9 Easy Dress-and-Boot Outfits That Make January Dressing Totally Effortless
There are so many dress trends to get excited about this year. From preppy minis to pale pink maxis, the S/S 25 runways were fruitful in the frock department. And the same can be said for the high street's offering. Just one look at the new-in sections, and you'll see the resurgence of slinky slip dresses on the one hand and an array of oversized knitted silhouettes on the other, so it’s safe to say just about every style and taste has been catered for.
Of course, you'll need to right footwear to pair with your new dresses. And since it's still cold outside, boots are the obvious choice. I don't know about you, but from October until at least early April, my boot collection takes pride of place in my shoe-drobe and all the pumps, sandals and trainers get shoved to the back. So it's lucky that boots + a dress = a match made in heaven.
It's difficult to go wrong with this combination, but certain pairings are particularly chic. Scroll on to see our favourite examples of wearing dresses and boots while we wait for spring to arrive.
Dress-and-Boot Combos That Work Every Time:
1. Neutral Knitted Dress + White Boots
Style Notes: Instead of defaulting to dark tones at this time of year, step out in top-to-toe neutrals like Anne-Victoire did. White boots feel fresh and go so well with beige, sand and off-white shades.
Shop the Look:
2. Silk Slip Dress + Tall Boots
Style Notes: Hands up if you struggle to style slip dresses in January. I'm with you, and I've found that the addition of knee-high boots balances things out beautifully. Just layer a blazer on top to beat the chill.
Shop the Look:
3. Red Dress + Biker Boots
Style Notes: This punchy combination feels very fresh for 2025. Opt for a red knitted dress now, then swap it for a lighter-weight iteration come spring.
Shop the Look:
4. Floral Midi Dress + Patent Knee-High Boots
Style Notes: It's like floral midi dresses and knee-high boots were destined to be worn together, and Frann has absolutely nailed the look.
Shop the Look:
5. Party Dress + Statement Boots
Style Notes: Planning your after-dark attire for an upcoming event or dinner? No need for ankle-baring stilettos—a pair of statement boots in a standout-shade will complement your going-out dresses.
Shop the Look:
6. Mini Dress + Western Boots
Style Notes: Mini dresses and knee-highs are a popular pairing, and we especially love how Francesca has mixed things up with a cowboy-inspired pair.
Shop the Look:
7. Black Maxi Dress + Slouch Boots
Style Notes: A simple black dress and boots is a winning combo. Add a tailored jacket over the top like Alexis did for added polish.
Shop the Look:
8. Animal-Print Dress + Chunky Boots
Style Notes: The fashion world's affinity for animal print will never waver. Right now, we're wearing our leopard- and zebra-adorned dresses with chunky lug-soled boots. Cool, right?
Shop the Look:
9. Mini Knitted Dress + Riding Boots
Style Notes: Don't shy away from minis just because it's cold outside. Opt for a knitted iteration and add some tall riding boots to keep you legs warm and cosy all day.
Shop the Look:
This story was originally published at an earlier time and has since been updated.
Bébhinn Campbell is an Edinburgh-based fashion and lifestyle writer and editor. She started her first blog at age 14 and went on to intern at publications in Berlin and London, including Dazed Confused and Indie magazine.
A job at a fashion startup took Bébhinn from Ireland to Scotland in 2019, where she now works as a freelance journalist and copywriter covering everything from travel and interiors to styling advice. As a contributor toBest Knockoff Luxury Clothing , Bébhinn always keeps her eyes peeled for emerging trends and looks worth writing about. She prides herself on her ability to cut through the noise and identify solid investment buys, exciting new brands and fresh takes on classic design.
-
The Pretty Dress Trend L.A. It Girls Are Bringing Into Fall (and the "Basic" Style They Already Forgot About)
It's finally time to part ways with boring linen dresses.
-
I'm Manifesting a Fashionable Fall in NYC With These 36Replica Store Anniversary Sale Finds
Frye, AllSaints, Vince, Coach, and more.
-
I Thought Wearing These Shoes With Shorts Was Cringey—Turns Out the Combo Is Peak 2025
Apologies are in order.
-
Fall Is Already on My Mind—I'm Prepping My Wardrobe With These 31 ElevatedReplica Store Finds
Each piece is chic and on sale.
-
Katie Holmes Is Already Wearing the Boho Boot Color Trend Fashion People Everywhere Will Wear This Fall
Not once, but twice.
-
Leopard Print Is Fine, But This Is the Unexpected Shoe Print Fashion People Are Already Wearing on Repeat
Controversial yet chic.
-
Whenever I'm in Paris, I See This Boot Trend Styled With Minidresses in Every Vintage Shop and Local Bistro
Sorry, ankle boots, but it's not you.
-
Everyone in Los Angeles Knows This Shoe Trend Makes Denim Shorts Look Way Cooler
Denim shorts never looked so good.