7 Sweatshirt Dress Outfit Ideas To Wear In 2023
Sweatshirt Dresses are all the rage this season.
They offer a modern take on sweater dresses and are an optimal choice for more casual occasions.
While there are several different styles to choose from, one thing is for sure – its is the perfect throw-on-and-go option for cooler weather.
It’s comfortable, practical, and can be styled in a variety of ways.
If you’re on a budget or simply enjoy finding great deals, you’ll love that the sweatshirt dress we’re using throughout this post is a total steal from Amazon.
Not only is it my favorite sweatshirt dress, but it’s also one of my favorite dresses of all time!!
So, if you’ve been wondering how to wear a sweatshirt dress to fit your personal style, check out the different ways I’ve styled it below for some inspo!
Sweatshirt Dress Outfit Ideas
1 – Sweatshirt Dress With Sneakers
This is one of my favorite ways to style a sweatshirt dress.
You can never go wrong with a pair of platform sneakers for a chic look.
Choosing an edgier pair like the ones above is a great way to elevate the look while still being comfortable.
You can wear any style of sneaker you prefer but high tops are a great option for most sweatshirt dress styles.
The hooded sweatshirt dress I’m wearing above is a total steal.
I originally saw something similar on the Nordstrom website and immediately made my way over to Amazon (as I usually do) and BAM!
I found this gem.
This dress is super affordable, fits true to size, and is of great quality.
The Converse sneakers are a bit of a splurge but are so incredibly comfortable.
Interestingly enough, I find that the platform Converse are way more lightweight and comfortable than traditional Converse.
They aren’t bulky or heavy.
Check this post for a ton of Platform Converse Outfit Ideas.
2 – Sweatshirt Dress With Thigh-High Boots
In cold weather, consider over-the-knee boots and add some tights/leggings for more warmth if needed.
This is an easy way to take your dress from day to night and make it multifunctional.
While I chose to go with a monochromatic look, you could easily swap out the black boots for something a bit more colorful.
One important tip when styling this way is to find a dress that is the right length.
If your dress is too long OR too short you likely won’t get the look you’re going for.
Showing just the right amount of skin is key.
Mid-thigh and slightly longer are typically ideal.
Polishing off this outfit with the right accessories can really elevate the look.
A bold necklace, hoop earrings, or even a statement bag can have a huge impact.
Adding a black leather jacket is the perfect way to add some edge if that’s more your vibe.
3 – Sweatshirt Dress With Combat Boots
Prefer an edgy look?
If so, pairing your sweatshirt dress with combat boots is a great idea.
The great thing about this look is that it’s a bit bold and unexpected, and we’re here for it!
Whether you like chunky boots like the Doc Martens above or something a bit more subtle, either work.
The thick soles of combat boots provide a bit of extra warmth on chilly days.
If they feature a lug sole (which many do) you can easily wear this combo throughout the winter.
If you want to add a bit more warmth, consider adding an extra layer with leggings or tights underneath.
For an extra touch of style, try accessorizing with a blanket scarf or hat.
With just a few simple pieces, you can create an effortlessly chic outfit that’s perfect for both fall and winter weather.
4 – Mini Sweatshirt Dress With Snakeskin Boots
This combo will definitely take a casual sweatshirt dress outfit to the next level!
Knee-high boots can provide a stylish look, especially in a fun print like snakeskin.
Knee-high boots sometimes work better for shorter people than high-high boots because there is still some skin showing on the legs.
However, this is a personal preference.
If you find over-the-knee boots to be too concealing for you then a knee-high style is one you might want to try.
Add in a quilted crossbody purse and you’ve got a perfect outfit for date night or a night out with girlfriends.
If you need a good pair of snakeskin boots, check out this pair by one of my favorite brands.
5 – Sweatshirt Dress With A Denim Jacket
Chances are, you can probably create this whole outfit with pieces you already have in your closet!
There’s no question that denim jackets are a wardrobe staple, especially for fall outfits.
They’re versatile, go with everything, and can be dressed up or down as needed.
This style is perfect for those days when you want that laid-back look but still want to look put-together.
If you prefer a more casual look, opt for an oversized fit (like above) and leave the jacket open.
Since denim jackets come in different lengths, they work for all body types and you can choose the one that best fits your shape and style preference.
For an even more polished look drape the jacket over your shoulders.
For colder months, don’t be afraid to layer another piece underneath the dress.
There are so many different colors you can choose for this combination.
Whether you’re a neutral queen or prefer bold and bright hues, you can use whichever you please.
In the winter months, you can swap out the denim jacket for a heavy trench coat on cold days.
This camel coat is a great option! It is so soft and cozy and roomy so you’ll have plenty of room underneath for a sweatshirt dress, oversized sweater, etc.
Add a pair of sneakers or sandals and you’re good to go!
6 – Sweatshirt Dress With A Baseball Cap
Dresses with long sleeves are a perfect choice for the fall season and throwing on a baseball cap is an easy addition to complete a sporty yet cozy look.
Choose a cap that contrasts with the color of your dress, or go for a classic black-and-white look.
You can also get creative with textures, pairing a satin cap with a cotton dress or vice versa.
To give a sweatshirt dress a bit more shape pair your dress with a thin belt or tie a button-up around the waist (love this style!).
Both ways work well and help to flatter your figure.
6 – Sweatshirt Dress With Ankle Booties
Pairing a hoodie dress with a great pair of ankle boots is another way to complete your outfit so you don’t look like you just rolled out of bed.
Ankle booties are one of the most versatile pairs of shoes a woman can own.
From square toe styles to pointed, round, and so much more, there are plenty of options to choose from.
The key to choosing a pair of booties to style with your sweatshirt dress is to pick a pair that matches the occasion.
If you want to wear your sweatshirt dress on a rainy day, the waterproof booties I’m wearing above are a good option.
How To Wear Ankle Booties With A Sweatshirt Dress
- Running errands/coffee with friends? A chunky lug-sole heel works great (like above).
- Work Meeting? Pointed leather booties add some class and you can even add in a pair of tights if you feel your dress is a bit too revealing/short.
- Night out? Throw on a pair of fashion tights for a fun and unexpected twist.
7. With White Low Top Sneakers
You can never go wrong with a pair of classic white sneakers.
This is another one of the easiest ways to create a simple outfit that can easily go from lunch with friends to running errands to sports practices and games with the kids.
This grey sweatshirt dress is actually the exact same one I’m wearing in the photos above!
This pair of sneakers is a great choice for a sporty look like this.
I’ve been wearing them for years and they are so incredibly comfortable.
They have that “lived-in” look which has become incredibly popular in recent years, and they are a great alternative to some of the designer options out there.
It’s easy to see why the sweatshirt dress is a wardrobe must-have for the cooler weather.
With just a few key pieces, you can easily create a stylish outfit that will keep you warm all season long.
Conclusion
Creating a great look with a sweatshirt dress is a lot easier than most might think.
For casual days, consider a denim jacket and a comfortable pair of sneakers.
For dressier occasions, slouchy boots and the right accessories are all you need!
It’s easy to see why the sweatshirt dress is a wardrobe must-have for the cooler weather.
With just a few key pieces, you can easily create a stylish outfit that will keep you warm all season long.
I hope you enjoyed these sweatshirt dress outfit ideas and feel confident putting together your next outfit!
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- What To Wear With Leggings (+10 Outfit Ideas)
- How To Wear An Oversized Sweater 10 Ways
- How To Wear Joggers {Without Looking Sloppy
- How To Wear Skinny Jeans With Booties
Love these styling tips? Be sure to check out my Instagram where I share tons of affordable fashion finds, outfit ideas, and live try-ons.
