Cute Summer Dress Outfits: Your Guide to Looking Flawless From Day To Night

We don’t know about you, but we partly love summer because we get to wear summer dresses! They’re breezy, fun, and oh-so-versatile. Whether you’re heading to a brunch with friends, a rooftop party, or even to work, there’s a summer dress out there for every occasion. And thank God for that! 

But tapping into the versatility of these summer dresses is the key to enjoying them throughout the season. So, we put together this guide to help you rock your casual summer dresses—from maxi dresses to simple, cute sundresses—from sunrise to sunset. So continue reading!

Casual Summer Dresses for Daytime

Wanna turn heads with the best summer dresses? Well, here are some tips to help you look stylish while getting protection from all that prickly sunshine (IYKYK). 

1. Sundresses

Sundresses are the ultimate summer essential, crew! These classic summer BFFs are all about bright colours, fun prints, and breezy fabrics. They're lightweight and comfy, with sleeveless or short-sleeve designs to keep you lookin' fresh all day.

Perfect for beach days, brunch dates, or just kickin' it with your crew. You can't go wrong with a sundress in your summer rotation.

2. Shirt Dress

Shirt dresses are the perfect blend of casual and chic, with button-down laidback vibes. Rock 'em at home, at a picnic, or wherever the day takes you.Ideal for low-key days out, picnics in the park, or even a casual work situation.

3. T-Shirt Dress

T-shirt dresses are loved for their comfy but super stylish look. You can even make them more sassy by going for some cool graphic or band tees. Accessorise your t-shirt dress with sneakers and baseball caps, or add a statement necklace for that extra oomph—it depends on the kind of day you’re having. 

Cute Summer Dresses for Evening

Amp up the glam of your summer evenings with these stylish but casual summer dresses:

Slip Dress

Slip dresses are all about that silky-smooth style, besties! Rock 'em for those summer nights out — from rooftop parties to date nights. Depending on the fabric and pattern, this slinky number can be surprisingly versatile for girls.

Maxi Dress

Maxi dresses are all about that flowy, floor-length glam. Rock 'em for those summer nights when you wanna feel like a goddess.Whether you're beachbound or hitting a summer soirée, maxi dresses bring drama in all the right ways.

Wrap Dress

This figure-flattering style is a good idea for showing off that summer look. Pair your dress with solid colours and textured fabric (or fun prints), strappy sandals, and a statement clutch or necklace. From brunch to cocktails with the crew, wrap dresses are versatile for any summer vibe.


Summer dresses aren't just about fashion; they're a whole vibe. Think Betty Cooper from Riverdale, stunning in her iconic sundresses, or Blair Waldorf from Gossip Girl, rockin' unforgettable summer looks like the periwinkle blue, backless dress with a crimson belt.

Let's uncover twenty summer dress styling tips that'll have you rockin' it from sunrise to sunset!

Styling Summer Dresses for Daytime

Sundress Styling:

  1. One simple way to style a sundress is by pairing it with sandals or white sneakers and a straw hat
  2. Or you could layer it with a denim jacket for breezy days
  3. If you want a more boho vibe, tie a bandana around your neck

Shirtdress Styling:

  1. Leave it open with shorts and sando for a relaxed look
  2. Pair them with knee-high boots and a handbag of your choice
  3. Roll up the sleeves of your shirt dress and add a belt to cinch the waist

T-Shirt Dress Styling:

  1. Belt your t-shirt dress for a little more dressed-up look
  2. Layer it over leggings
  3. Pair with a flannel tied around your waist for the grunge vibe

But wait! There's more. Let's create some looks that will be a sure hit with your crowd when you want to step out on a summer evening!

Styling Summer Dresses For the Evening

Slip Dress Styling:

  1. Wear a tight-fit T-shirt for a slightly casual but still party look.
  2. Dress it up with a blazer or leather cropped jacket for those banquet soirees. 
  3. Pair it with a denim jacket when going to work for a more casual look. Remove the jacket for your evening soiree. 

Maxi Dress Styling:

  1. Consider adding a belt to accentuate your waist. 
  2. And if you’re expecting the evening temperature to drop, layer it with a kimono or a shawl. 
  3. For a casual look, pair it with a hat and a sling bag.

Wrap Dress Styling:

  1. Pair it with a denim jacketfor a casual look
  2. Dress it up with a blazerand heels for a night out

The best summer dresses can work for both evening and daytime, the key is to switch the accessories! For example, your slip dress can be daytime-appropriate with sandals and a denim jacket. And you can glam up your t-shirt dress with heels and a statement necklace. 

And remember, fashion is all about expressing yourself, so feel free to tweak these styles to suit your personal taste! 

Summer Dresses, the Sweet Siren

Honestly, we’re not surprised you want to style summer dresses for both day and evening. Cute summer dresses have their charm. But remember, confidence is the ultimate accessory, so rock those looks with your unique flair!

Don’t forget to tag us on social media with your best #OOTD — we’d love to see how you’re styling your cute summer dresses. And hey, while you’re at it, why not become a The Souled Store Insider? You’ll get exclusive access to new drops, special discounts, and more. 

Frequently Asked Questions

  1. What is a summer sun dress?
    1. Summer dresses are quintessential dresses made with breathable and light materials to keep you cool in hot weather. Generally, summer dresses are brighter and bolder in colour and feature patterns that represent the season.
  2. What to wear on cool summer evenings?
    1. If your summer evenings are chilly, pair your summer dress with a denim jacket or blazer, depending on the occasion.
  3. How can you transform a day dress into wear in the evening?
    1. Transform your day dress into an evening stunner with a few quick tweaks. Add statement jewelry for a touch of glamour, layer with a blazer or jacket for sophistication, and swap flats for heels to elevate your style. Opt for smoky-eyed makeup for added allure, and above all, wear confidence like an outfit—it's the ultimate accessory!
  4. What is a milkmaid dress?
    1. A milkmaid dress is a style characterised by a square neckline, puffed sleeves, and a fitted bodice that flares out into a flowy skirt.