It's Always Maxi Dress Season For Us, and These 25 Styles Will Transition Well Into Fall

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Whether you're lounging on your sofa or hitting the city pavement, you can always count on a comfortable maxi dress to keep you at ease all day. It's one of those pieces you can wear with sandals, closed-toe shoes or sneakers, plus you'll never feel restricted in it. Your sweatpants may start to collect dust because they just don't compare to the freedom of a dress.

If you're searching for a comfy piece you can wear for work, weekends, and just hanging around, let us be your guide. It's our job to uncover the styles customers are raving about. Read on to learn what's worth your investment and buy something new for fall.

— Additional reporting by Macy Cate Williams

For a Tie Dye Treatment: Knox Rose Sleeveless Knit Dress
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For a Tie Dye Treatment: Knox Rose Sleeveless Knit Dress

Bring your love of tie dye to your street style with this Knox Rose Sleeveless Knit Dress ($21, originally $25). Between the easy silhouette and drawstring waist, this is one maxi dress you'll want to wear both at home and in public.

For the Next Plane Ride: H&M Sleeveless Maxi Dress
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For the Next Plane Ride: H&M Sleeveless Maxi Dress

Headed to the airport, and want something comfy? This H&M Sleeveless Maxi Dress ($25) has you covered with effortless style, a relaxed silhouette, and maximum comfort.

For a Night Out With Friends: H&M Wide-Cut Lyocell Dress
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For a Night Out With Friends: H&M Wide-Cut Lyocell Dress

This H&M Wide-Cut Lyocell Dress ($40) will look good with slide sandals for a day about town, as it will with some kitten heels and a chunky necklace for a night out with friends.

For a Summer-Friendly Frock: Knox Rose Sleeveless Tiered Dress
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For a Summer-Friendly Frock: Knox Rose Sleeveless Tiered Dress

Consider this Knox Rose Sleeveless Tiered Dress ($35) your secret weapon during the dog days of summer. This pick is made with a lightweight, breathable fabric, plus the spaghetti straps are heatwave-friendly.

For Date Night: H&M Long Silk-Blend Dress
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For Date Night: H&M Long Silk-Blend Dress

Whether you're looking to impress a first date or you're on your third one with someone you like, this H&M Long Silk-Blend Dress ($149) will be sure to get noticed. Finish the look with some kitten heels and a small shoulder bag.

For a Beach-Ready Pick: Zara Tie-Dye Gauze Dress
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For a Beach-Ready Pick: Zara Tie-Dye Gauze Dress

Whether you style this Zara Tie-Dye Gauze Dress ($50) with pared-back Keds sneakers or add a touch of style with embellished slide sandals, it will help you feel effortless and polished.

For a Museum Date: H&M Crêped Silk-Blend Dress
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For a Museum Date: H&M Crêped Silk-Blend Dress

The fabric of this H&M Crêped Silk-Blend Dress ($119) makes it look expensive and chic. The ensemble has an understated elegance that makes it a winner in our book.

For Weekend Wear: Zara Long Printed Dress
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For Weekend Wear: Zara Long Printed Dress

This Zara Long Printed Dress ($70) pairs well with spontaneous weekends in the country or planned beach getaways. The eye-catching print infuses it with cheerful energy, while the silhouette exudes understated elegance.

For a Day-to-Night Black Dress: Halogen Halter Neck Tiered Maxi Dress
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For a Day-to-Night Black Dress: Halogen Halter Neck Tiered Maxi Dress

The lustrous fabric of this Halogen Halter Neck Tiered Maxi Dress ($89) makes it suitable for evening wear, but pair it with some slides and it'll absolutely work for daytime activities, too. We love the tiered skirt, which enhances the breezy silhouette.

For Any Occasion: H&M Wide-Cut Long Dress
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For Any Occasion: H&M Wide-Cut Long Dress

This H&M Wide-Cut Long Dress ($50) can literally do it all. By adding some heeled mules and a small shoulder bag, you'll dress it up for an al fresco dinner. But you can also dress it down with some sneakers and a baseball cap for off-duty weekends.

For an Eye-Catching Maxi: Fourteenth Place Tie Dye Long Sleeve Maxi Dress
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For an Eye-Catching Maxi: Fourteenth Place Tie Dye Long Sleeve Maxi Dress

This figure-skimming Fourteenth Place Tie Dye Long Sleeve Maxi Dress ($69) will make you look and feel fabulous. It's designed from a stretchy knit fabric, so rest assured you'll also be comfortable while wearing it.

