May 8, 2025
If this is your first time traveling for work in the middle of winter, there’s a learning curve ahead. Even if you're used to cold weather at home, managing it while living out of a suitcase and sticking to a tight schedule is something else entirely. Business travel in cold climates forces you to think differently about what you wear and how you move through each day.
You can’t afford to dress for looks alone, but that doesn’t mean you should look like you’re headed to shovel snow. You need pieces that hold up in tough weather without getting in your way.
In this article, you’ll find real advice on how to pack and dress for winter trips that still keep you feeling like yourself.
You don’t have to sacrifice style for warmth, but you do need to be realistic. A sleek wool coat might look great, but it won’t cut it in heavy snow or biting wind. If you’re headed to cities like Oslo, Toronto, or Chicago in January, pack something insulated. Good outerwear should shield you from the cold. At the same time, it should pack down easily for transit.
There are puffer jackets on the market that strike the balance between staying warm and looking put-together. Some are cut in clean, minimalist designs that go with your work clothes and still insulate well. Look for water-resistant materials and thoughtful details like storm cuffs. You’ll want subtle branding as well, since nothing too flashy fits when you're stepping into a boardroom or dinner with clients. A well-made one can transition from the airport to a casual meeting and even out to dinner.
No one wants to slide down a street en route to a pitch. Your shoes need grip. Leather boots with rubber soles work well for both style and stability. If your meetings are formal, carry a pair of lighter dress shoes and change once you're indoors. That might feel like a hassle. However, cold feet and soaked socks will distract you more than switching shoes ever will.
Don’t forget thermal socks. They’re not just for outdoor treks. They make long flights more bearable and keep your circulation in check when you're standing around in the cold.
Forget the idea of one big sweater under your coat. Layers work better, especially if you’ll be moving between heated buildings and freezing streets. Think breathable shirts, a lightweight fleece or knit, and then your outerwear. This way, you can peel something off if the meeting room is overheated or bundle up when waiting for a cab outside.
Merino wool is your friend. It’s warm, regulates body temperature, and doesn’t trap odors like synthetic fabrics often do. That’s especially helpful if you’re trying to get multiple wears out of a few packed pieces.
Cold-weather travel can turn on you fast. A spilled coffee in the terminal, a sudden snowstorm on your walk to the hotel, or lost luggage can leave you scrambling. Always pack one full outfit that is neat and reliable in your carry-on. That should include fresh socks and underwear, a shirt that doesn’t wrinkle easily, and something presentable enough for a last-minute meeting.
If you tend to carry your laptop bag everywhere, stash a pair of gloves and a neck warmer in there too. You never know when you’ll be caught in freezing wind while waiting for a ride.
Cold kills battery life. If you rely on your phone for boarding passes, calendars, or hotspot data, bring a power bank. A compact one that charges at least two full cycles is enough. Also, some phone screens and touch features get sluggish in low temperatures. So don’t leave gloves behind. Just get the kind with touchscreen fingertips.
It’s also worth downloading offline maps and essential documents in case reception drops in remote or heavily built-up areas. Being ready for hiccups makes you look prepared, even when conditions are anything but smooth.
There’s a fine line between caution and over-preparation. Yes, winter weather can delay flights and reroute your plans. However, don’t let it spook you into overpacking or dressing like you’re off to climb a mountain. Watch the local forecast in the week before your trip and keep tabs on it while you’re there. Most business cities handle snow well. What matters more is staying dry and not layering yourself into a sweat.
Stick to a color palette that makes mixing and matching easy. Neutral shades work well, especially if your coat or shoes stand out. You don’t want to be stuck wearing something that clashes because you ran out of clean shirts halfway through a trip.
Cold-weather travel isn’t really about having more. It’s about choosing better. Everything in your bag should earn its place. Will you wear that extra blazer twice? If not, leave it. Is that bulky scarf going to fit in your briefcase between meetings? Probably not. Swap it for a compact wool one that still does the job.
You don’t need to prepare for every possible weather event. You need to be ready for your trip, your schedule, and your needs. That’s why the best travel setups often come from trial and error. Your routines, your body temperature, and your tolerance for cold mornings and hot meeting rooms all matter.
Staying productive during cold-weather business trips isn’t about having more stuff. It’s about knowing what works and packing with purpose. A bit of planning, the right layers, and a few smart swaps can keep you warm, comfortable, and confident no matter how low the temperature drops.