55 Stylish Vacation Clothes So Comfy, You'll Never Travel Without Them Again

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Packing for your next vacation doesn't have to be stressful. To make it easier, we shopped for the comfiest and cutest clothes that are lightweight, easy to pack, stylish, and, most importantly, cozy. Ahead you'll find our top picks of dresses, tops, skirts, sneakers, and more, so you'll be ready in no time. Keep scrolling to pick your favorites and plan your next getaway.

H&M Culotte High Ankle Jeans
www2.hm.com

H&M Culotte High Ankle Jeans

We love the design of these H&M Culotte High Ankle Jeans ($25).

H&M Linen Joggers
www2.hm.com

H&M Linen Joggers

These cozy H&M Linen Joggers ($35) come in several color choices.

Rothy's Sneakers
rothys.com

Rothy's Sneakers

These machine-washable and eco-friendly Rothy's Sneakers ($125) are more comfortable than you can even imagine.

POPSUGAR Wide-Leg Paper Bag Pants
kohls.com

POPSUGAR Wide-Leg Paper Bag Pants

These POPSUGAR Wide-Leg Paper Bag Pants ($37, originally $50) are an editor favorite.

Nike Air Max Dia LX Sneakers
urbanoutfitters.com

Nike Air Max Dia LX Sneakers

How cool are these new Nike Air Max Dia LX Sneakers ($120)? They're comfy and cute enough to wear with just about anything.

Reformation Marion Sandals
thereformation.com

Reformation Marion Sandals

Wear these classic and comfy Reformation Marion Sandals ($128) all the time.

We the Free Twist Tank
freepeople.com

We the Free Twist Tank

Pair this We the Free Twist Tank ($38) with midi skirts.

Faithful the Brand Farah Midi Dress
shopbop.com

Faithful the Brand Farah Midi Dress

Whether you style this Faithful the Brand Farah Midi Dress ($189) with sandals or sneakers, it will always look good.

Loft Dotted Pleated Wrap Midi Dress
loft.com

Loft Dotted Pleated Wrap Midi Dress

Wear this Loft Dotted Pleated Wrap Midi Dress ($40, originally $129) with statement heels.

UO Positano Tie-Shoulder Midi Dress
urbanoutfitters.com

UO Positano Tie-Shoulder Midi Dress

This UO Positano Tie-Shoulder Midi Dress ($44, originally $49) comes in several colors.

UO Kate Croc Ankle Boots
urbanoutfitters.com

UO Kate Croc Ankle Boots

These fun UO Kate Croc Ankle Boots ($79) are great for a night out.

Reformation Morrow Pants
thereformation.com

Reformation Morrow Pants

You'll never tire of wearing these comfy Reformation Morrow Pants ($55, originally $78).

Original Universal Maressa Tevas
freepeople.com

Original Universal Maressa Tevas

Flashback to your childhood with these Original Universal Maressa Tevas ($50).

UO Natural Surplice Cropped Top
urbanoutfitters.com

UO Natural Surplice Cropped Top

We love that this UO Natural Surplice Cropped Top ($49) can be styled many different ways.

Topshop Seattle Utility Double Belt Boiler Suit
us.topshop.com

Topshop Seattle Utility Double Belt Boiler Suit

Everyone will want to know where this cool Topshop Seattle Utility Double Belt Boiler Suit ($110) is from.

Reformation Rosa Top
thereformation.com

Reformation Rosa Top

This Reformation Rosa Top ($78) is easy to take from day to night.

Dolman Quilted Knit Jacket
freepeople.com

Dolman Quilted Knit Jacket

Going somewhere cold? Get this Dolman Quilted Knit Jacket ($198).

Topshop Zebra Plunge Neck Blouse
shop.nordstrom.com

Topshop Zebra Plunge Neck Blouse

Spice up your usual look with this fun Topshop Zebra Plunge Neck Blouse ($75).

H&M Dress With Smocking
www2.hm.com

H&M Dress With Smocking

You'll wear this H&M Dress With Smocking ($25) again and again.

