A Recap: Shop Your Winter Wardrobe Style Challenge

Outfit details: Coat – Oak + Fort | Scarf – Oak + Fort | Sweater – Aritzia (no longer available, linked to similar) | Jeans – Aritzia | Boots – L’intervalle

Hey friends, happy almost-end of February! Can you believe it’s almost the 3rd month of the year? It’s been a minute, and as you may have noticed, I took an unintentional hiatus from the blog. Since the end of last November (when we moved into our new house!) I began slacking on a consistent routine. An ideal one for me includes cooking nourishing meals, incorporating physical activity 4-5x a week, and tending to hobbies that keep me happy. Luckily I’ve started to get back into one these last few weeks. And this blog is 100% something I want to incorporate back into it. So I’m excited to be here!

Without further ado, here’s a recap of my outfits for a fun Instagram style challenge that took place from Feb 15 to Feb 19. I had the pleasure of co-hosting #ShopYourWinterWardrbe with Linh of @penny_petite. It was a great way to get creative with what’s already in our wardrobes and have fun with some winter wear. Each day’s prompt listed below will link to the reel I created for it. I have to say, I had so much fun putting them all together!


Some links used in this post are affiliate links, which means that I may earn a commission if you decide to make a purchase through them, at no extra cost to you. My intention will always be to inspire you to get creative with what you already have and to create an intentional wardrobe with pieces you’ll love for years to come. Thank you for supporting Her Simple Sole blog!


Day 1: Go-To Winter Outfit Formula

Her Simple Sole - A Recap: Shop Your Winter Wardrobe Style Challenge. Outfit details: cream shirt jacket, black v-neck t-shirt, dark blue denim jeans, black mid-calf boots, black half moon bag, black coat outfit, Her Simple Sole blog, casual winter outfit
Outfit details: cream shirt jacket, black v-neck t-shirt, dark blue denim jeans, black mid-calf boots, black half moon bag, black coat outfit. Her Simple Sole blog, casual winter outfit
Her Simple Sole - A Recap: Shop Your Winter Wardrobe Style Challenge. Outfit details: cream shirt jacket, black v-neck t-shirt, dark blue denim jeans, black mid-calf boots, black half moon bag, black coat outfit, Her Simple Sole blog, casual winter outfit

Outfit details: Shirt Jacket – TNA | T-shirt – Encircled | Jeans – Everlane | Boots – L’intervalle (sold out, linked to similar) | Bag – A.P.C. | Coat – old Zara

This was probably my favourite prompt – I loved seeing everyone’s go-to winter outfit formula. No matter the season, I think my ideal outfit formula will always consist of a simple basic top (like a tshirt), a favourite pair of jeans, and a cozy third piece. My last fall outfit roundup is a good indication of this.


Day 2: Monochrome

Outfit details: white turtleneck top, white straight leg jeans, cream wool coat, cream knitted cotton cardigan, linen tote bag. Her Simple Sole blog, white monochrome outfit, light colored winter outfit
Her Simple Sole - A Recap: Shop Your Winter Wardrobe Style Challenge. Outfit details: white turtleneck top, white straight leg jeans, cream wool coat, cream knitted cotton cardigan, linen tote bag, nude ankle boots. Her Simple Sole blog, white monochrome outfit, light colored winter outfit
Outfit details: white turtleneck top, white straight leg jeans, cream wool coat, cream knitted cotton cardigan, linen tote bag. Her Simple Sole blog, white monochrome outfit, light colored winter outfit

Outfit details: Coat – Oak + Fort | Cardigan – Tradlands (gifted) | Turtleneck top – Kotn (linked to similar colour) | Jeans – Aritzia | Boots – L’intervalle (almost sold out, similar here) | Bag – Harly Jae

Monochrome or tonal dressing is one of my favourite ways of creating a coordinated look. Here I went with a full contrast to my usual black monochrome (as you can see in this post) and chose a full white/cream outfit. Practical? Depends. But at least I matched the snowfall we were having!


Day 3: Let’s WFH

Her Simple Sole - A Recap: Shop Your Winter Wardrobe Style Challenge. Outfit details: Tradlands Cottage Crewneck Sweater and Paloma Linen Pant, brown house slippers. Her Simple Sole blog, work from home outfit, minimalist black monochrome outfit, oversized cotton sweater, easy casual outfit
Outfit details: Tradlands Cottage Crewneck Sweater and Paloma Linen Pant, brown house slippers. Her Simple Sole blog, work from home outfit, minimalist black monochrome outfit, oversized cotton sweater, easy casual outfit

Outfit details: Sweater – Tradlands (gifted; colours Sienna and Jam are still available) | Pants – Tradlands (gifted; colours Emerald and Earth are still available) | Slippers – Vivaia (gifted, use code HERSIMPLESOLE for 18% off your purchase)

It can’t get any simpler than this. Comfort is key for a work-from-home outfit these days. A thick cotton knit sweater and a pair of elastic waistband pants will definitely do the trick.


Day 4: Add a Splash of Colour

Her Simple Sole - A Recap: Shop Your Winter Wardrobe Style Challenge. Outfit details: cozy textured v-neck cardigan, basic yellow tank top, black straight leg jeans, black combat boots. Her Simple Sole blog, casual outfit with a pop of color, minimalist outfit with black jeans
Outfit details: cozy textured v-neck cardigan, basic yellow tank top, black straight leg jeans. Her Simple Sole blog, casual outfit with a pop of color, minimalist outfit with black jeans

Outfit details: Cardigan – Marks and Spencer (from last year, similar here and here) | Tank top – Frank and Oak (from last summer, similar here and here) | Jeans – Levi’s | Boots – L’intervalle

As someone with a mostly neutral wardrobe, a goal of mine this year is to embrace more colour in my every day wear. I turned to a trusted wardrobe basic, a muted yellow tank top from last summer, for a little pop of colour this time around.


Day 5: Outfit Inspired by a Favourite Hot Drink

Her Simple Sole - A Recap: Shop Your Winter Wardrobe Style Challenge. Outfit details: oversized checkered scarf, camel cocoon coat, black trousers, black mid-calf boots, black half moon bag. Her Simple Sole blog, casual winter outfit idea
Outfit details: oversized checkered scarf, camel cocoon coat, black trousers, black mid-calf boots, black half moon bag. Her Simple Sole blog, casual winter outfit idea
Her Simple Sole - A Recap: Shop Your Winter Wardrobe Style Challenge. Outfit details: taupe turtleneck top, black trousers, black mid-calf boots, black half moon bag. Her Simple Sole blog, chic winter outfit idea, fitted turtleneck outfit
Outfit details: taupe turtleneck top, black trousers, black mid-calf boots, black half moon bag. Her Simple Sole blog, chic winter outfit idea, fitted turtleneck outfit

Outfit details: Coat – Aritzia (linked to similar colour) | Turtleneck top – Kotn (linked to similar colour) | Scarf – Oak + Fort | Boots – L’intervalle (sold out, linked to similar) | Bag – A.P.C.

Oh this was a fun one! And surprise surprise – many chose coffee as their favourite hot drink, as did I. On days I’m able to treat myself, I’d go for an americano with soy, a chai tea latte, or a Hong Kong milk tea. This outfit tries to incorporate colours combined to produce the black/dark brown/rich brown tones that all my favourite drinks generate.


If you’re ever in a style rut, I encourage you to take part in an Instagram style challenge. It’ll help you get creative with what you already have. Plus, you get to meet some lovely people while you’re at it! Instagram really has an amazing intentional style community. Feel free to let me know which outfit was your favourite out of the bunch 🙂

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