Classic and Timeless Clothing for the Winter - Pretty and All

Classic and Timeless Clothing for the Winter

Winter is upon us, and it’s time to treat yourself to a brand-new capsule wardrobe! Frosty mornings call for a lot of layering and bundling up in an attempt to stay as warm as you can be. Pretty and All is here to show you the top ten classic pieces to build winter outfits for women who want to feel confident and chic! Trends may change from week to week, but keeping the essentials in your wardrobe is vital.

Cute Winter Clothes

pretty and all sweater

Pretty and All offers a wide selection of cute winter clothes. Our sweaters, tops, and cardigans pair well with our leggings for a stylish yet warm winter outfit. Simply throw on an oversized scarf and beanie and a wool coat or puffer jacket, and you’re ready to face whatever Mother Nature throws at you. When you’re back home, snuggle up in one of our loungewear sets for the ultimate coziness.

Here are a few hand-picked suggestions of winter outfits for women. For additional stylish options, check out Pretty and All’s website.


Round Neck Sweater

This stylish ivory sweater is versatile and timeless. Pair it with jeans, leather pants, or skirts and tights. Whenever we think of the building blocks of elegant winter outfits for women, a crew neck sweater is always one of the top picks. It is undeniably timeless and a great layering piece. 

Soft Thermal Textured Sweater

This sweater is oversized and super comfy. It pairs great with boyfriend jeans or distressed denim for a relaxed look to wear to brunch or while running some errands. Additionally, having a thermal sweater is essential to beat the cold season since thermal keeps you extra warm. 

Knit Cropped Sweater

We love wearing cute winter clothes like high-waisted bottoms. We wear them in the fall and the wintertime. A cropped sweater is another timeless piece that pairs well with high-waisted bottoms. 

Neutral Colored Tops 

waffle sweater

Waffle Raglan Long Sleeve Top

This super comfortable top has an all-over mineral wash finish. It has raglan sleeves with raw-edged panels, waffled sleeves with cuffs, a round neckline, and a round hemline. It is a great layering piece for winter outfits for women. 

A Classic Long Sleeve Top

Long sleeve crew necks are a must-have. They are a wardrobe staple for stylish winter outfits that will never disappoint! You can style them with a cardigan or wear them on their own. 


A basic cardigan is a beautiful layering piece for winter outfits for women. Wear a cardigan with a simple white t-shirt or a black or white long sleeve shirt. You can mix and match anything with a cardigan. An open cardigan is thick enough to keep you warm in the winter and stylish enough to make a statement. As a bonus, it even has convenient side pockets! 

Faux Leather Leggings 

faux leather leggings

These faux leather leggings can elevate any outfit and look great with boots or sneakers. Check out these Zippered Pocket Faux Leather Leggings. These have a cruelty-free patent leather look and are high-waisted with three zippered pockets. 

Oversized Scarves 

Oversized scarves not only look great, but they also keep you warm. This West End Scarf in Gray is perfect for all of your layering needs. It is cloud-like and cuddly—perfect for the cold winter season. 


Beanies are essential for the winter to keep your head warm and help you with a bad hair day. This two-tone beanie made with cashmere will carry you through the winter season with optimal style and comfort. 

Wool Coat 

An excellent wool coat is a godsend during the winter season and a must-have for any woman with classic style. Coats are probably the best piece to buy because we guarantee that you will have them for a long time. Wool coats, in particular, are highly breathable, and they keep you dry while regulating your temperature.

If you’re looking for a stylish outwear option other than a wool coat, check out Pretty and All’s belted burgundy trench coat, where classic style meets weather-ready function. 

Puffer Jacket 

A good puffer jacket will keep you warm in the wintertime. Puffer jackets with maximalist proportions will keep you super warm where it counts. 

Versatile Boots 

Dr. Martens creates versatile boots that go with everything! Capsule wardrobes are all about simplifying your life, and with combat boots, you can just slip them on and go! You can easily style them with all of the above clothing pieces. 

Loungewear Sets

The best part about winter is the coziness! A good loungewear set is a must-have. Loungewear sets are an example of cute winter clothes that you can pair with fuzzy boots or sneakers. The best part about a loungewear set is that it is super low-maintenance. 

Check out this ribbed raglan top and matching chill lounge pants! It has wide-legged trousers with a ribbed texture, drawstring waistband, and side pockets! You can even mix and match the pants with different colored tops! Also, the moon mist color is a beautiful gray that pairs well with anything! 

Basic Outfit Ideas for Winter

Here are just a few basic winter outfit ideas. Mix and match or add your unique style to make a statement.

  • Long sleeve white top + cardigan + faux leather leggings + boots + beanie + scarf 
  • Loungewear set + sneakers + puffer jacket 
  • Sweater + jeans + boots + wool coat + beanie + scarf 
  • Ribbed raglan top + jeans + puffer jacket + beanie + scarf + boots

Stylish Winter Outfits from Pretty and All 

We hope you now have some ideas for some stylish winter outfits for women. We guarantee that you will keep these pieces forever, as they are timeless and truly have so much value!  For more cute winter clothes that are also high quality, check out Pretty and All Boutique! Pretty and All is a size-inclusive boutique offering a curated collection of pretty things.