11 Elegant and Fresh Ways to Wear Your Dresses With Tights and Boots This Winter

Natalie Munro
With the colder weather here (and sticking around), you've probably spent some time thinking about cosy outfit formulas over the last few weeks. You know, the looks that will keep us warm and looking chic? And one look we've learned to fall back on for this is dresses with tights and boots. The simple combination makes for an easy way to continue wearing your favourite dresses, some of which may feel more warm-weather appropriate, even in the coldest months. With the addition of tights and boots, even the floatiest slip can work under the right circumstances.
So today, I'm highlighting a number of cool and fresh ways to wear your favourite dresses with tights and boots. Some work for seriously chilly temps while others are better reserved for slightly warmer wintery weather. Still, no matter what the day may look like outside, you're guaranteed you'll find some easy dress, tight and boot outfit inspiration below. Scroll on to see the 11 dresses, tights and boots outfits I've saved down.
11 DRESS + TIGHTS + BOOTS COMBINATIONS WE'LL BE WEARING ALL WINTER
1. KNIT DRESS + KNEE-HIGH BOOTS
Style Notes: If you select a knit dress that falls past the knees and pair it with a boot that climbs all the way up, then you've quickly assembled a cosy winter outfit that will keep you feeling comfortable and supremely chic all day.
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2. LITTLE BLACK DRESS + TIGHTS + BLACK BOOTS
Style Notes: Any fashion person will tell you the same thing—a little black dress is a wardrobe non-negotiable. To bring yours into the winter season, pair with semi-sheer tights and style with a soft suede boot,
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3. MINIDRESS + ANKLE BOOTS + FAUX-FUR COAT
Style Notes: Ankle boots are without a doubt the shoes that I reach for the most. Pairing well with jeans and trousers, I also think this silhouette comes to live when styled with a pretty mini and an oversized furry coat.
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4. BLAZER DRESS + FLAT BOOTS + SHEER TIGHTS
Style Notes: Flat knee-high boots are the perfect choice when paired with a mini dress and tights. You can also swap heeled knee-highs for the evening, too.
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5. KNITTED MINIDRESS + COAT + TALL BOOTS
Style Notes: Pair a cosy knit dress with a longline coat for a look that just works. Of course knee-high boots and tights are basically an essential with this look at this time of year.
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6. SLIP DRESS + CARDIGAN + SNAKE-PRINT BOOTS
Style Notes: A tonal look always looks so sleek and sophisticated. Add sheer or 20-denier tights to this before topping it off with a shearling jacket.
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7. LEATHER MIDI DRESS + ROLL NECK + ANKLE BOOTS
Style Notes: Layering is the key to winter dressing, and Thandi has nailed it by adding a roll-neck under a leather shirt dress. So effortless.
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8. ROLL-NECK DRESS + BLAZER + KNEE-HIGH BOOTS
Style Notes: Naturally we love this knit dress and blazer look, which can be dressed up or down with a simple swap of accessories.
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9. PRINTED MINIDRESS + PLATFORM BOOTS
Style Notes: Platform boots (yep, they're back) with a pretty printed mini dress is an unexpectedly cool way to wear the trend.
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10. LONG BLACK DRESS + SOCK BOOTS
Style Notes: If you're off to a brunch or night out, the equation of a LBD dress with tights, sock boots and a cosy coat on top always works.
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11. MIDI DRESS + COWBOY BOOTS + BROWN COAT
Style Notes: I always come back to cowboy boots when I want to give my style an elevated edge. For a feminine take on the trend style with a pretty midi dress and pair with a longline brown coat.
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Judith Jones is the associate shopping director at Who What Wear and has worked in fashion for over a decade. She specializes in shopping content and trend stories with high-affiliate impact. She shares the coolest, most desirable fashion market finds and brands for every budget. Previous to working in fashion, Judith worked as a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) sharing her passion for travel and culture.
- Natalie MunroNews Writer
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