FP One Solid Smocked Top
freepeople.com

FP One Solid Smocked Top

This lightweight and breathable FP One Solid Smocked Top ($88) is the perfect travel piece.

FP Beach Bi-Coastal Set
freepeople.com

FP Beach Bi-Coastal Set

We want to wear this FP Beach Bi-Coastal Set ($128) on a plane.

re:named Drew Polka Dot Wrap Dress
shopbop.com

re:named Drew Polka Dot Wrap Dress

You can wear this re:named Drew Polka Dot Wrap Dress ($63) pretty much anywhere.

POPSUGAR at Kohl's Button-Up Midi Dress
kohls.com

POPSUGAR at Kohl's Button-Up Midi Dress

Wear this POPSUGAR at Kohl's Button-Up Midi Dress ($48, originally $60) to work and on vacation.

Reformation Marci Dress
thereformation.com

Reformation Marci Dress

This flattering Reformation Marci Dress ($118) also has pockets.

Endless Summer Frances Midi Dress
freepeople.com

Endless Summer Frances Midi Dress

This Endless Summer Frances Midi Dress ($98) is so versatile, you'll own it forever.

H&M Shirt Dress With Tie Belt
www2.hm.com

H&M Shirt Dress With Tie Belt

Style this H&M Shirt Dress With Tie Belt ($30) with sneakers.

Birkenstock Arizona EVA Sandals
urbanoutfitters.com

Birkenstock Arizona EVA Sandals

We want these popular Birkenstock Arizona EVA Sandals ($40) in every single color.

Topshop Spot Print Button Midi Dress
shop.nordstrom.com

Topshop Spot Print Button Midi Dress

The ruffles on this Topshop Spot Print Button Midi Dress ($95) are too cute.

H&M Chiffon Dress
www2.hm.com

H&M Chiffon Dress

Take this H&M Chiffon Dress ($50) on your next tropical vacation.

Reformation Calabria Pants
thereformation.com

Reformation Calabria Pants

Pack these stylish Reformation Calabria Pants ($111, originally $158) for your next vacation.

FitFlop Allegro Ballet Flats
shop.nordstrom.com

FitFlop Allegro Ballet Flats

These comfy FitFlop Allegro Ballet Flats ($60, originally $100) are great for long walks.

Reebok UO Exclusive Club C 85 Vintage Sneakers
urbanoutfitters.com

Reebok UO Exclusive Club C 85 Vintage Sneakers

You can easily style these Reebok UO Exclusive Club C 85 Vintage Sneaker ($70) with jeans, skirts, and more.

BB Dakota Jack By BB Dakota Bouquet You Stay Top
shopbop.com

BB Dakota Jack By BB Dakota Bouquet You Stay Top

Pack this BB Dakota Jack By BB Dakota Bouquet You Stay Top ($68) if you're planning on going out with friends.

Caslon Linen Jogger Pants
shop.nordstrom.com

Caslon Linen Jogger Pants

These Caslon Linen Jogger Pants ($59) are lightweight and will keep you cool in hot climates.

UO Frankie Ruffle Wrap Dress
urbanoutfitters.com

UO Frankie Ruffle Wrap Dress

You can layer this UO Frankie Ruffle Wrap Dress ($69) with all your favorite outwear pieces.

H&M Long Cardigan
www2.hm.com

H&M Long Cardigan

This H&M Long Cardigan ($20) makes for a great layering piece.

Topshop Prairie Floral Mini Dress
us.topshop.com

Topshop Prairie Floral Mini Dress

Pair this Topshop Prairie Floral Mini Dress ($75) with boots and tights.

Endless Summer Looking Back Jumpsuit
freepeople.com

Endless Summer Looking Back Jumpsuit

We adore the one-shoulder silhouette of this Endless Summer Looking Back Jumpsuit ($78).

Reformation Romi Top
shopbop.com

Reformation Romi Top

Treat yourself to this Reformation Romi Top ($148).