20 Best Sweaters For Every Occasion This Fall and Winter!

Shopping for sweaters is my absolute weakness. If you were to look at my wish lists on Nordstrom or Shopbop you’d see countless sweaters! To say they’re anything out of the ordinary would be a lie. My style is classic yet on trend. One of the many reasons I love sweaters is because you can wear them throughout the year with shorts, skirts, jeans, pants and over dresses. They’re perfect for a variety of occasions.

When I was growing up, my mom shared the importance of only buying items I know I will wear time and time again for years to come! This is one of the reasons that I don’t mind splurging on sweaters! I know that I won’t wear them just once. In fact, many of the sweaters that I have in my closet are about five years old. Dressing sweaters up or down is my specialty! 

I love to pair sweaters with skinny jeans and ankle boots or over the knee boots. With the weather cooling down a bit here in Northern California, I frequently wear my favorite Free People sweater with my black skirt and mules! 

Another great thing about sweaters is you can wear them for a variety of occasions. With Thanksgiving just a month away, now is a great time to shop for sweaters! You can pair them with jeans and your favorite belt. You can also wear them during the holidays with the family. 

If you’re searching for a gorgeous new sweater, you’re in luck! Today, I’m excited to share 20 of the best sweaters for fall 2019 and winter 2020. They’re perfect for a variety of events. You can even wear many of them to the office as well! Without further adieu, here are a few favorites.

 

 

My favorite winter sweater!

I purchased this Free People sweater recently, and I’m obsessed with it. I purchased it in the color “copper”, but now want it in black, turquoise and every color in between. This sweater is trendy, affordable and garners tons of compliments! I wear it with denim jeans, black pants, skirts and more. PS: See how I featured this sweater in my fall hats post!

 

FREE PEOPLE My Only Sunshine Sweater Copper fall winter sweaters women
FREE PEOPLE My Only Sunshine Sweater Copper

 

 

 

FREE PEOPLE My Only Sunshine Sweater Black fall winter sweaters women
FREE PEOPLE My Only Sunshine Sweater Black

 

 

 

Classy Chic Cowl Neck Sweaters

Cowl neck sweaters are classy, chic and always on trend! I have one cowl neck sweater that I have had over 10 years and it’s always in rotation. The secret to purchasing a great cowl neck that you will wear for years is to buy one in a neutral color. If you buy a neutral sweater you will wear it more often, and be able to pair it with prints and solids! This beautiful cowl neck sweater is available charcoal heather grey, burgundy rose heather, and beige oatmeal.

CHELSEA28 Cowl Neck Sweater Beige Oatmeal Light Heather fall winter sweaters
CHELSEA28 Cowl Neck Sweater Beige Oatmeal Light Heather

 

 

 

You Can’t Go Wrong With Cashmere Sweaters Under $100!

There’s nothing quite like the comfort and coziness of cashmere. It’s no secret that cashmere can be quite pricey. Thankfully, Nordstrom has a few recycled cashmere sweaters under $100. This vintage crew sweater is a favorite! It’s less than $95 and available in quite a few different colors.

EVERLANE The ReCashmere Vintage Crew Sweater fall winter sweaters women
EVERLANE The ReCashmere Vintage Crew Sweater

 

 

Cozy Turtlenecks You’ll Love This Fall and Winter

I love a great chunky knit sweater, especially a fabulous cable knit! This winter you can’t go wrong with this chunky cable turtleneck sweater. You can wear it on date night, to the city, church on Sunday, etc.

TOPSHOP Chunky Cable Turtleneck Sweater Ivory fall winter sweaters women
TOPSHOP Chunky Cable Turtleneck Sweater Ivory

 

 

 

The coziest turtleneck under $40! It’s available in three beautiful colors for fall and winter.

BP. Longline Turtleneck Sweater Black winter sweaters women
BP. Longline Turtleneck Sweater Black

 

 

 

This gorgeous cable knit turtleneck sweater will look amazing with skinny jeans or leggings!

