How to Style the Trendiest Summer Dresses of 2020

Freshen up your closet and learn how to style these 2020 sundress trends!

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With May almost here, I can hardly wait to break out my summer sundresses. To get you excited, too, today I’m sharing a list of the trendiest summer dresses of 2020.

Now we are still a bit of a ways away from summer but this shouldn’t stop us from prepping our wardrobe. Most of us are still social distancing, so to keep sane why not look towards brighter days filled with cute dresses?

Puff sleeves, flouncy minis, and nightgown inspired dresses are popping up in stores everywhere — and I can’t wait to try these spring summer 2020 fashion trends.

Below, I’ll show you the trendiest dresses for summer 2020, plus chic ways to style them.

{RELATED POST: The 15 Best Dresses Under $50 for Summer 2021}

How to Wear the Trendiest Summer Dresses of 2020

Puff Sleeve

Summer dresses 2020 guide - White sundress outfit: Banana republic puff sleeve white sundress, woven basket bag, gold watch, brown leather sandals

Products: Dress – Banana Republic, Headband – J.Crew, Watch – Nordgreen Watches, Basket Bag – Last Call Nieman Marcus, Sandals – Madewell

Puff sleeves have been having a major moment these past few seasons. And this summer they’re still going strong.

I love the puff sleeves look: It brings a sense of enchantment and femininity to a dress without going over the top. This simple white number from Banana Republic is a chic way to wear puff sleeves this summer.

Such a breezy linen cotton dress can be dressed up or down. It’s light and airy, so it pairs well with simple sandals, a classically stylish gold watch, and a basket bag.

Take your dress to the beach, for dinner with friends, or style it on a casual day at home. 

Gingham Mini

Unique Vintage gingham mini dress, pink puffy headband, pink handbag, and embroidered white Keds

Products: Dress – Unique Vintage, Headband – ASOS, Bag – Unique Vintage, Shoes – Keds

When styling gingham, you want to avoid looking like a picnic blanket — but that’s not as hard as you’d think.

This retro inspired blue and white mini from Unique Vintage is a great choice. It brings a romantic, feminine vibe thanks to its a-line shape and bow tie. Casual and breezy, you’ll be darling this summer in gingham.

To style, I suggest simple white sneakers with an element of femininity. These daisy embroidered shoes from Keds are perfect. Finish the look with a pop of pink by adding a padded headband

 Vintage Floral

Summer dresses for 2020: Floral dress from & Other Stories with dainty jewelry, brown cross body b & Other Stories. Also styled with Madewell brown sandals

Products: Dress – & Other Stories, Earrings – & Other Stories, Necklace – & Other Stories, Purse – & Other Stories, Shoes – Madewell

I know what you’re all thinking, “Florals for spring? Groundbreaking”. Each year the floral print always comes back into style. To be honest, florals are in style year round but vintage-inspired florals have a certain je ne sais quoi to them which we all love.

This flirty mini with puff sleeves from & Other Stories brings a breath of fresh air to this long loved style. A soft green dress sprinkled with little white flowers offers a simple, feminine vibe. It’s so easy to style!

Keep with the simplicity of this little dress by wearing it with minimal accessories. A pair of strappy sandals, some dainty jewelry, and a handbag are all you need. 

 Nightgown Inspired 

Nightgown inspired dress by ASOS style with J.Crew daisy headband, & Other Stories necklace and earrings, and Madewell brown sandals

Products: Dress – ASOS, Headband – J.Crew, Earrings – & Other Stories, Necklace – & Other Stories, Shoes – Madewell

Love it or hate it, nightgown-inspired dresses are taking the fashion world by storm.

Personally, identifying myself as a “grandmillennial”, I love it more than anything. Floral prints, swiss dot cottons, smocking, long flowy silhouettes, these are a few of my favorite things.

However, I can see how this sounds like you might look like the ghost of Christmas past… If you want to look chic in this trend, here is an easy, cute look to get you inspired.

This lightweight cotton maxi from ASOS is delicate and romantic. It’s a cute example of the nightgown look that doesn’t go over the top. It’s floaty, whimsical, and perfect for running around in a field of flowers (or, let’s be real, just lounging on the deck outside).

Enhance the whimsical nature of this maxi by adding a simple pair of sandals and dainty jewelry. This creates an easy, comfortable look that you’ll want to wear again and again.

What do you think of our guide to summer dresses for 2020?

How will you be styling your sundresses this summer? Let me know in the comments section down below!

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