Gear That I Use To Walk In Any Type Of Winter Weather

Some years ago I committed myself to work out regularly. I started my exercise journey by walking, but several years ago I transitioned from this to using a personal trainer at a gym. The big draw for me to go to the gym was that I would typically coffee klatch with my friend, who also went there at the same time.

I enjoyed going to the gym, but it wasn’t my favorite type of exercise. Eventually, I got injured and around that same time, my friend got tired of going. It was time to re-think my routine.

I returned to walking, which is an exercise that I love. I typically walk between 3.5 to 4.5 miles on any given morning, and I usually start in the pre-dawn. During my walk, I can think, pray, or meditate. I time my walk, so I arrive at my local Starbucks when it opens for the day.

I bring along a computer on my walks, and Starbucks is where I write this blog. My friend, Tom often stops to visit, but when he doesn’t, I now know enough regulars that I can always engage in a little conversation. For me, walking outdoors is an ideal exercise, but it does have its pitfalls.

The main barrier when I walk is the weather. In northern Illinois, we have four seasons that are often dramatic. In the last few years, our winters have become milder, but this has posed a new problem for me as it isn’t uncommon to have warm days of rain/sleet/melt followed by cold days, which results in super slippery ice formation.

Bad weather would be an easy excuse for me to stay in bed, but as I tell my kids, There are no emergencies for those who are prepared. In today’s post, I want to share with you the gear that I use to walk in just about any winter weather. I’ll give you what I wear on a typical winter day, a bad winter day, and a horrible winter day. Your mileage may vary depending on your needs and climate.

About Gear Quality

It is easy to say, Buy only the highest quality winter wear. It is true that better quality gear works better and lasts longer. However, it is also expensive. I take a balanced approach. The more regularly I use a winter gear item, the better the quality.

I have a great Cabelas down coat and several different types of footwear that are pretty decent. I wear these items every time I go out, and I need functional items that last. However, I only wear thermal underwear a few times a season. In that case, I opted for an inexpensive but reasonably rated pair purchased from Amazon. I know that they won’t last as well as Under Armour gear, but I don’t need them to.

About layering

Several layers of clothing work better than one heavy layer as each layer traps air, which serves as insulation. Layers are typically lighter than one heavy layer and they can be removed or added as your situation changes. Consider layers when you walk in the winter.

What I wear


Typical Day: Stocking cap and jacket hood.
Bad Day: All of the above, plus a thermal face mask.
Horrible Day: Trooper hat, hood, face mask, scarf protecting mouth and nose, inexpensive ski goggles.


Typical Day: flannel shirt, Cabela’s down jacket, scarf on the chest.
Bad Day: The above plus a hoodie.
Horrible Day: Thermal undershirt, flannel shirt, hoodie, Cabela’s down jacket.


Typical Day: Gloves
Bad Day: Gloves
Horrible Day: Gloves with hand warmers
Note: I usually like good ski type gloves, but I always lose them, and I’m usually stuck with the crappy gloves that I never seem to lose (go figure).


Typical Day: Jeans or pants
Bad Day: Jeans
Horrible Day: Jeans plus thermal underwear.
Note: After recently walking at -24F with a windchill of -50F I have now ordered a pair of snow pants.


Typical Day: waterproof hiking boots (Vasque) or ducks, or Bogs (depending on outside wetness), warm socks.
Bad Day: as above
Horrible Day: As above, plus a double pair of warm socks or good wool socks.

Extra Gear

Ice cleats for shoes

There are several brands of ice cleats; I use a one called YakTrax. They have been an absolute game-changer for me, and without them, I would probably stay in bed about 30% of the time. Ice is my most feared challenge, but I’m relatively confident going out when I’m wearing cleats. I highly recommend them.


An umbrella is surprisingly useful in winter and can turn a miserable sleety/snowy walk into an OK one. I only think about umbrellas when I need them, and most of the ones in our closet were bought as impulse purchases at big box stores. They fail in every way that you could imagine, and they are frustrating to use. They should be avoided. Last year I bought a Totes standard umbrella, and I have not looked back. Cheap umbrellas fail when you need them the most, brand name offerings will save you money in the long run.