For the Next Picnic: H&M Voluminous Maxi Dress
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For the Next Picnic: H&M Voluminous Maxi Dress

This H&M Voluminous Maxi Dress ($35) is waiting to be worn to the next rooftop party or park picnic. The flared skirt gives it an airy silhouette, while the print makes it summery and fun.

For Beach Getaways: H&M Lyocell Maxi Dress
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For Beach Getaways: H&M Lyocell Maxi Dress

I can't think of anything easier to slip into than this H&M Lyocell Maxi Dress ($40). The relaxed fit and flowy silhouette make it the perfect match for warm beach getaways.

If You Love Pockets: Lou & Grey Plaid Pocket Maxi Dress
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If You Love Pockets: Lou & Grey Plaid Pocket Maxi Dress

This Lou & Grey Plaid Pocket Maxi Dress ($90, plus 40 percent off with code NEED) features side pockets that will come in handy for those long days out and about. From the square neck to the plaid style, everything about it feels feminine and fun.

For a Cozy Sweatshirt Dress: Old Navy Long-Sleeve Midi Sweatshirt Shift Dress
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For a Cozy Sweatshirt Dress: Old Navy Long-Sleeve Midi Sweatshirt Shift Dress

With those massive pockets, it will be hard to pry us out of this Old Navy Long-Sleeve Midi Sweatshirt Shift Dress ($45) while we're working at home on chilly days. It also comes in a dusty-pink shade.

For 24/7 Comfort: Lou & Grey Ribbed Henley Maxi Dress
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For 24/7 Comfort: Lou & Grey Ribbed Henley Maxi Dress

This sleeveless Lou & Grey Ribbed Henley Maxi Dress ($80, plus 40 percent off with code NEED) has a smooth ribbed texture and slouchy silhouette that make it look relaxed yet still put-together. It's great for lounging or going on quick walks.

For Comfort and Casual Style: Old Navy Striped Linen-Blend Maxi T-Shirt Shift Dress
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For Comfort and Casual Style: Old Navy Striped Linen-Blend Maxi T-Shirt Shift Dress

Take your T-shirt dress into fall with the Old Navy Striped Linen-Blend Maxi T-Shirt Shift Dress ($35, originally $40). We're already planning on wearing it with our favorite sneakers.

For Casual Elegance: Zara Floral Print Satin Effect Dress
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For Casual Elegance: Zara Floral Print Satin Effect Dress

This Zara Floral Print Satin Effect Dress ($50) will pack perfectly on your next sunny getaway. It's the perfect cover-up for a stylish beach day or a standalone piece for spontaneous summer plans.

For a Pop of Green: Zara Cut Out Maxi Dress
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For a Pop of Green: Zara Cut Out Maxi Dress

Go with a "less is more" approach when styling this Zara Cut Out Maxi Dress ($40), so it can stand out. Pair it with some sleek thong sandals or some minimalist mules to finish off the look.

For an Eye-Catching Print: Zara Long Print Dress
zara.com

For an Eye-Catching Print: Zara Long Print Dress

This Zara Long Print Dress ($70) is understated yet elevated, making it an effortless addition in your summer closet. It works just as well for city weekends as it will for warm getaways.

For a Colorful and Flowery Design: Zara Special Edition Printed Dress
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For a Colorful and Flowery Design: Zara Special Edition Printed Dress

The bright hues of this Zara Special Edition Printed Dress ($70) make it a stylish pick-me-up, as well as the perfect look for museum dates, rooftop celebrations, or garden parties.

For Some Extra Flair: Zara Long Tiered Dress
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For Some Extra Flair: Zara Long Tiered Dress

This Zara Long Tiered Dress ($40) will help you step into any space with style and aplomb. It's a bright, head-turning piece that will pair well with slide sandals and low-heeled mules alike.

For Some Texture: Zara Limited Edition Flowy Dress
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For Some Texture: Zara Limited Edition Flowy Dress

This Zara Limited Edition Flowy Dress ($129) is ideal for spontaneous days when a morning coffee run is likely to turn into brunch for one.

For Volume: Zara Mint Green Long Dress
zara.com

For Volume: Zara Mint Green Long Dress

This Zara Mint Green Long Dress ($40) looks very summery, and the ruffle makes it stand out even more. It's ideal for brunch parties that extend into happy hour drinks.