The Wintering | 10 Essentials of Running Through the Colder Months
As the mornings darken, frost starts to creep across the pavement, and the familiar November Depression starts washing over many of us, the temptation to hibernate until spring may be palpable…
But winter running, with all its sharp air and quiet roads, offers something special: resilience, calm, and a unique kind of strength.
With the right gear, planning and mindset, running in the dark, cold and often biblical weather can become a seamless transition from those sunny summer plods; and you may even learn to prefer it!
That in mind, here are ten essentials to help you embrace “The Wintering” and keep moving through the coldest months.
#01 – See and Be Seen | Visibility
Winter means shorter days and longer nights — and visibility becomes non-negotiable.
Reflective strips, vests, or jackets are a must, and headlamps or chest lights keep you visible from every angle.
Even if you’re running in street lit areas, you want to be seen by road-users - take it from someone who has had a fair few close calls with the vehicular kind!
A good rule: the more you glow, the safer you go. Don’t assume drivers can see you — make yourself unmistakable in the dark. Even if you stand 6”5 with a big ginger mop…
#02 – Wrap Up | Layers
Running warmth isn’t about bulk; it’s about strategic layering. I tend to use the following framework:
Base layer: moisture-wicking fabric (no cotton) to draw sweat from the skin.
Mid layer: insulation, like fleece or thermal wool, to retain heat.
Outer layer: windproof and water-resistant to block the elements.
Dress as if it’s a few degrees warmer than it really is — your body heat will fill the gap within minutes. Particularly if you are on the sweatier side of the island like me!
#03 – Stay Dry | Waterproof Gear
There’s cold, and then there’s wet cold — and that’s a whole different beast.
A lightweight waterproof jacket, water-repellent shoes, and even a hat with a brim can make all the difference (note this exquisite number that comes in handy in both summer and winter…).
The aim isn’t to stay perfectly dry (that’s near impossible), but to stay comfortably damp, not soaked.
A good waterproof turns misery into motivation; and will make you more inclined to head out for a plod even when Mama Naytch delivers a shitter.
#04 – Foster the Feet | Footcare
Your feet are the frontline in winter running.
Opt for merino wool or synthetic blend socks to keep warmth even when wet. Choose shoes with decent tread, or even add traction devices for ice if you are one of us crazy sadists who enjoy the mountains in winter.
Post-run, peel off those damp socks immediately and let your feet breathe.
A little self-care — like massaging in foot balm — goes a long way to prevent cracks and blisters; and for longer runs, consider taping your feet up with Moleskins or blister plasters just to be on the safe side
#05 – Safety in Numbers | Dark Running
Running in the dark can feel isolating; and unfortunately with a lot of weirdos doing the rounds these days, you can never be too careful
Join a local running group or find a pal who matches your pace. Shared runs boost accountability and visibility — and a quick coffee or chat afterward adds warmth to the chill.
If you must run solo, share your route via a tracking app and make sure you have your phone on full charge before you head out.
#06 – Stick the Kettle On | Post-Run
Finishing strong is only half the story. The other half begins when you step back indoors.
Immediately change out of damp clothes and get something warm down your neck — tea, coffee, or if you’re really old school, a cup of Bovril.
The ritual of warming up from the inside out can be as rewarding as the run itself; and will ensure you don’t get shivery after spending a decent shift out in the elements.
#07 – Extra on the Extremities | Hands, Head & Feet
Heat escapes fastest from your head, hands, and feet, so give them extra care.
Gloves or mittens: windproof or layered with liners.
Headgear: a thermal beanie or fleece headband that covers the ears.
Socks: double up if needed, but ensure there’s room to move.
When it gets particularly cold, I’m also impartial to a snood/buff around the neck to keep even more heat in - plus you get the opportunity to look iconic (wavy designs only).
#08 – Fill the Flask | Hydration
Cold air can disguise dehydration, but your body still sweats — only you notice it much less due to the temperature.
Bring your bottle as you normally would, even on shorter runs if you are used to doing so.
Hydration isn’t seasonal - and your body still needs the good stuff just like it does in the summer. This also goes for electrolytes/salt tabs according to your normal protocols.
#09 – Loop It or Out-n-Back It | Route Selection
Particularly for newer runners, winter is not the time for epic, remote adventures on your own — it’s the time for smart loops and familiar routes.
Shorter loops let you bail out or grab layers if conditions shift.
Out-and-back routes give psychological comfort — every step out guarantees a step home. Safety and adaptability beat heroics in the cold months.
And no, this isn’t an excuse to drop out before the shift is done. It is a mere safety measure that should only be taken if weather permits - don’t melt because of a little rain (if you have that sacred waterproof on, of course…)
#10 – Watch the Weather | Flexibility > Rigidity
Discipline is admirable, but stubbornness can be dangerous.
If ice coats the path or the windchill drops too low, there’s no shame in swapping a run for an indoor workout or cross-training session.
Flexibility keeps you consistent; rigidity risks burnout or injury. The goal isn’t to prove toughness — it’s to stay healthy and moving all winter long.
The Final Word
Winter running isn’t about endurance alone — it’s about presence.
Showing up for yourself when it would be easier to quit.
With the right gear, mindset, and just some common sense, the cold season transforms from obstacle to opportunity.
So lace up, layer up, light up — and get nasty in the face of The Wintering Ahead…
….you might just find that the season of stillness is where your strongest miles are made!
