Winter Wear: How I Learned to Dress for the Cold
Growing up in Singapore, where it’s either hot or raining, experiencing a country with four seasons felt like unlocking a whole new level of travel. When I took my first Euro trip to Stockholm over a decade ago, I completely underestimated the cold. On paper, it was the tail end of winter—almost spring. I figured I’d be fine. After all, I’d survived Hong Kong in early January when the temperature was in the teens. But winter chill? That’s a whole different beast.
Looking back, I wish I’d done more research on how different kinds of cold actually feel. The biting wind, the damp chill that seeps into your bones, and the dry air that makes your skin crack—it was a total shock to my system. I quickly learned that winter isn’t just about the temperature on the weather app; it’s about being properly dressed for it.
I thought I was set with my regular Uniqlo HeatTech, a cardigan, and a parka. Spoiler: I wasn’t. I ended up borrowing thicker clothes and a proper jacket from my friend, who graciously saved me from turning into an icicle.
Over the years, I’ve fine-tuned my winter wear packing list. It’s easy to overpack—trust me, I still have PTSD from dragging a 30-kilo suitcase up and down Portugal’s staircases. And while we stress about not looking like tourists or packing a hundred outfits for the perfect photo, I’ve realized something: locals don’t care what you wear. As long as you respect the culture, follow the rules, and act like a decent human being, you’re good.
Winter Packing Checklist: What to Consider
1. What Will the Weather Be Like?
Always check the forecast for your destination. A quick search will show historical trends, giving you an idea of what to expect.
2. Where Will You Be Staying?
Consider your accommodation—will you have access to a washing machine or laundromat? If so, you can pack lighter and do laundry as needed. If not, you can hand wash clothes in the bathroom sink using laundry sheets, which are compact and easy to carry. If you have extra luggage space and weight allowance, a portable clothes dryer can be a handy addition. However, many accommodations have radiators or fireplaces where you can dry clothes using radiating heat. To speed up drying, use a towel to squeeze out excess water before hanging your clothes.
3. What Is Your Baggage Allowance?
Packing for winter is bulkier, so factor in luggage space. Also, leave room for shopping and souvenirs!
The Key to Staying Warm: Layering for Winter Wear
Layering is the most effective way to stay warm without overpacking. It typically consists of:
- Base Layer: Wicks moisture away from the skin.
- Mid Layer: Provides insulation to retain body heat.
- Outer Layer: Protects against wind, rain, and snow.
For extra cold weather, add another insulating layer between the mid and outer layers.
Outer Layer: Protection from the Elements
Your outer layer shields you from wind, rain, and snow. Choose based on the climate:
- Parkas: Best for extreme cold and wind.
- Insulated or Puffer Jackets: Great for warmth, with down being lightweight and packable.
- Softshell Jackets & Fleece Jackets: Good for milder weather or layering.
- Wool Coats: A stylish and warm option for city trips.
Opt for waterproof or water-resistant outer layers if expecting rain or snow, and prioritize breathability for active wear.
Mid Layers: Insulation for Warmth
The mid-layer retains body heat. Common materials include:
- Fleece: Soft, breathable, and versatile.
- Merino Wool: Warm and moisture-wicking.
- Synthetic Insulation: Stays warm even when wet and is more packable.
To pack light, I bring a packable down jacket, lightweight wool knit sweaters, or wear a fleece sweater on the plane.
Base Layers: The Foundation of Warmth
Base layers and thermals serve different purposes. Base layers wick moisture away to regulate body temperature, while thermals trap heat against the skin for extra insulation.
Best Base Layer Materials
- Merino Wool: Soft, breathable, and warm, though expensive.
- Uniqlo HeatTech: Affordable and effective, available in three levels:
- Regular (5°C to 20°C)
- Extra Warm (-5°C to 15°C)
- Ultra Warm (-20°C to 10°C)
I’ve comfortably managed -7°C with HeatTech Extra Warm and proper layering, though my skin reacted to the cold—that’s a topic for another day!
Footwear for Winter: Keeping Your Feet Warm and Dry
Your choice of footwear is just as important as your layers when dressing for winter. Cold feet can make even a short walk unbearable, so consider these options:
- Waterproof Boots: Essential for snow or rainy conditions. Look for insulated options with good grip.
- Leather or Suede Boots: Stylish and warm but require waterproofing sprays to protect against moisture.
- Thermal Socks: Wool or fleece-lined socks help retain heat and prevent cold feet.
- Waterproof Shoe Covers: If you don’t want to invest in winter boots, waterproof overshoes can help keep your regular shoes dry.
Break in your winter shoes before traveling to avoid blisters, and consider using foot warmers for extra warmth in extremely cold temperatures.
Budget-Friendly Winter Wear Options
Where to Buy Affordable Winter Wear
If you live in Southeast Asia, Uniqlo and Decathlon are reliable choices, with winter collections arriving around September or October.
For budget-friendly alternatives:
- Secondhand Stores: In Malaysia, Bandoru sells secondhand Japanese clothing, including winter coats and jackets. In Bangkok, vintage and secondhand shops like Shinjuku Outlet are goldmines for winter wear. While the weekend Chatuchak Market has some leather jackets, it doesn’t carry many other winter options. However, right next to it, the bright red Bangsue Junction Shopping Centre is a multi-floor haven for secondhand and vintage fashion, offering a wider variety of finds.
- Chinese Brands: Winter wear from Taobao, Aliexpress, or Amazon can be affordable and effective.
- End-of-Season Sales: Discounts typically start after Christmas or in January.
Final Thoughts: Stay Warm and Travel Smart
Dressing for winter doesn’t have to be complicated or expensive. With the right layering system and a bit of strategic shopping, you can stay warm without overpacking or overspending. Whether you’re traveling to a winter wonderland for the first time or looking for ways to refine your cold-weather wardrobe, these tips should help you navigate winter dressing with confidence.
Got your own winter packing tips? Share them in the comments below!