5 Boot-Bag Combos That Are Perfect For Autumn And Winter

One pair of shoes – so many ways!

Women's Health |

Imagine finding the one, just in time for winter. There to give you all the support, comfort and warmth a girl could wish for. And we all know that once you’ve found your solemate (see what I did there), being apart is difficult.

These Caterpillar boots are our fave, most versatile find. And because you can legit wear them every day, we’ve paired them up with the best bags so you’re covered for every occasion that crops up. Now stop looking at them with hearty eyes and get out there. After all, these boots were made for walking.



Flirty but fierce. Paired with the floral aplique sling bag from Missibaba (R1 660), you can be all the fun. Even before the mimomas. Match your lip colour to one of the aplique flowers and you’re set to go!

Night Out


Feel warm and dreamy while looking hot and steamy. These boots can be easily dressed up from day to night – and you can rock a dance floor for hours in these babies. Add Research Unit’s Twin Clutch (R1 995) for an instant fashion level up, and the perfect wing woman.

READ MORE: “These Boots Are So Versatile You Could Wear Them Every Day. And I Did…”


work-bootsAdd a boss bag to these kick-ass boots and you mean business! The Explorer Satchel from Missibaba (R8 870) is great for packing in that laptop, diary and some yoga clothes. Boots are the perfect winter flats as they’re smart enough to take you from lunch meeting to boardroom session – and they’re as comfy as your fave pair of sneakers.



Drudging from shop to shop to find that birthday gift/get those groceries and reach your 10 000 steps (totes us!) can be a pain in the… foot. We love the tonal combo with Jekyll & Hide’s Montana Shopper (R3 379), plus it’s big enough to hold half your shopping.



Put away the stilettos! No one likes to traverse airports with clicky-clacky heels. Plus no WH gal can risk twisting her ankle before race day, and it’s so awkward bending and lifting luggage on pins! We adore the leather Duffel from Chapel (R2 999), because it’s as sturdy as the boots.

The only place these boots should stay away from is the gym. We don’t want them getting jealous of your other booty. Wink.

The CAT Footwear ladies’ MIDI boot retails for R2 299. It’s available in four shades of brown. We used a shade called dogwood. Sizes range from UK 4 to UK 7. You can find this boot and other great styles at catfootwear.co.za.

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