TOPSHOP Chunky Cable Turtleneck Sweater Oatmeal fall sweaters winter
TOPSHOP Chunky Cable Turtleneck Sweater Oatmeal

 

 

Obsessed with pompom sweaters

I purchased a similar pompom sweater (bobble sweater) a few years ago, and it is my absolute favorite! In fact, I love it so much that I bought it in two colors, so I can wear it all winter long. I love pairing it with skinny jeans and my Hunter boots, and with skirts! The options are endless with this beautiful sweater. You can wear it with knee high boots and jeans or over the knee boots.

MADEWELL Bobble Sweater Bright Ivory fall winter sweaters women
MADEWELL Bobble Sweater Bright Ivory

 

 

 

Line & Dot Mila Sweater Heather Grey braided knit pom pom fall winter sweaters
Line & Dot Mila Sweater Heather Grey

 

 

 

This cute casual sweater is perfect for after work or a lunch date with friends in the city! It’s available in a wide array of colors. I personally love this color the best. Which one is your favorite?

VINCE CAMUTO Cotton Popcorn Sweater Color Eucalpytus fall winter sweaters
VINCE CAMUTO Cotton Popcorn Sweater Color Eucalpytus

 

 

 

cupcakes and cashmere Angie Sweater pompom fringe ivory  fall winter sweaters women
cupcakes and cashmere Angie Sweater Ivory

 

 

 

The trendiest sweaters for fall 2019/winter 2020

If you’re searching for a trendy sweater for fall 2019/winter 2020, you can’t go wrong with statement sleeves. Statement sleeves are incredibly popular, especially balloon sleeves and puff sleeves! This banana sleeve funnel neck sweater is beyond fabulous! I love this chic beige shade. It’s only $85 and selling out very quickly.

TOPSHOP Banana Sleeve Funnel Neck Sweater Beige fall sweaters winter
TOPSHOP Banana Sleeve Funnel Neck Sweater Beige

 

 

 

525 America Puff Sleeve Sweater Olive Green Melange cable knit balloon sleeves women sweaters
525 America Puff Sleeve Sweater Olive Green Melange

 

 

Mock necks are a must this season as well! This high low mock neck sweater is available in tons of different colors and is very budget-friendly. It’ll make a fabulous holiday gift as well.

CASLON Mock Neck High Low Sweater Grey Light Heather fall winter sweaters women
CASLON Mock Neck High Low Sweater Grey Light Heather

 

 

 

I love this funnel neck sweater and the lace up detailing on the sleeves! It’s available in ivory or black, and is only $45!!!

VERO MODA Glendora Funnel Neck Sweater Oatmeal fall winter sweaters women
VERO MODA Glendora Funnel Neck Sweater Oatmeal

 

 

 

FREE PEOPLE Merry Go Round Sweater Ivory fall winter sweaters women
FREE PEOPLE Merry Go Round Sweater Ivory

 

 

 

The perfect cold shoulder sweater for date night!

1. State Cross Neck Cold Shoulder Cotton Blend Sweater Silver Heather fall winter sweaters women
1. State Cross Neck Cold Shoulder Cotton Blend Sweater Silver Heather

 

 

 

Off the shoulder sweaters are a must! My favorite off the shoulder sweater! It’s available in tons of colors, and I want them all. Can you believe it’s under $60? I can’t either!

LEITH Off the Shoulder Sweater Pink Adobe fall winter sweaters women
LEITH Off the Shoulder Sweater Pink Adobe

 

 

 

Line & Dot Sylvie Sweater Ivory fall winter sweaters women
Line & Dot Sylvie Sweater Ivory

 

 

 

Must have puff sleeve off the shoulder sweater!

Margo Off-The-Shoulder Sweater Ivory Puff sleeves women fall winter sweaters
Margo Off-The-Shoulder Sweater Ivory

 

 

Discover more fall and winter fashion trends and must haves in our style section: https://candieanderson.com/style

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