Winter fashion is all about staying cosy and comfortable while embracing fresh seasonal trends. Layers and cold-weather staples like statement outerwear, cosy boots, and warm scarves make up the foundation of any wardrobe, but there are also other outfits worth considering. From weather-ready pieces to festive looks, it’s all about having the right mix to take you through the season with ease.
Meanwhile, the 2025 winter fashion trends lean toward practical, effortless, and retro-classic styles. From sweater dresses and textured trousers to polka dots and slouchy bags, here are the top winter 2025 trends to guide you through the holiday season.
Sweater Dress
We’ve seen them on our favourite celebrities throughout the year, so why not embrace the trend and wear a sweater dress for the holidays? From asymmetrical hems to chunky, oversized silhouettes, luxurious fashion houses like Jil Sander and Isabel Marant offer playful, classy, and vibrant options perfect for any occasion.
For a winter trip, you can layer your sweater dress with a chic trench coat and leather trousers. Elsewhere for a festive soirée, pair it with a lustrous printed maxi skirt and tall boots, and voila, every eye in the room will be on you.
Wool and Velvet Trousers
Blending practicality with polished style, wool and velvet trousers are having a serious moment this season. Not only do they provide warmth and structure for your colder attires, but they are also ideal to be worn in any situation. Going to the office? Wear your wool and velvet trousers. Have a gathering later at night? Switch it up to velvet trousers, known for giving off texture and luxury, and you’re all set.
Not only do they work great for both men and women, wool and velvet trousers are also fun to pair with almost anything else. For the ladies, you can pair your velvet/wool pants from Emporio Armani with a crisp shirt or sleek blazer and simple accessories to achieve that chic and elevated look.
Meanwhile, for men, Brunello Cucinelli offers fantastic wool/velvet trousers that can be worn with a tailored coat or turtleneck layer to create that classic and sophisticated vibe you want to channel during family gatherings and evening outs.
Hobo Bags
From suede to supple leathers, hobo bags have claimed their place as the comeback IT bags of 2025. They’ve ruled the runways since early this year, and the trend shows no signs of slowing down, especially with winter styling favouring slouchy, soft-textured silhouettes bags.
Picture yourself arriving at a holiday gathering with Loewe’s uniquely shaped hobo or Prada’s knockout version in its signature cherry red. It’s almost guaranteed your bag will turn heads the moment you walk in. These roomy and beautifully crafted handbags are also ideal for travelling, offering effortless practicality with enough space for all your essentials while still looking undeniably chic.
How do you style them? One might say that casual chic is the perfect direction when it comes to hobo bags. Whether you’re pairing them with an easy denim look or elevating them with tailored blazers and jackets, these luxurious eye candy pieces are the ideal companions for your cool girl or cool gent aesthetic. And yes, gents, you absolutely can own a hobo bag or two.
Slip Dress
Nothing says festive luxury quite like a slip dress. This vintage classic soared into pop-culture fame when the 90s supermodels wore them everywhere, and with fashion’s love for nostalgia returning, it’s refreshing to see this quintessential piece getting the attention it deserves this year.
Today’s slip dress comes in rich satin or silk, finished with lace-trimmed hems and deep, elegant colours. You can easily pair it with oversized blazers, chunky knit cardigans, or layer it over long-sleeve tops for extra warmth this December. Who says your winter fashion has to be dull?
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’Tis the Season… MAYFEYR’s Luxury Gifts Guide for Him 2025 Edition