10+ Cute Warm Winter Outfits

How To Wear A Tunic Sweater
By Jess
8 Feb 2023
Cute Warm Winter Outfits
coat, sweater, jeans, beanie

We are currently in the depths of winter up here in Vermont. It’s been exceptionally cold in many parts of the country (at one point it was a feels like temp of -35 here) and staying warm is the name of the game. It can be easy to slip into the “I don’t care what I’m wearing right now I just need to not be cold” mode as the winter drags on, but you don’t have to compromise style to stay warm. Cute warm winter outfits are entirely possible. It’s all about the right layers, fabrics, and accessories to keep you warm, stylish and comfortable. If you’re looking for some winter wardrobe inspiration, here is a roundup of cute outfits that can keep you comfy and warm throughout the season.

10+ Cute Warm Winter Outfits

white jeans + boots + white button down

Don’t put your white jeans away for the winter. Rock them during the colder months with lined boots and cozy layers. I love my Negative turtleneck for layering because it’s so soft and light, perfect under this Faherty Legend Button Down Shirt. Add a sherpa coat for chic warmth.

all white winter outfit: white jeans + turtleneck sweater + cardigan

Another great way to wear your white jeans in the winter, pair it with other shades of white for a casual, chic outfit. A cream turtleneck sweater and chunky white cardigan give off a Nancy Meyers vibe while keeping you warm and cozy.

striped turtleneck + black jeans + brown sweater

I am really loving the black and brown color combo especially with a slightly faded black wash jean and brown sweater. Pair it with a comfy turtleneck and lined boots for warmth.

printed slip dress + booties + turtleneck

No need to ditch your dresses in winter. Layer a printed slip dress with fitted pieces like a washable cashmere turtleneck and long underwear or tights to keep you toasty and stylish. Pair it with your favorite booties. You can layer a cardigan or blazer over it too.

black jeans + sweater jacket + clogs

Rock your clogs during the winter with cuffed jeans and socks to keep your ankles warm. Layer a sweater jacket or cardigan over a turtleneck to stay cozy.

black jeans + henley sweater + cardigan + chelsea boots

Lengthen your legs by cuffing your dark wash jeans and pairing them with chelsea boots. Wear a fitted henley tucked in with a ribbed cardigan for some cozy texture.

tunic sweater + maxi dress

Layer a cozy tunic sweater over a dress and bring a little spring color into your winter wardrobe. A great way to wear light pieces during cold weather, you can layer a fitted turtleneck underneath too. Pair it with booties. Check out this video to see how to style a tunic sweater over a dress.

chunky cardigan + turtleneck + maxi dress

Equally as chic as a tunic sweater is a an oversized or chunky cardigan paired with a flowy maxi or midi dress. For low cut or v-neck dresses wear a fitted base layer to keep warm. Wear tights or long underwear to stay extra cozy.

thermal leggings + denim shirt + winter boots

For casual winter outfits one of my favorite things for cold weather is thermal leggings. The Athleta Altitude Polartec Leggings are a staple in my winter wardrobe. They’re also great for winter activities like hiking, xc skiing or as a base layer under snow pants. Wear them with an oversized denim jacket or button down. I layered mine over a thick striped cotton shirt.

thermal leggings + striped button down + chunky cardigan

Another cozy option with thermal leggings is a classic button down with an oversized or chunky cardigan. I like to pair them with my winter boots like the Ugg Adirondack.

Winter Outfit Staples

wool coat

A long belted wool coat is a must in the winter. Not only is it so chic but it will keep you warm and cozy too. An absolute classic, a wool coat is always timeless and pulls together any outfit dressy or casual. The Sézane Mederick coat is one of my favorites.


Turtlenecks are one of my wardrobe essentials for the winter months. They’re great for layering especially under sweaters that have wool or cashmere. I like lighter fabrics and more fitted styles for under sweaters. A ribbed turtleneck sweater is another great style for cold weather.

faux fur coat

A faux fur coat or teddy coat is one of my favorite winter wardrobe items. It’s cozy, stylish and warm. I’ve had my STAND Camille coat for over 5 years and it’s still one of my most worn pieces. It’s a great coat to dress up or down too.

Warm Sweaters

Cozy and warm sweaters are a must during the winter months. I like to have a variety of styles in my winter wardrobe because it’s an item I wear so often. Light cashmere, chunky wool, ribbed cotton and a blend of those fabrics are typically what I like to wear. Try a tunic sweater layered over jeans or a cute sweater vest paired with a blouse or button down. You can’t go wrong with a cozy cardigan or cashmere sweater too.

Winter Boots

Warm and waterproof winter boots are a must. I tend to wear my fur lined lug sole or UGG boots the most. I also really like my SOREL Explorer boots for walks and hikes. Check out my round up of the best winter boots here. It’s nice to have a more rugged pair and a style that you can wear dressy or casual.

insulated coat

An insulated coat with definitely keep you warm and dry during winter. There are so many great styles and options from lighter down to big puffy coats.

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  1. Lynn wrote:

    Going through the blog , I read that you were sick abd I’m so sorry and glad you could reschedule . I read Kelley’s article about drinking and I am forever grateful that it will help someone . I have not been in here much because my husband is critical ill in the hospital from a heart procedure . I don’t know if he will be okay . My heart is broken . Enjoy every single day because you never know what life will throw at you.
    Sending love ,

    2.11.23 | Reply
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    8.24.23 | Reply
  3. Mongolian wrote:

    Many interesting proposals. In winter, I like to wear long coats and woolen hats or sweaters. It always looks good.

    4.15.24 | Reply

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