Ask Amy: Winter Wardrobe Tips

I got an email last week from a reader who needed some advice about what to wear on a trip she’s taking to Europe. Here’s the email I received…

I have a problem. Every time I go to europe, I feel like a frump.  I’m trying to figure out what to add to my wardrobe to make me feel slightly less frumpy.  I bought some knee-high, flat-ish boots yesterday as I’ve learned that high heeled boots + European streets = ow.  I have, of course, jeans (which I plan to tuck into said boots).  I also have very cute, comfortable ankle boots, a cute cloche, and a sequinny beret.  I’ll be wearing a coat that I’m going to have shortened a tad.  I’m guessing I’ll be in shades of black, grey, and maroon all around.

So, what should I be focusing on?  I’m a little afraid to do the tunics + leggings thing because of my, erm, assets.  I don’t know how many skirts I want to wear because it’s so cold (unless I do the layered stocking thing which I would do).  And since my boots were kind of pricey, I’m looking to not spend a lot.  Help!

She doesn’t want to look like your typical American schlumpadinka in tennis shoes and sweat pants. But it’s going to be cold, and she’s going to be walking a lot, so she doesn’t want to be uncomfortable, either.

I can completely understand that. It’s tough to look fashionable in frigid weather. But with all the pictures taken on a trip like this, you want to look halfway decent in those snapshots hanging around your house for the rest of your life. Plus, you’re roaming around in some of the most fashion-forward cities in the world, so a fanny pack and Nikes are going to put a huge bullseye on your back for tourist-targeting trouble makers.

So, my intern Drew Ross and I sat down and brainstormed some ideas in the below webcast. One thing I forgot to mention in the video is that sweater dresses are great for travel. They’re fashionable, you can dress them up or down, and they give you even more warmth and coverage than a regular sweater. The rest of our tips are in the video. Check it out! Thanks to Johnny Depp for making a cameo in our video! haha! : )


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