Winter in South Africa isn’t always icy, but it can be unpredictable. Crisp mornings turn into sunny afternoons, followed by chilly nights. Whether you're heading to the Winelands, the Drakensberg, or a coastal retreat, what you pack can make or break your weekend. With the right balance of comfort, warmth, and smart layering, you'll feel prepared and stylish – no matter the destination.
Pack Layers to Adapt to Shifting Weather
Layering is essential. Start with breathable base layers like long-sleeved cotton or moisture-wicking thermal tops. These keep you warm without overheating. Add lightweight knits or fleece pullovers.
Include one chunky jersey or hoodie for colder evenings. A waterproof or wind-resistant jacket is non-negotiable. Look for one that folds easily and fits into your bag.
If you're heading to high-altitude areas, swap the windbreaker for a puffer jacket or quilted coat.
Choose Versatile Bottoms
Pack jeans or thick leggings for daytime exploring. Choose dark colours to hide dust, spills, or marks. If you're planning hikes or long walks, include activewear or joggers with stretch.
Avoid packing bulky trousers unless you’re going somewhere very cold. Instead, layer thermal tights underneath if needed.
Don’t Forget Cosy Sleepwear
Even with heaters or electric blankets, nights can get icy. Pack a set of warm pyjamas – preferably flannel or brushed cotton. Add woolly socks or slippers to keep your toes toasty during midnight trips to the loo.
If you’re staying somewhere rustic, bring an extra blanket or travel throw for added warmth.
Pack a Mix of Footwear
A weekend away doesn’t need five pairs of shoes. You just need smart choices. Start with comfortable sneakers or walking shoes for daytime activities.
Add one pair of slip-on boots or insulated ankle boots for colder conditions or smarter dinners out. If you’re staying at a guesthouse or farm, bring flip-flops or slides for showering or padding around.
Always pack extra socks. Cold feet can ruin a relaxing evening.
Bring Accessories That Add Warmth
Accessories do more than complete your outfit. They keep you warm. Pack a beanie, gloves, and a scarf or snood. Choose soft fabrics like fleece, wool, or knit blends.
If you're heading to an area with strong winds, add sunglasses and lip balm with SPF. Your skin still needs protection, even in winter. You must check out our Water Bottle Holder.
Toiletries to Keep Skin Happy
Winter air dries out your skin fast. Pack a rich moisturiser for face and hands. Include body lotion, lip balm, and a hydrating cleanser.
Bring hand sanitiser, tissues, and a small first-aid kit – especially if travelling with kids. A mini medicine bag with flu tablets, plasters, and throat lozenges is a must.
Essentials for Tech and Comfort
South African load-shedding is still a thing. Pack a power bank, torch, or rechargeable light. Also include a multi-plug if you’ll need to charge multiple devices.
For longer drives or lazy afternoons, bring a fully charged tablet, portable speaker, or your current read. Don’t forget headphones and all charging cables.
Add a Few ‘Just in Case’ Items
You never know when plans shift. Pack a swimsuit if your accommodation has a heated pool or hot tub. Throw in a travel umbrella and a fold-up rain poncho.
If you’re travelling with kids, pack a pack of cards, a small toy bag, and bedtime stories. If you’re going wine tasting, include a canvas shopper for your bottles. We love the Adventure Backpack Bag.
Plan for Meals and Snacking
Not all destinations have 24/7 shops. Pack reusable water bottles, snack bars, and a small container of trail mix. A thermos is perfect for warm drinks on chilly hikes.
If you’re self-catering, add spices, tea bags, coffee pods, and a corkscrew. These small items can make a big difference.
Use Packing Cubes to Stay Organised
Packing cubes help you save space and stay organised. Group similar items – like sleepwear, socks, or tops – into their own cube. Use a separate cube or pouch for underwear and accessories.
This makes unpacking at your Airbnb or guesthouse quick and easy.
Keep It Stylish but Low Effort
Pack pieces you can mix and match easily. Neutral tones with a pop of colour work best. Choose one or two outfits that can be dressed up with boots and a scarf.
Skip the heels unless you have a specific occasion. Comfort and practicality come first on winter getaways.
Your Travel Checklist
- Base layers (thermal tops, long sleeves)
- Knit jersey or hoodie
- Warm jacket or coat
- Jeans or leggings
- Pyjamas and slippers
- Trainers and boots
- Scarf, gloves, and beanie
- Toiletries and moisturiser
- Power bank and cables
- Umbrella and torch
- Snacks and reusable water bottle
- Book, tablet, or journal
- Packing cubes or pouches
Conclusion: Pack Smart and Enjoy the Chill
Packing for a winter weekend in South Africa doesn’t need to be stressful. Plan smart, layer well, and include the comforts that keep you grounded. Whether you're sipping wine in Stellenbosch or hiking in Clarens, the right bag can carry you through every experience – warm, stylish, and ready for anything.
