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The Top 10 London Winter Travel Outfit Essentials

Trenches, turtlenecks, chelsea boots and academia: these are the 10 outfits to pack for London

Ah, London. You have my heart. One of Europe’s most inspiring and romantic places, its immensity and atmosphere always leaves me breathless. Not to mention its clashing mix of architectural styles and infinity of possibilities and of course, the fashion.

One thing that really troubles me when it comes to London outfits, however, is (no surprise here) the damned weather. The unpredictability of it, the fact that no matter how much you think you've prepared, an apocalyptic rainfall will always hit you out of nowhere. Or when you’re dragging your umbrella around because your phone’s worthless weather app said it was going to rain but all you get is sunshine that you’d enjoy a lot more with those extra pounds off your hands.

But enough babbling - London is a place more than worthy of visiting several times a year if you have the chance - preferably four times, so you get to enjoy each season in all its glory. And for that, one must be prepared.

Below, I have assembled a list of the 10 perfect items to take during the colder seasons, but because of London’s rainy disposition, most can be used through the summer and spring months as well. So, if traveling to London is anywhere on your list, look no further than these outfits.

Think earth tones, suit vests, trench coats, and lots of traditional academia. If you’ve read me long enough you know I always try to incorporate some of that in my blogs - now you know why. London is my absolute inspiration, and now you’ll get to dress like a true local.

All these stunning pieces are available on our site at up to 30% off.

10 Essential London Travel Outfits


So, first off on our list. Were you expecting this? Of course a pair of reliable chunky chelsea boots would be in the mix. Chelsea is an area of London after all. Because Londoners (and me) love dark versions of fun colors, I've chosen this bottle green hue to get us warmed up. I would definitely combine these with straight, high-waisted black jeans and a trusty roll neck jumper or cardigan.

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I can't think of a more perfect piece to make an outfit instantly classy than brown trench coats. They speak for themselves, really - the broad shoulders, the buttons, the belt, the timelessness of its color - man, I wish it were the 60's and I could just walk around London seeing absolutely everyone in a mac. It'd be sartorial heaven. To make it truly pop, definitely wear a high neck underneath for symmetry. Extra points if you're carrying a briefcase around to match (even if it's empty!).

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When thinking of London fashion, many of you might think of houndstooth patterns or gingham. So why not throw in a pair of ankle booties to embody that? As my third choice, I've chosen these lovely black and white braided ankle booties. Because I love wearing head-to-toe matching outfits, I'd go for black trousers and a white jumper or vice versa. If you like to go darker in winter, some black pleated trousers and a black denim jacket will make these stand out.

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Alright, the time for black vest jackets has come! I love this piece because it's cropped and sleeveless, so you can wear it as an extra layer underneath a big coat or jacket. The fact that this sustainable jacket is quilted already makes me feel warm, cozy and safe, and the pockets are an extra touch that makes this look like you're ready for any sort of weather catastrophe. How to make this piece stand out, you say? A white thermal shirt or roll neck will work, along with some skinny jeans and a pair of high knee chelseas. Don't forget the umbrella!

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Nothing like a good old pair of square toe heel loafers to save the day, am I right? As you might have noticed, Londoners are always wearing office-appropriate attire, whether they're actually going to the office, an errand run, or a Bumble date. These maroon leather loafers stand out to me in particular because of the strong academia aura I get from them. The classy low heel and the fall palette - it's simply stunning. The perfect addition to anyone's London suitcase (or closet).

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I bet you were expecting this one! If there's a trend that has made more waves than anything in the past years, it's the grandpa aesthetic. And this white knit vest is the epitome of it. Its most outstanding quality is probably the v-neck and the 'scacchi' (chess in Italian) pattern that makes it look like a very high-quality hand-me-down. There's several way to wear this, depending on seasonality: one, with a thin turtleneck underneath and a pair of neutral chinos with chelsea or ankle boots. Or another - with nothing underneath, a pair of bermudas and some gorgeous flat loafers with high socks.

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Black combat boots will always make a cameo appearance in my outfit recommendations. This style in particular, with the zipper in the front, is something I have seen quite a lot of around London. It's a safe look and it's comfy - the chunky sole and ankle height make them the perfect choice for a year-round outfit: whether it's floral skirts in the spring or some leather pants in winter. Plus the front zipper, albeit practically useless in essence, definitely adds a cool girl touch!

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Now - if I had to choose one basic piece from this entire article, I would go for this brown turtleneck jumper. Why? Because it's undoubtedly the piece you'll wear the most. Heck - you might even sleep with it if it gets cold enough. It's equal parts essential piece, equal parts walking blanket. I've chosen brown because black and white tend to be overused - whenever you get the chance, go for those in-between fall palettes like brown, grey, burgundy or olive green. This one in particular I like because it's more of a mock neck and it's cropped, which brings out your waist and hips for a flattering fit.

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This is a brand new piece that I'm super excited about! I believe it's also the first pair of black patent boots we have on our site, so there's a fun fact. Patent leather reminds me of the 80s and 90s - that shiny, quality leather feel. Plus, they're not like your trademark ALOHAS boots. These have a spike heel that screams London more than anything else. I would definitely wear these with a pleated mini skirt and a black blazer to match. Be careful with manholes!

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Ah, yes! Another new addition to our gorgeous eco-friendly leather collection. These black cropped leather pants are all the rage right now, and I can see why - they're a London girl's dream. After the puffer jacket resurgence we've seen in the last year, leather pants come in a close second. And why wouldn't they? They literally ooze cool. It might have taken me courage to begin feel like I'm entitled to wearing these, but boy, the confidence boost they provide is like no other. Wear these with a knit vest and a striped shirt underneath for extra empowerment.

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