Best outfits for winter travel 0
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Best outfits for winter travel

best outfits for winter travel

Best outfits for winter travel. Now that the craziness of the holidays is behind us, I’m starting to see ads for winter getaways and spring break (which, let’s face it, is still during winter). In fact, here in Poland, kids get their winter break now. I always find travelling in winter to be so much more taxing than summer travel. I seem to have so much more clothing and my beloved scarves and hats and boots and gloves are just a pain to deal with. I’m freezing when I’m outside and too hot when I’m inside. Now that I live in Europe, I’ve been introduced to a whole new set of considerations that never even occurred to me when I lived in Canada. Think cobblestone streets and 4 or 5 story walk ups.

best outfits for winter travel


Structured coat. I have a number of winter coats for different occasions. One that I like to wear when I’m walking my dog, another is for nice occasions and a third is for everyday. When I’m travelling, either by train or plane, I don’t have room for all of them so I choose my most structured piece. You see, a streamlined coat acts like a blazer and will cover up and streamline anything you have on underneath. Another consideration, of course, is the final destination and I take the coat that’s most appropriate for there.

Blanket scarf/wrap. This is an item I travel with in warmer months as well, but in winter it’s an absolute must. Depending on the weather, I might even wrap the scarf over top of my coat.

Over-sized sweater. If there’s one thing I can’t stand, it’s feeling like my clothing is bunching up when I sit down. An oversized sweater layered over a thinner long sleeved top is perfect for travel. I’m rarely,if ever, too hot and wearing a top that’s close to my skin is always cozy.

Stretch denim. Comfort is the key here as I need to be able to move and shift around. I am not one to sit still for too long in a train or on a plane. Most importantly, I know that my pants will look as good when I arrive at my destination as they did when I started my trip.

Beanie or beret. As much as I love a floppy hat or a fedora, I tend not to take them on long haul flights because I need something I can toss in my bag. Also, the last thing I need to worry about is whether that hat is getting squished or obstructing my vision. It’s all well and good when I’m trying to be glamorous, but when I’m travelling, functionality is key.

Ankle boots. Although I love an over the knee or even knee high boot, it’s just too impractical for me especially when I’m travelling with my dog and have her needs to worry about as well. An ankle boot slips on and off easily, which is a big bonus as I have to carry my dog through the security checks while her bag goes through the x-ray machines.

best outfits for winter travel
Of course, I want to look good when I travel and there is no reason for anyone to look frumpy and unkempt, but the way I see it is that unless I have a flock of paparazzi following me around, just waiting for me to look un-glamorous for a split second, then simple, streamlined and comfortable is always best.

What do you love travelling during the winter months?

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images courtesy of DollarPhotoClub



Caroline has worked with international designers in fashion retail and completed professional makeup courses when working in the beauty industry. Her love of writing, photography and film inspired her to work at the Canadian Film Center and then to earn a BFA in Screenwriting. In addition to her blog, Style On The Side, you can see her work in Huffington Post Canada and other international websites.

Latest posts by caroline (see all)

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  1. I say “yes” to the blanket scarf; a big, cozy scarf can be incredibly versatile. :]

    // ▲ ▲

    1. Agreed!!! Thank you.

  2. When I’m travelling in cold climates, I def reach out for the pieces you mentioned above, especially a functional yet fab coat coz if I’m all wrapped up, its all people are going to see! xo

    1. Exactly! I think many people underestimate the power of a good coat.

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