Shoe Dryer

There is nothing more miserable than walking in wet shoes. Besides, wet shoes and warm feet create the perfect environment for smelly bacteria and fungus. No one wants to clear a room when they take off their shoes. Several years ago I purchased a shoe dryer. This is a simple and inexpensive device that consists of a circulating fan with two arms that you hang your of shoes on. The interior breeze quickly dries wet shoes and yields happy, fresh springtime feet.

Thoughts On Shoes

The most important foot factor is comfort when it comes to walking. For me, comfort means dry and well-supported feet. I have three different pairs of shoes to accomplish these goals. You may require only one pair, or you may need more than three. Footwear is entirely a personal choice.

Vasque Waterproof Hiking Shoes

I bought my hikers at The Shoebox in Black Earth Wisconsin. I was hiking in cheap hikers in the rain and ruined them and so I went shopping. I was interested in getting a good pair of shoes and wanted one that wouldn’t get soaked. My shoes have a Gore Tex lining to keep my feet dry. However, there is a dark side to this technology as once water gets in (via the top the shoe) it has a hard time getting out. A shoe dryer comes in handy for this problem.

Generic Duck Shoes

I bought these classic waterproof shoes on Amazon and mine are serviceable, but slightly too large. They serve my purpose well enough that I don’t feel a need to replace them. These are great when there are puddles or light snow as they have a higher water barrier than my hiking shoes.


For many years I wore cheap, pull on boots for snow blowing. They were junk and were guaranteed to spring a leak within 2 winter seasons. About 10 years ago I bought a pair of Bogs boots, and I’m still using that pair today. Bogs boots are well made, and they slip on easily. They don’t offer the support of my hiking shoes, and so I only use them when I’m dealing with poor conditions, such as newly fallen deep snow. If you are planning on being away for the day, I would advise that you bring a second pair of shoes to change into. In a typical indoor environment, Bogs make your feet hot, sweaty and uncomfortable.


I am a multi-tasker, and I often write when I arrive at Starbucks. I bring a small messenger bag with a shoulder strap when I walk. In it, I carry a lightweight laptop, a spiral notebook, pens, earbuds, a book, and a couple Zyrtec for my allergic friend who occasionally forgets to take his at home. I really like having a grab-and-go bag that doesn’t require any additional early morning thought.

Other Important Items

You don’t need to take a lot when you walk, but I would advise taking your cell phone, as well as ID and some cash. Other items (like Bluetooth headphones) can be added based on your particular walking style.

High Vis Gear

I have to be honest, as I don’t currently have any High Vis gear. I took a short pause writing this and logged onto Amazon and just bought some. High Vis gear is cheap, and it isn’t necessary to get anything elaborate. Any hardware store will sell you a vest for a few dollars and for a few bucks more you can get jogging style gear that is sleek and very reflective. Some items even light up.

When Not To Walk

I am ready to walk in almost any condition, but there are rare times when I opt to stay home. I recently walked when it was -24F with a windchill of -50F and I was well prepared. However, I lost my ice cleats on that walk, and because of this, I felt it would be dangerous to walk the following day. As soon as a new pair of cleats arrived, I was walking again. The question of when not to walk is contingent on both the weather and the individual. Use common sense when embarking on any adventure.

Walking Indoors

If you don’t want to face the elements, you can also walk indoors. Many health clubs are reasonably priced, and park district gyms often will allow residents to walk for free. You can also tool around a shopping mall or big box store if they are available in your area.

Final Thoughts

You don’t need a lot of fancy gear to walk in just about any type of weather. However, you need to plan accordingly. Walking is free and offers benefits beyond exercise.

2 thoughts on “Gear That I Use To Walk In Any Type Of Winter Weather”

  1. Hi Dr Mike!

    A decent pair of salopettes has got to be better than denim jeans, especially in severe weather. I tend to sweat a lot when I walk, so I would get weatherproof, but breathable ones. Hi-vis outer garb is a great idea. If you get a yellow one, you can shout rude things about President Macron as you go. Mobile phone is top of my essential list when I’m on my own; built in GPS if you need to tell someone where you are. Intrepid trekkers of the world unite, you have nothing to lose but your ski mitts!

    Best wishes, John

Comments are closed.