We’ve officially reached that time of year where getting dressed is rough. I find myself struggling to pull together outfits from my winter wardrobe and feel rather uninspired. I find myself looking through Pinterest for style style looks I’ve pinned as well as my own personal archives of old outfits to get ready in the morning. 

We have several months of winter still ahead so I thought I’d share some winter outfit ideas from years past to give you some inspo when it comes to outfit arranging for cold weather. Shopping for some new key pieces to style? Don’t miss my shopping curation of pieces for cute winter outfits at the bottom of this post.

Winter Outfit Ideas

My style becomes even more neutrals focused in Winter. I rely heavily on my collection of favorite winter coats to pull outfits together and look to accessories to make an impact more while bundled up.

You can shop pieces inspired by each of these looks in the widget at the bottom of the post.

Weekend Athleisure

This outfit is what you’ll often find me in during casual winter weekends when I go for coffee or bagel runs in the neighborhood or go on walks with friends. I grab a pair of my favorite leggings, pop on my favorite comfy walking shoes and top with a beanie and a favorite coat.

You could top this look with a puffer coat like the one below for colder days.

Trousers + Converse

A go-to day to day look for me in winter is a favorite pair of trousers. I’ll often wear trousers with sneakers but also ballet flats. 

Leather Pants + Sneakers

I love dressing up and dressing down faux leather pants in the winter. For dressier looks I add a favorite dress bootie but for daytime outfits, I reach for a pair of sneakers. 

A Neutral Color Palette

I love mixing and matching neutrals in the Winter. Ivory, camel, black and even gray all pair beautifully together and are such a cozy and warm way to pair an outfit together.

Riding Boots + Wrap Coat

A good pair of riding boots paired with a simple wrap coat is great for extra cold days.

Sweater Dress and Over the Knee Boots

Sweater dresses are one of my most reliable looks for dressier occasions in Winter. But I often see them styled improperly so if you’re looking for some inspiration, don’t miss my How To Style Sweater Dresses guide. 

Plaid Coat and Black Jeans

When you’re bored of neutral coats, a plaid coat can be such a nice palette cleanser. I love the Abercrombie Dad Coat plaid options. I usually pair mine with a pair of black jeans and boots. 

Black and Gray Color Palette

Another color combination I love in the Winter is black and gray. 

Sherpa Coat

Cozy and stylish, I love the juxtaposition of pairing a casual sherpa coat with a dressier boot. 

Mini Skirt + Riding Boots

I love pairing my favorite knitwear with a mini skirt and riding boots for days with meetings but plans at night, too. Don’t forget a good pair of tights with this look!

Knit Midi Skirt

If you prefer a longer skirt length, try a tea length midi skirt in a heavier knit for a chic statement.

Faux Leather Pants and a Cropped Coat

Perfect for evenings out in Winter just top the above look with a heavier weight wrap coat over it.

Dark Florals + A Blazer

While I often reach for florals only in spring and summer, I love the contrast of a floral in a darker shade and topped with a heavy weight wool blazer.

Lug Sole Boots

My favorite lug sole boots are waterproof which makes them exceptionally handy during rainy and snowy winter days. I pair mine with my favorite pairs of jeans that hit right at the top of the boot shaft.

Striped Sweater

A great way to add visual interest to a winter outfit under a coat is a striped sweater. This brand makes my favorites.

Navy and Black Outfit

If bare ankles are possible, I love loafers with leather pants and then a navy jacket. It’s such a stylish, timeless and very French inspired color palette for a winter outfit. 

. . .

Below I have curated a variety of items from brands I love – and many pieces I own myself and are seen above – if you’re shopping for some new pieces to add to your winter wardrobe. These pieces are versatile and will no doubt help you as you put together winter outfit ideas this season!

Shop Winter Outfit Pieces

 

Hope this helps you guys as you get up, get dressed and get out the door!

Do you have a favorite look from the above? Would love to hear in the comments below. 

You May Also Like:

• My Favorite Coats for Winter.
• How To Style Sweater Dresses.
• What to Wear to Paris in Winter.

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