Our Favorite Sweaters for Sweater Weather

The temperatures have dropped and it’s finally sweater weather! If you have a carefully chosen selection of styles and colors for the season, you don’t need stacks of sweaters in your closet. Today we have each narrowed our favorites down to four picks–all totally different and yet each one is perfect for many occasions, Check out of top four sweater picks for the season and how we’d style them.

Here are some tips to help you get started:

  • Invest in quality; check the fabric content for natural fibers
  • Take good care of them – fold, don’t hang!
  • Buy sweaters you can style multiple ways

And, because it’s always a classic…


Christa’s Sweater Weather Wishlist

A Cashmere Sweater

One of my most worn sweaters from last year was a collared one from Amazon (no longer available). I need a replacement, and knowing how much I loved it, it’s worth the upgrade to this cashmere version.

How I’d Wear It: I’d style it with my favorite denim and ballet flats for an everyday look. Or try it with some SPANX AirEssentials wide leg pants for your next travel day.

cashmere collared sweater

A Classic Sweater

This sweater from Evereve, in this classic color combination, is something you’ll wear all the time.

How I’d Wear It: This works everyday with your favorite denim, or dress it up with some black pants and kitten heels.

classic sweater

A Colorful Sweater

Winter can get dull and dark and dreary, so add a pop of color! I absolutely LOVE this sweater.

How I’d Wear It: I would style it just like the website, with these great turquoise pants. No winter doldrums here!

An Oversized Sweater

There is nothing cozier on a cold winter day than an oversized sweater, like this sweater by Free People. Fit tip: size down.

How I’d Wear It: The trick with this one is to balance the oversized sweater with something slim (try faux leather leggings or a slim cut denim), and add your favorite booties. This might be a good time to break out the skinny jeans.

oversized sweater

Shop Christa’s Sweaters


Megan’s Sweater Weather Wishlist

A Short Sleeve Cashmere Tee

This three season cashmere tee shirt (it’s just too hot to wear wool in the summer) goes with everything from jeans to sequined skirts. A true closet workhorse it won’t ever go out of style.

How I’d Wear It: I’d wear this cashmere tee with my new a-line leather skirt and knee high boots.

cashmere tee

A Cashmere Hoodie

Nothing says posh like a cashmere hoodie. Dress it up or down, it’s arguably the ultimate travel piece.

How I’d Wear It: I’d wear my hoodie with jeans, black pants and my Vuori joggers. It’s also cute layered under a jean jacket or blazer.

sweater hoodie

A Cotton Fisherman Sweater

Nothing says old money, Nantucket chic like a cotton fisherman sweater. This fisherman from Quince is the perfect ratio of boxy and fitted.

How I’d Wear It: Wear the cotton fisherman over your bathing suit at a beach bonfire or with jeans and tee to a fall football game.

fisherman sweater

Cashmere Turtleneck

The holy grail. If I could only have one sweater in my closet, it would be this one in black.

How I’d Wear It: Dressed up with a slip skirt and suede boots, or dressed down with slouchy, distressed boyfriend jeans. Every way is a winner.

cashmere turtleneck

Shop Megan’s Sweaters


Like this post for sweater weather? Pin it!


We earn from your purchases made through Collective Voice affiliate links in this post, at no additional cost to you. Thank you for supporting our work.

If you’re new to Style Among Friends, don’t miss any of the good stuff. Subscribe for all the latest news and updates. When we find something we love, you’ll be the first to know!

Friends Share the Good Stuff!

When we find something we love, you'll be the first to know! Subscribe today and you'll receive our free must-have list of travel essentials. Plus, subscribers receive our exclusive monthly list of favorite finds, not available on the blog.
* indicates required