Every item on this page was chosen by a The Pioneer Woman editor. We may earn commission on some of the items you choose to buy.
Bestseller
The Somerset Maxi Dress
Bestseller
The Somerset Maxi Dress
Credit: AnthropologieIf you haven't purchased The Somerset dress yet, we think now is the time! It is the most reviewed dress from Anthropologie ever, and this new print is one of the best there is. It comes in petite and plus sizes, too!
Best Wrap Dress
Floral Wrap Dress
Best Wrap Dress
Floral Wrap Dress
Now 21% Off
Credit: AmazonWrap dresses are always so flattering and feminine. Add in flowy flutter sleeves and you've got yourself an even bigger winner! There are over 30 pretty prints and solid colors to choose from, too.
Adjustable Fit
Short Sleeve Loose Maxi Dresses
Adjustable Fit
Short Sleeve Loose Maxi Dresses
Credit: AmazonOur favorite part of this dress is the tie waist. You can cinch it for a fitted look or wear it loose for a more flowy style. The tropical print is perfect, too, but if you want something else, check out the other 10+ options.
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Taste of the Tropics
Hilo Wrap Dress
Taste of the Tropics
Hilo Wrap Dress
Credit: Everything But WaterFeel like you're in Hawaii whether you are or not with this tropical print pick. The adjustable tie waist keeps it comfortable and the wrap style will look flattering on anyone.
5-Star Reviews
Maren Midi Dress in Wildflower Bouquet
5-Star Reviews
Maren Midi Dress in Wildflower Bouquet
Credit: Draper JamesWith a trendy square neckline and midi hem, this dress will have you looking perfectly in style while vacationing. And while we adore the floral print, our favorite part is the subtle dot texture on the fabric.
Flowy Style
Print Kimono Maxi Dress
Flowy Style
Print Kimono Maxi Dress
Credit: AmazonLong live the comfy kimono-inspired dress! It offers a loose fit where you want it but stays flattering thanks to the cinching at the waist. We love the flowy ocean feel of this pastel print, but there are over 30 other options to choose from if you want something else.
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Indigo Wave Joey Maxi Dress
Indigo Wave Joey Maxi Dress
Credit: Wolf & BadgerThis abstract print is reminiscent of beachy waves without being too on-the-nose. We love the drapy look that's equal parts casual and dressy at the same time. It would look just as good with a pair of flip-flops as it would with strappy heels!
Editor's Pick
The Ellie Nap Dress
Editor's Pick
The Ellie Nap Dress
Credit: Hill House HomeNo list of summery dresses would be complete without the super popular Nap Dress. The smocked bodice will feel ultra comfortable while the fluttery sleeves give it such style. And that classic blue and white stripe pattern? Why, it has all the nautical vibes!
$20 Find
Boho Long Maxi Sundress
$20 Find
Boho Long Maxi Sundress
Credit: WalmartThis palm leaf print dress will have you feeling like you're in paradise... especially since it's only $20! We love the flattering halter neckline and cute bow that cinches at the waist.
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Extended Sizes
Halter Maxi Dress
Extended Sizes
Halter Maxi Dress
Credit: GapIf super vibrant colors aren't your vibe, look pretty in pastels! This tiered halter dress has a loose but flattering fit and hits right above the ankle―on anyone! It comes in petite, regular, and tall sizes.
Pretty in Pink
Gathered V-Neck Maxi Dress
Pretty in Pink
Gathered V-Neck Maxi Dress
Now 52% Off
Credit: BodenYou don't necessarily need a print to feel that vacation vibe. A bright color like this stunning pink will do the trick! The relaxed fit and super flowy fabric will keep you comfortable and confident in the heat, too.
Ready for the 4th
Americana Stripe Short Sleeve Gio Maxi Dress
Ready for the 4th
Americana Stripe Short Sleeve Gio Maxi Dress
Credit: TuckernuckRed, white, and blue stripes are perfect for all those summer holidays, even if you're not in the good ol' USA. The comfy T-shirt look is a classic that you can wear anywhere, too.
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Super Soft Fabric
Multi Palm Sleeveless Tiered Maxi Dress
Super Soft Fabric
Multi Palm Sleeveless Tiered Maxi Dress
Now 59% Off
Credit: Lands' EndSoft jersey fabric, a flattering tiered skirt, and a perfectly seasonal print―this dress has all the makings of a vacation dress, for sure. Check out the six other color options, too! They are all totally different and totally fun.
Best Vintage-Inspired
Linen-Blend Tie-Back Tiered Maxi Dress
Best Vintage-Inspired
Linen-Blend Tie-Back Tiered Maxi Dress
Credit: GapThis vintage-inspired cutie is equal parts retro and modern, and the linen blend fabric is just perfect for warm weather. It's available in regular and tall sizes, too, depending on where you want the hem to hit.
Transitional Colors
Twist Front Maxi Cami Maxi Dress
Transitional Colors
Twist Front Maxi Cami Maxi Dress
Credit: BodenThis tie-front silhouette is not only super flattering but also perfect for a day on the beach. We love that the colors are fall-friendly, too. Just pop on a sweater and some boots!
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40+ Prints
Tie-Dye Sleeveless Maxi Dress
40+ Prints
Tie-Dye Sleeveless Maxi Dress
Credit: AmazonEven though we love prints, sometimes you just need a little tie dye in your life. And vacation is the time to do it! This casual cotton blend maxi has pockets, and it comes in dozens of pattern and color options.
Commerce Editor
AnnMarie Mattila is the Commerce Editor for The Pioneer Woman, covering products ranging from home, fashion, beauty, and more.
Belle Bakst is a fashion market assistant for BAZAAR. When she's not in the office you can find her at Bergdorf Goodman, or thrifting in Chelsea. She can virtually always be seen with a coffee in hand. Follow her on instagram @littlefashionstylist.
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