Like many of you, I have been living in casual wear for months now! Trust me, I don’t mind living in cozy clothing but lately, I have been shopping for items that I can dress up easily and effortlessly. A few weeks ago I was browsing Abercrombie searching for a few must haves for LTK Day when I stumbled on a few cute casual sweater dresses that I just had to have.
The thing I loved the most about them is that they can be dressed up or down easily and effortlessly. You can pair them just as easily with white Golden Goose sneakers as you can with ankle booties, combat boots or wedge sandals – if it’s still warm in where you live! They’re perfect for the pumpkin patch, brunch, church, date night, Thanksgiving, and the holiday season.
If you’re searching for a cute new casual sweater dress for fall and winter, you’re in luck! Today, I’m excited to share 21 dresses you’ll love and wear time and time again.
Casual neutral sweater dresses you’ll love
I love wearing neutrals during the fall and winter months! They’re so easy to accessorize with classic black or tan leather jackets, boots, and more. This fabulous funnel neck dress is under $80 and will be a staple in your wardrobe for years to come.

I can’t get enough of classic casual sweater dresses, especially this Vero Moda long sleeve dress! It comes in three different colors, and I want them all. This one will look great on its own, but will also look phenomenal with your favorite suede jacket and pumps or boots. How will you wear it?

This best selling mockneck dress is incredibly versatile! This is one you can wear to the office with pumps and a blazer, and a moto jacket after work for drinks. It’s also perfect for the weekend with sneakers. This dress comes in three different colors and is also available in regular, petite, and tall! As someone who is under 5’4″ this is a must! Most dresses I purchase that are supposed to be above the knee tend to hit right at the knee or midi length. It’s always a plus to find a dress that actually fits!

As a huge fan of everything cable knit (I also have a post dedicated to cable knit sweater dresses!) I am head over heels in love with this cable knit dress. It comes in two colors: white and dark green! They’re both perfect for winter and the charming holiday season. If you’re searching for the perfect dress to wear for family photos or for Christmas morning at your parents’ house, this is definitely it!

When it comes to casual sweater dresses, you can’t go wrong with this long sleeve turtleneck dress. I love that it comes in three colors: dark brown, dark grey, and light brown! It’s super affordable at under $70 and is one you’ll wear for years.

Chic Sleeveless Sweater Dresses
This fabulous sleeveless ribbed dress is one you can wear throughout the year! You can wear it with slides, heeled sandals, and sneakers during the warm spring, summer, and early fall months. Come winter it will look great under your favorite distressed denim jacket, faux fur coat or a chic leather moto! The options are endless.

Don’t you just love cowl neck dresses? I do too! They are gorgeous, chic, and classy! This sleeveless Show Me Your Mumu Fauna Dress is one you can wear with faux fur jackets, teddy bear coats or moto jackets.

The thing I love the most about this sleeveless Macy midi length dress is that it can be worn throughout the year! You can pair it with flat sandals or slides during the spring and summer months. It’ll also look great with strappy heeled sandals for wedding season or date night! This beauty will be ideal for the holiday party season with an oversized coat! The options are endless.

Cozy Sweatshirt Dresses You’ll Love
The pandemic started during the warm spring months here in California. I have yet to experience it during winter-like weather. I can’t wait to cozy up in warm clothing! One thing is for sure, this Socialite long sleeve sweatshirt dress is a must for chilly fall and winter days. It comes in grey, black, is only $45 (with free shipping!), and has pockets. Like many of you, I live for dresses with pockets! This cute dress will look great with this season’s hot trend: combat boots! You can also wear it with your favorite statement sneakers.

I can’t wait to curl up in this taupe sweater dress! It is perfect for relaxing in. You can wear it to run errands in, on vacation this winter or for family photos. It will look just as great with black ankle boots as it will white sneakers!

Trendy Casual Sweater Dresses With Statement Sleeves
It’s no secret statement sleeves are everything in the world of fashion, and have been for quite some time! Here are a few fabulous casual sweater dresses you’ll love with trendy sleeves you’ll adore. First on my list is this long sleeve blouson dress! It comes in three different colors: buckthorn brown, black and light grey melange. The best part is it is super affordable at just $65! You can dress it up or down easily and effortlessly with shoes, jewelry and accessories.

How fun is this Free People Emmaline dress? I love the blouson sleeves, detailing and fit and flare shape! It comes in two different colors and is selling out fast! Be sure to grab it while you can.

My love is strong for this ribbed bell sleeve dress! This popular shade of mustard yellow is perfect for fall and Thanksgiving! You can wear it to dinner with the family or out to lunch with a friend.

You can’t go wrong with puff sleeves, especially this sweater tunic dress in dark orange! It’s available in this lovely fall shade and in classic black! It looks great with athleisure-inspired sneakers and will look just as fab with your favorite pair of close toe or open toe mules.

Wayf is one of my favorite brands when it comes to trendy and affordable clothing! This chic Wayf Lola puff sleeve turtleneck dress in gray is on my winter wish list! I love that I can just throw it on with sneakers or boots and be out the door!

Classic Little Black Sweater Dresses
I can’t get enough of this trendy puff sleeve dress! It’s available in light brown and in black, and in sizes regular, petite and tall. This beauty will look fabulous with knee-high boots, over the knee boots, slides, mules, and sneakers! This is one you can wear throughout the year. It is perfection.

Every woman needs a fabulous little black casual sweater dress that she can wear time and time again during the fall and winter months! This gorgeous flared sleeve ribbed turtleneck dress is stunning. I love how they paired it with snake print boots. It’ll also look amazing with square toe, and croc-embossed boots as well.

The fit and flare silhouette has long been a favorite! It’s classy, chic, and always on-trend. In fact, this fit and flare dress is so trendy it’s nearly sold out. Don’t miss out on this gorgeousness before it sells out!

This chic mini dress looks as fabulous with a plaid shacket (shirt and jacket) as it does with a distressed denim jacket or cardigan!

Must Have Charcoal Turtleneck Sweater Dresses
My love is strong for this Helena oversized turtleneck sweater! It is beyond fabulous and will pair well with every item in your closet. This piece is incredibly versatile and is one you will wear time and time again for autumns and winters to come.

If you love the look of the dress I featured above but searching for one under $50, you’re in luck! Daily Ritual is one of my favorite Amazon brands. I have bought countless items and featured them in my Amazon Shop. The clothing is well made, trendy, and budget-friendly. This Daily Ritual wool-blend dress is on my wish list. It’s available in many different colors, but as of right now most sizes are sold out. There are a few still available though! If this charcoal dress is on your list and available in your size grab it ASAP, as I’m not sure when it will be restocked!

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