Wonderful Winter Style Inspiration For You

wonderful winter style inspiration from your virtual personal stylist

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Wonderful Winter Style Inspiration For You

Here is a collection of wonderful winter style inspiration to keep you looking great in the cold weather. Stay warm and stylish all winter long + Play FREE This or That -style game.

Winter Edit of This or That -Style Game

To give your winter style some serious panache, I created a winter edition of the popular This or That -style game. You might remember the rules from the previous editions already. I am listing them here so you can go and look back (or reuse) at some great style moments:

As your personal stylist I want to encourage you to experiment with your style so you can find the items, shapes and colors that suit you the best. Have fun and take some fashion risks. Don’t hesitate to invite your friends to do the same. This game is a perfect way to start!

 How To Play This or That -Style Game?

  1. You need a pen and paper to write down your choices.
  2. This game can be played literally anywhere.
  3. Play this game alone or with a friend.
  4. Choose an option from the left or right column and write your preferences down.
  5. Once you have gone through all the options, you’ll have a complete look to wear.
  6. Play the game soon again. Your style preferences can change from day to day.


Winter Edition THIS or THAT Style Game

Winter Style Inspiration By I On Image

1. Layers are the key to staying warm. Get warm long sleeved undershirts and leggings to keep you nice and toasty. I love thin merino wool tops, sensual bodysuits and soft polo necks.

2. There is no point freezing your greatest asset, your brains, when there are so many amazing options to choose from. Get a stylish hat or a headband that suits your style and face. Finish off your winter look with a matching scarf and gloves.

3. Invest in quality knitwear and learn to take good care of them. Consider buying vintage because the quality of knitwear used to be better back in the day. Some of the pieces might last a lifetime, which is a promise the current high street is too often unable to make.

4. Get high quality winter boots that keep you warm and grounded. Pay attention to the sole material and choose a warm lining. If it’s snowing or very icy out there, you might want to consider leaving your heels at home. Broken or twisted ankles only hinder your success unnecessarily.

5. Swap your sheer tights to thicker deniers, such as 60d or even 100d. Consider styles made of lush merino wool or cashmere mix. There are also plenty of thermo leggings that look fabulous under dresses.

TOP TIP: Remember to take notes of your best looks so that you can repeat them when needed. This will make your mornings so much easier. It’s like having your own daily style cheat sheet!

7 Best Winter Materials

  1. Wool: Merino, cashmere, silk wool and technical wool fleece
  2. Classic heritage fabrics such as tweed and plaid
  3. Chanel-style chic bouclé
  4. Velvet and velour
  5. (Faux) fur, especially in jackets
  6. (Eco) shearling also as a shoe or glove lining
  7. Quilted and puffed styles for outerwear
Wonderful Winter Style Inspiration For You
Winter Style Inspiration – CLICK TO SAVE ON PINTEREST

My Personal Styling & Shopping Advice For You

Ask for style advice in the comments section of this post. I’d love to answer your questions and to help you get better style with less effort. This will cost you nothing!

Don’t forget that if your budget doesn’t stretch to a personal shopper right now, you can always shop my style on LIKEtoKNOW.it shopping app.

This is an affiliate program and I may earn a commission from your purchases. There is no extra cost involved for you and all my recommendations are based on my personal fashion preferences. Thank you for supporting I on Image!

Wanna go shopping with a Personal Stylist? Read more about my personal shopping services in Amsterdam or shop with me online! Hiring a professional Personal Shopper is such a time and money saver + It’s a lot of fun, I promise!

Please share your best kept winter style secrets in comments. I am curious to hear how you manage to stay so chic in sub zero temperatures.

This post was originally published on 6th January 2020 and updated on 21st September 2021 with fabulous new items for you to shop!

Stay warm and stylish all winter long with I on Image!

The blog about image consulting, personal styling, wardrobe advice, personal shopping and more

27 thoughts on “Wonderful Winter Style Inspiration For You

  1. Quinn says:

    I loved reading your blog hun and you’ve made me think about my own winter staples; cable knit tights (warm, yet fashionable), beret hats (as I have a fringe and bobble hats don’t work with my hair unfortunately) and mix and matching skirts with jumpers/high neck tops.

    But have some material to make myself some fabulous 1940’s style overalls and trousers!

    Thank you for another fabulous post!! ☺️

    Quinn x

  2. nortoncharity says:

    This definitely gives me some winter style ideas! Thanks so much for sharing them!

  3. Lisa's Notebook says:

    Love this game, Jenni. I am definitely the RH category for most of the pieces and a butter soft A-line leather skirt is top of my wishlist. It’s my birthday next month so I have high hopes 🙂 x

  4. Amber Page says:

    omg, how cute are all these hats! I never normally wear hats but I think I will have to give it a go!

    Amber | The Unpredicted Page

  5. I on Image says:

    Oh no! A broken boiler in January is bad. We had it a few years ago and it was freezing in here. Hope they can fix it soon for you. Until that, stay warm xx

  6. Unwanted Life says:

    I’ve rarely left the house over the last 9ish months so my style doesn’t seem to matter at the moment, but the boiler has been broken at my place for a month now, so wrapping up is annoyingly important at the moment

  7. I on Image says:

    Yes indeed a very mild winter this year. I am always cold so already wrapped up since November. But I don’t need as many layers as I would in my home country Finland, for example. In Helsinki it has been very mild this year too and hardly any snow.

  8. I on Image says:

    So happy to hear that Madi! I also like both sides and can’t choose, so I am changing my outfit every day -just because it’s fun and I can xx

  9. madidearsonladylike says:

    I love this game, I have to say I like both sides (other than the ear muffs:) I am so on board with you regarding dressing for warmth, layiring can be fun.

Chime in... I'd love to hear what you have to say!