10 Stretchy, Comfy Summer Dresses Under $50 from Amazon
The older I get, the more I care about comfort. I don’t want to wear anything scratchy, stiff, or tight. So, lately, I’ve been leaning towards soft, stretchy summer dresses.
Today, I’m sharing seven summer dresses I found on Amazon that are cute, inexpensive, and so comfy you’ll never want to take them off.
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1. Surplice Maxi feels like P.J.’s.
All the dresses I’m sharing, including this hot pink surplice maxi, have one thing in common: they feel like super comfy PJs or yoga pants! That’s because they’re made from light, smooth fabrics like rayon stretch jerseys.
They’re summery, super soft, and flowy – more like elevated loungewear with that relaxed, informal look and feel that everybody is after. And they’re feminine!
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2. Comfy Drawstring Waist T-Shirt Dress
This comfy T-shirt dress is a bestseller on Amazon, and it’s no wonder. It’s light and ultra-soft, featuring a stretchy drawstring waistband that provides a great shape without being too tight, like a belt.
It’s also a handy dress to have in your closet when you feel a bit bloated. You can loosen or tighten the drawstring as you please, like a pair of joggers, and it always looks great.
This cute t-shirt dress comes in dozens of colors and prints. The length is perfect for gals our age – not too short, but not long and dowdy either!
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3. Soft, Sleeveless Woven Shirtdress
This cheery red shirtdress from Amazon Essentials is a great way to dress casually and feel comfortable in the summer. It’s 100% rayon, so it’s smooth and soft, and has a comfy, stretchy waistband under the self-belt.
I love the style. Many shirt dresses have a straight, up-and-down cut, but this one features a fit-and-flare silhouette that nips in, giving you a more feminine shape.
Slip your hands in the pockets and do a little swing. This comfortable, flirty sundress is great for everyday wear.
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4. Easy Cotton Polo Dress
Polo-style dresses, whether long or short, designed for active lifestyles, can be incredibly comfortable. This easy-wearing cotton dress is from one of my favorite brands on Amazon – Nautica.
I love the sporty sailor stripes, classy color block trim, and cute side slits. No buttons or zippers make this an extra comfy summer dress. Just pull it over your head and go!
And don’t you love that fresh, modern blue? It is a perky color and a modern change from the traditional navy or black striped dress.

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5. Relaxed Empire Waist Maxi Dress
This pretty blue floral maxi dress is a comfy summer find. I love the perfect round neckline and high empire waist, which draws the eye upwards and lets your stomach breathe.
It’s a great way to camouflage a jelly belly. Add a wicker bag, a pair of chic sunglasses, a touch of jewelry, and some classy sandals, and you’ll look fabulous! A few accessories go a long way.
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6. Soft Tie Waist Sundress
I was thinking about tying on one this summer! Then check out this cute and comfortable Tie tie-waist sundress.
If you like short sundresses, this one is great due to its soft feel and elegant, minimalist style.
The main focus is this soft, stretchy wrap waist belt. It’s built into the dress from behind and ties up at the front, creating curves where you didn’t know you had them!
This deep, rich wine color is gorgeous, but you can get this dress in many other pretty colors and prints.

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7. Stretchy T-Shirt Maxi Dress
No summer wardrobe would be complete without a stretchy, sporty striped maxi dress. Black and white are chic, and stripes are perfect for a nautical summer vibe.
When stripes are too thin or thick, they can often throw your proportions off, but with this dress, you will have no problem. This fabulous maxi would be perfect for a poolside BBQ, the beach, or a cruise!
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8. Short Stretchy Surplice Dress
If this looks familiar, it’s because it’s the same dress as #1, just in a shorter version.
I bought this dress again at a different length because I love the flattering neckline. It’s also incredibly comfy and practical—you can swear it’s a swimsuit cover-up.
Easy, breezy, and soft, these cute coral dresses come in a variety of colors and prints.
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9. Stretchy Tank Dress
This pretty floral dress is a variation on some of the other Amazon dresses I’ve been showing you, but this time with a tank-style neckline. It has plenty of stretch, so it feels good and gives you a great shape. The best part is that the straps are wide enough that you can wear a
regular bra. It comes in several colors and prints, so be sure to take a look.
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10. T-Shirt Maxi
This thin, light T-shirt maxi dress is silky, super soft, and flowy—perfect for my gals who love anything bodycon. Me—I wear shapewear with this one!
Amazon offers a wide selection of super-comfortable, casual summer maxi dresses in various colors and styles. Many are from Amazon Essentials, their brand of wardrobe basics, so be sure to check them out!
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Those are all cute dresses. You look great in the blue one! So young! I love your hair, even if you think you need a beauty app!
Glad to know you are a fan of my blog and newsletter. These stretchy dresses are super comfy right now.