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Best Deep Winter Makeup to Flatter You

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This guide to the best Deep Winter makeup provides the most flattering makeup for you to highlight your natural features and look your best.

I researched the Color Season analysis as part of my process to come up with my own unique capsule wardrobe.

You can learn more about how to create your own unique capsule wardrobe (as I did) with the book The Curated Closet.

If you aren’t familiar with the Color Season analysis, it’s a curated selection of colors that pair well with your natural features (i.e., skin tone, hair color, eye color). It’s first categorized by the four seasons (Spring, Summer, Fall, and Winter) and then by three subcategories within each season (for 12 total categories).

Once you know your season and your subcategory, you can begin to learn what colors work best for you, from makeup to clothes, and more.

I initially thought I was a Deep Winter, which is exactly why I dove deep and created this guide to the best Deep Winter makeup, which I hand-curated myself.

(In the process, I learned that I’m actually a Deep Autumn, which is similar, but favors warmer rather than cooler tones. If you’re also debating between the two, I think the key is whether you can wear warm oranges, like rust and pumpkin. I also did my makeup twice — once as a Deep Winter and once as a Deep Autumn, and that also helped me clarify my Color Season.)

Quick Guide to Deep Winter Color Palette

Deep Winter Color Palette


Color selection tips: If you get confused when you are shopping for clothing, jewelry or makeup, I learned that it helps to start by asking myself, “Is this cool or warm?” If warm, it’s a no. If cool, then ask yourself, “Is this shade intense/highly saturated?” If yes, it’s probably a Deep Winter shade. You can also try to remember that, generally, jewel tones, berry tones, and red wine tones generally work best.

Best Deep Winter Makeup

The easiest way to remember the best makeup shades for Deep Winter is to think of food: berries, wine, espresso. A lot of makeup shades already have food in the name, so when you see names like “deep berry” or “sangria red,” you are generally looking at the right shades.

On the eyes, silver, pewter, taupe, and grey work best for neutrals. I love this specific Taupe eye palette from ColourPop and this eyeshadow stick by Laura Mercier (“Metallic Taupe”) for a really shimmery cool metallic look.

Accents, like eyeliner and mascara, can range from black to espresso, charcoal, and dark purple.

For more “fun” eye colors, try a palette in the dark purple family.

While many color experts say you should avoid bronzer (which is generally warm toned), I adore this specific cool-toned bronzer by Hourglass (“Diffused Bronze Light”). It’s really light and natural, PLUS has the cool tones Deep Winters need.

On light-skinned cheeks, look for pinks with rose or plum tones. Darker skin tones can veer into darker, deeper shades of red. This specific Tarte blush (“Dazzled”) is a great one that provides some color but still offers a natural look and long wear. I also love Hourglass’s Ambient Lighting blush (“Mood Exposure”).

On lips, again you should look for shades of plum, berry, and deep, cool reds. I’m a fan of this specific Honest Beauty tinted lip balm (“Dragon Fruit”) and this Dior Glow balm in the various berry and fuschia shades (like “Raspberry”).

Click the images below to shop my recommendations for Deep Winter makeup:

You have now completed this epic guide to Deep Winter makeup.

Click where you would you like to shop for the best Deep Winter makeup:

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Thursday 5th of January 2023

wow I recently realize im more of a Dark winter just by analyzing online. And all this time (30 years) the naked 3 palette is the only thing/ only palette I would rebuy again and again.


Friday 18th of November 2022

Do you have blush and bronzer recommendations for deep winter in the Rare Beauty collection?

Jules Buono

Friday 18th of November 2022

Bronzer is generally tough to match for True Winter. The only one I see as a potential is the Bronzer stick in Happy Sol, which is cool toned. For blush, there are more options. I like the Soft Pinch in Happy and the Melting Cream Blush in Deep Berry.


Wednesday 12th of October 2022

what is the name of the shade of honest beauty lip balm you recommend?

Jules Buono

Wednesday 12th of October 2022

@Meli, Good question! For deep winter, it's Dragon Fruit.


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