The Red Wing boots are definitely not the kind of shoes that you can just wear out of the box. If you want them to be comfortable, you need to break them in properly. Here are a few tips on how to do that.

  1. First, you’ll want to make sure that you’re wearing the correct size. They tend to run a little bit small, so if you’re between sizes, go with the larger size.
  2. Second, put on a pair of thick socks and lace them up as tight as possible. This will help stretch out the leather.
  3. Third, start by walking around your house in them for an hour or two.
  4. And fourth, continue doing this every day until they feel comfortable enough to wear it outside. It may take a few days or even a week, but be patient and they’ll eventually break in perfectly!

The Best Way to Break in Red Wing Boots

Breaking in your Red Wing boots is an essential step to getting the most out of them. Here are five easy steps for how to break them in correctly.

  1. Make sure you have the right size – Red Wing boots tend to run slightly smaller than other brands, so consider sizing up if you’re between sizes.
  2. Wear thick socks – Wearing a pair of thick wool or cotton socks will help stretch the leather as you wear them, so make sure to put them on before you lace up your boots.
  3. Start slow – Don’t rush into wearing them all day from the get-go. Start by wearing them for a few hours around the house to get used to them and give the leather time to stretch.
  4. Increase wear time gradually – As you become more comfortable with your boots, increase the amount of time that you’re wearing them. Eventually, you’ll be able to wear them all day.
  5. Don’t give up – It may take a few days or even a week for your Red Wing boots to feel comfortable, but with patience and persistence, you will eventually break them in perfectly!

By following these steps, you’ll ensure that you get the most wear out of your Red Wings and enjoy them for years to come. Happy breaking in!

Why Break in Your Red Wing Boots?

Breaking in a pair of Red Wing boots is essential for proper wear and comfort. Without breaking them in, you may find that the leather is too stiff to move around freely and won’t provide enough support or cushioning. Breaking in your boots also helps reduce any tightness or pinching that can occur from new shoes.

Once you’ve broken in your boots, you can enjoy them for many years to come. The leather will be supple and malleable, conforming to the shape of your feet and providing superior comfort. Plus, breaking in your boots will also prevent any blisters or other issues that may arise from an ill-fitting shoe.

Bonus Tips

Though breaking in your boots is essential, there are a few things that you can do to help speed up the process. Take them off regularly and stuff them with newspaper while they’re not being worn. This will help stretch out the leather and make it more pliable.

Use a shoe stretcher

Consider purchasing a shoe stretcher if the leather still appears to be too stiff after you have stretched it out. This device will help expand your boots and make them more comfortable. For best results, select a shoe stretcher that is designed for Red Wing boots specifically and follow the manufacturer’s instructions for how to use it.

Use some band-aid

If you find that the laces are digging into your feet, try using a bandage or two to cushion them and reduce any discomfort. Place the band-aids around the top of your foot and between your toes before you lace up your boots so they can provide extra protection while you break them in.

Use a blow dryer

Lastly, consider using a blow dryer on the leather of your boots. This will help to speed up the softening process and make them more pliable. Just be careful not to overheat them as this could cause damage or discoloration.

Read : How To Stop Your Feet From Sweating In Work Boots?


Breaking in a pair of Red Wing boots is essential for achieving maximum comfort and wear. By following these tips and taking your time, you’ll be able to break into your boots quickly and easily. Good luck!

David James
Meet David James, a distinguished authority in the realm of shoes, renowned for his comprehensive expertise in shoe reviews and guidance. With a deep-rooted passion for footwear, David seamlessly blends his academic background, hands-on experience, and keen insights to offer readers a holistic perspective on shoes. **Education:** David holds a Bachelor's degree in Footwear Design and Technology from a prestigious institution, where he delved into the intricate engineering, design principles, and material science that underpin every pair of shoes. His academic pursuits have armed him with a solid foundation, enabling him to dissect shoes from both an artistic and functional standpoint. **Experience:** With over a decade of experience in the industry, David has worn many professional shoes – from designing and crafting shoes to evaluating their performance on various terrains. He has collaborated with renowned footwear brands, contributing his expertise to the creation of cutting-edge shoe collections. His hands-on involvement in the creation process has granted him an intimate understanding of the craftsmanship and innovation required for exceptional footwear.