A practical packing guide so you’re ready for everything – from a forest trail to a gourmet dinner by the fire

I’ve lost count of how many times I’ve packed wrong for a winter escape in Greece. Once I showed up in the mountains with my “cute” city trainers and no thermal layer… and spent the whole weekend half-frozen, dodging ice patches and dreaming of wool socks. 

High mountains, lakes and winter towns come with their own dress code. Packing for a winter escape in Greece is a little fashion project that has to balance warmth and style (with room for a swimsuit… just in case there’s a spa or hot spring involved).

The “Onion” Philosophy (Layering)

In Greece, mornings can be -5°C and by midday, in the sun, it can climb to 12°C. The secret: layers save lives – and stop your suitcase from overflowing.

Think of dressing for the cold as building outfits in layers.

1. Base Layer

Start with the “invisible but essential” pieces:
thermal underwear (one or two sets) and long-sleeve tops or T-shirts. These are the clothes no one sees, but they’re the ones that keep you comfortable. Don’t underestimate them.

2. Mid Layer

On top of your base comes insulation:
fleece, chunky wool sweaters, cardigans and hoodies.

Aim for one or two thicker pieces in neutral colours (grey, beige, black) so they go with everything and you don’t end up packing your entire wardrobe.

3. Outer Layer

This is the layer that protects you from the elements:
a waterproof/windproof jacket and a warm coat for the town or evenings out.

Your ski jacket will usually work perfectly for hiking too – you don’t need three different coats, one good one is enough.

4. Bottoms: Trousers & Skirts

In the mountains, your foundation is a warm, comfortable pair of trousers.
Pack one or two jeans with a bit of stretch and one technical/hiking pair (for trails or snow) and you’re covered.

If you love skirts, wear them with thick tights or thermal leggings underneath – ideally with knee-high boots. The goal is to walk comfortably without freezing, while still feeling dressed up for the evening.

A slightly “smarter” pair of trousers in a straight or cigarette cut (leather, tailored or culottes) will take care of all your dinner-ready looks.

Boot Power: The Shoe Empire

Influencers agree on one thing: only one pair of heels (and only for dinner).
Greek villages mean stone squares and cobbled streets that do not love thin soles.

• For daytime walks:
  Comfortable ankle boots with a good, non-slip sole or hiking sneakers. Make sure they’re waterproof – for lakes, fog and surprise showers.
• For skiing/hiking:
  Proper hiking boots (if you’re doing serious walks) or ski boots (if you’re hitting the slopes).
  Tip: If you don’t own them, rent them there. Your suitcase will thank you.
• For evenings out:
  One pair of chic ankle boots or loafers (no stiletto heels) that you can walk in easily and that keep your feet warm.

Ski & Hiking Essentials

If your plan includes action, don’t forget:

• Accessories:
  Beanie, gloves (waterproof if you’re skiing) and a warm scarf or neck warmer. They drastically reduce heat loss.
• Socks:
  Wool or thermal hiking/ski socks – and make sure they’re not too tight inside your boots.
• Sunscreen & Sunglasses:
  Don’t be fooled by the cold. Mountain sun – especially with snow – can be harsh. Sunglasses are non-negotiable.

A Touch of Glamour for the Mountains (Dinner-Ready)

One of the best parts of a winter getaway in Greece is that cosy dinner in a stone guesthouse with a fireplace. You don’t need a full evening gown, just a quick way to elevate your look.

The magic formula:
black turtleneck (or a chic knit)

• leather trousers / cigarette pants
• one statement piece of jewellery (bold earrings or a special necklace).

Comfortable, warm and effortlessly polished – perfect for enjoying local dishes (think wild boar, pies, slow-cooked stews) in style.

Final Tip

Don’t forget your phone charger, a power bank (cold drains batteries fast!) and maybe a small bottle of local wine from your destination for that first glass by the fire – before you go out and discover the region’s wineries and tavernas.

Happy packing and have a beautiful mountain escape!