46 Travel Dresses So Perfect For Your Next Trip, You'll Toss Those Jeans in the Trash

Free People
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If you travel in uncomfortable clothes, you'll find yourself frustrated and restless. That's why we curated a selection of the best dresses for long trips. These options are easy to pack, won't wrinkle, and have relaxed silhouettes. Shop through them all and find something perfect for your budget and upcoming travels. You'll feel good about making this investment.

H&M V-Neck Maxi Dress

This H&M V-Neck Maxi Dress ($40) would look great with sandals and a denim jacket.

ASOS Ultimate T-Shirt Maxi Dress

This ASOS Ultimate T-Shirt Maxi Dress ($29) is everything you could want in travel attire.

UO Natalie Linen Belted Shirt Dress

You can wear this UO Natalie Linen Belted Shirt Dress ($59, originally $79) over and over again on your next trip.

H&M Crêped Wrap-Front Dress

This H&M Crêped Wrap-Front Dress ($25) is perfect to pair with flat sandals.

POPSUGAR Photography | Nora Smith

Print Tie-Waist Dress

The belt on this Print Tie-Waist Dress ($37, originally $50) allows you to give yourself a custom fit.

Loft Vine Flutter Wrap Dress

You could never go wrong with something versatile like this Loft Vine Flutter Wrap Dress ($90).

Free People Amelia Maxi Dress

This Free People Amelia Maxi Dress ($88) is a smart buy because it will never wrinkle.

POPSUGAR Photography | Nora Smith

Print Tie-Waist Dress in Black Falling Floral

The floral print on this Print Tie-Waist Dress ($37, originally $50) is perfect for Spring.

Free People Pebble Beach Maxi T-Shirt Dress

The light fabric of this Free People Pebble Beach Maxi T-Shirt Dress ($78) makes it easy to fit in a small suitcase.

Free People Stella Dress

The loose fit of this Free People Stella Dress ($88) makes it comfy for trips.

Free People 100 Degree Printed Mini Dress

If you're going somewhere hot, this Free People 100 Degree Printed Mini Dress ($98) is perfect.

ASOS Mini Reversible Cotton Slub Smock Dress

Get two looks in one with this ASOS Mini Reversible Cotton Slub Smock Dress ($29) that can be worn with two different necklines.

LOFT Chambray Button Down Pocket Dress

This LOFT Chambray Button Down Pocket Dress ($90) is at the top of our packing wish list.

Free People Peaches Midi Dress

Pair this Free People Peaches Midi Dress ($168) with strappy sandals or crisp white sneakers for a fresh Summer look.

Caslon Short-Sleeve Cotton Blend Dress

We appreciate that this Caslon Short-Sleeve Cotton Blend Dress ($59) has pockets.

Le Kasha Luxor V-Neck Dress

Every weekend getaway requires this Le Kasha Luxor V-Neck Dress ($820).

Free People Celestial Skies Midi Dress

You can go just about anywhere in this flowing Free People Celestial Skies Midi Dress ($168).

UO Puff-Sleeve Babydoll Dress

This versatile UO Puff-Sleeve Babydoll Dress ($39, originally $59) comes in several different colors.

Chelsea28 Ruffle Sleeve Cotton Maxi Dress

The tie waist on this Chelsea28 Ruffle Sleeve Cotton Maxi Dress ($119) is so flattering.

Reformation Calista Dress

Love gingham print? You need this Reformation Calista Dress ($198).

Sleeper Brigitte Linen Mini Dress

Can you believe this Sleeper Brigitte Linen Mini Dress ($260) can double as a nightgown?

Moon River Blue Dot Dress

You'll want to wear this Moon River Blue Dot Dress ($92) every single day.

Angashion Midi Dress

This Angashion Midi Dress ($21) comes in dozens of different colors and has hundreds of great reviews.

H&M Chiffon Maxi Dress

This H&M Chiffon Maxi Dress ($25) looks great with a denim jacket.

Treasure & Bond Linen Midi Dress

You won't want to take off this Treasure & Bond Linen Midi Dress ($89).

LOFT Plus Button Down Pocket Flare Dress

You can wear this LOFT Plus Button Down Pocket Flare Dress ($90) anywhere.

ASOS Design Curve Mini Reversible Cotton Smock Dress

This ASOS Design Curve Mini Reversible Cotton Smock Dress ($29) can be worn two different ways.

Reformation Rou Midi Fit & Flare Dress

This Reformation Rou Midi Fit & Flare Dress ($98) is so comfortable, you won't want to wear anything else again.

Free People Lille Printed Maxi Dress

You can do just about anything in this Free People Lille Printed Maxi Dress ($128), even, apparently, swing from a tire!

LOFT Plaid Sleeveless Tie Waist Shirtdress

We can't refuse a dress with pockets, so get this LOFT Plaid Sleeveless Tie Waist Shirtdress ($80).

Meadow Magic Ruffle Midi Dress

Wear this Meadow Magic Ruffle Midi Dress ($109) with a denim jacket.

POPSUGAR Plus-Size Printed Wrap Dress

With flattering sleeves and a V-shaped neckline, this waist-cinching POPSUGAR Plus-Size Printed Wrap Dress ($64) can go from the office to a weekend wedding with ease.

Darling Days Midi Dress

We love the breezy look of this Darling Days Midi Dress ($98).

Zesica Floral Wrap Maxi Dress

This Zesica Floral Wrap Maxi Dress ($25-$31) is an Amazon bestseller.

Quite Clearly Charismatic Midi Dress

We love that this Quite Clearly Charismatic Midi Dress ($89) has pockets.

Reformation Dolci Dress

Feel like you're on the Italian Riviera with this Reformation Dolci Dress ($248).

Reformation Charli Dress

You'll never regret wearing this comfy Reformation Charli Dress ($78).

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