’re going to want to stay comfortably fashionable during the fall and winter months. Choose the shoes that match your needs and you’ll be set until spring rolls around again.

About the author

Carmen Edelson is the Founder of Carmen's Luxury Travel. Carmen has been traveling the world for over a decade. Her travels allow her the opportunity to pursue her itch to travel to the best luxury destinations, and experience those first class tastes from around the world.


  1. Rajax Shoes
    November 13, 2021 at 2:25 am

    Wow. All shoes types are cool. Thanks for sharing..

    • Carmen Edelson
      November 17, 2021 at 3:58 pm

      Glad you think so!

  2. RIFAT
    November 16, 2021 at 5:49 am

    Thank you so much for this enlightening post, I have significantly got some thing right here and I will bookmark this page for your next upcoming post.

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