DRESSING FOR THE WEATHER
The first thing to understand is how to dress properly for winter runs. That means not just haphazardly throwing on a few layers because you assume that it's “cold." It's important to dress appropriately for the specific conditions you'll encounter. Obviously, what you are going to wear correlates to the temperature outside. However, you don't want to wear too much because if you get so warm that your run becomes uncomfortable, you may hinder your technique or cut your run short.
You will typically want to "under-dress" by about 10 degrees (though the exact number will change from runner to runner). It may feel chilly at first but as you start to run, your body temperature will naturally rise. As it does, you’ll begin to feel more comfortable with the layers you decided to wear. If you are not comfortable under-dressing, you can also wear layers that can easily be removed as you progress through your run.
Next, know your body. Just because you are layering does not mean that you need to cover every inch of yourself. For example, some runners may layer up but decide to not wear gloves or a hat. This lets them feel the cool air, which will help to regulate their body temperature so they don't become overheated.
If you choose to wear a hat or gloves, try out several different kinds so you can find what best suits you. For hats, you can wear a regular cap, a beanie, earmuffs, or a headband. Choose based on how much coverage you prefer as well as how cold the weather will be during your runs.
Options for running gloves include full gloves, mittens, finger-less gloves, and conversion gloves, which are either finger-less or regular gloves that have a removable mitten cover for extra warmth when you need it. Just like with your headwear, choose hand protection that suits your personal needs as well as the weather you'll be exposed to.
Once you have decided on what to wear, the next thing to look at is the material. Should you wear items made of a thinner fabric or do you need something thicker and warmer? Try them both and see which works better for you!
Remember that you want to stay dry as long as possible. As you run and exert yourself, you will naturally begin to sweat. Regulating your body temperature through removing layers will help you sweat less, which will allow you to feel comfortable longer. Wearing apparel that wicks moisture is another great way to stay dry and comfortable, ensuring you can get the most out of your run.
One last tip for winter running is: If it is snowing when you go out for your run, you should dress to get wet. Fresh snow will melt quickly on your warm body and—as I stated earlier—you want to stay dry! Look into wearing a breathable jacket similar to one you might wear on a rainy run.