The Ultimate Guide to Winter Holiday Packing: What to Wear for Every Getaway!
19th February 2025
With the UK’s grey skies and chilly weather, Winter is the perfect time to plan an escape. Whether you’re heading to a sun-drenched beach, exploring a historic city, or setting sail on a luxurious cruise, having the right outfits in your suitcase ensures you feel stylish and comfortable wherever you go.
To help you keep your luggage light and your trip stress-free, we’ve put together this style guide to help you find the perfect capsule suitcase for your Winter escapes; from breezy beach looks to elegant evening wear, you’ll find inspiration for every type of holiday.
City Exploring
Stay cool and comfortable whilst on your sightseeing adventures.
A city break calls for outfits that are both stylish and functional, allowing you to explore all the local sites in comfort while looking effortlessly chic. Whether you’re wandering through historic streets, visiting museums, or stopping for a leisurely coffee, layers are key. A printed mini dress, like this Luisa Cerano Rose Print Mini Dress, is perfect for daytime strolls, offering a balance of style and breathability. Add a white leather belt from Essentiel Antwerp to define the waist and a mini crossbody bag from Essentiel Antwerp for hands-free convenience. Complete the look with comfortable trainers or ankle boots that can handle long walks while keeping your feet happy.
Shop Our City Exploring Look
Beach Getaway
Something soft and floaty, easy to wear by the beach or pool.
If your Winter escape includes sandy shores and sun-soaked days, your packing list should focus on breathable, natural fabrics and easy, elegant styles. A pleated-front linen shirt from 120 Lino is the perfect beach cover-up—lightweight, effortlessly stylish, and great for layering over swimwear. Pair it with their striped linen shorts for a relaxed yet put-together look. A metallic shopper bag elevates the outfit with a chic touch and is perfect for carrying beach essentials like sunscreen, sunglasses, and a good book. Don’t forget to pack a pair of stylish sandals and a wide-brimmed hat for added sun protection.
Shop the Beach Getaway Look
Luxury Cruise
A touch of elegance for a romantic cruise dinner.
Cruise holidays offer the perfect excuse to dress up and embrace your glamorous side. Whether you’re dining under the stars or enjoying an evening show, a sophisticated evening dress is an essential pack. This Joseph Ribkoff high-low wrap dress creates a timeless silhouette with its elegant draping and flattering fit. Elevate the look with a long pink and gold necklace from Weill. To keep the sea chill from your shoulders opt for a floral-patterned scarf from Gerry Weber for extra warmth on deck. For footwear, choose some stylish yet comfortable heels that you can wear throughout the evening. A simple clutch bag will complete your ensemble, ensuring you’re ready for a night of elegance and romance.
Shop the Luxury Cruise Look
UK Escape
And when you can’t get away, something bright and warm for an at-home break.
If you prefer to stay closer to home, enjoy a relaxing break around the many stunning locations in the British Isles. Whether you’re heading to the countryside for a cosy weekend retreat or exploring the UK’s hidden gems, layering up in our unpredictable weather is essential. A quilted jacket from Max Mara Weekend offers warmth without compromising on style, while a jungle-print t-shirt from Marc Cain Sports adds a fun, vibrant touch to brighten up grey days. Pair these with wide turn-up jeans from Gerry Weber for an effortlessly chic yet comfortable outfit. Finish the look with a pair of sturdy yet stylish boots, and you’re set for any UK Winter getaway.
Shop the UK Escape Look
No matter where your Winter travels take you, having a well-thought-out wardrobe will ensure you look and feel your best. Discover these outfits and more in-store and online at Jane Young.
5 Essential Winter Packing Tips
Layering is key
Choose breathable fabrics
Natural fabrics like linen and cotton keep you cool in warmer destinations, while wool and cashmere provide warmth for chillier escapes.
Opt for mix-and-match pieces
Pack items that can be styled in multiple ways to create different outfits without going over your luggage allowance! For example, a linen shirt can double as a beach cover-up or be styled with tailored trousers for an evening dinner. A printed scarf can be worn as a headband, a shawl, or tied to your handbag for an extra touch of style. Neutral-coloured trousers can work for both daytime exploring and evening dining when paired with different tops and accessories.
Don’t forget accessories
A statement necklace or earrings, a classic scarf, or a stylish belt can elevate even the simplest outfits. A clever accessory can easily take you from day to evening with the simplest of swaps.
Pack smart for shoes
You don’t want to weigh down your luggage with multiple pairs of shoes. Choose comfortable yet stylish footwear that can be styled with several outfits in your suitcase, whether it’s trainers for city exploring, warm boots for chilly days in the UK, sandals for the beach, or heels for elegant evenings.