Holiday Dresses

1301 Products

Kenna Midi Dress
Kenna Midi Dress

Gathered Bust Tucked Waist Dress in Off White

$
139.95
4.7(10)
Seraphine Mini Dress
Seraphine Mini Dress
New

Halter Neck Twist Front Tulip Skirt Dress in Luciana Floral Print

$
119.95
Catharine Mini Dress
Catharine Mini Dress

Strapless A Line Dress in Bouquet Di Fiori Print

$
129.95
4.9(149)
Sienna Midi Dress
Sienna Midi Dress

Strapless Floral Embroidered Bodycon Dress in Blue

$
129.95
5.0(6)
Laila Mini Linen Blend Dress
Laila Mini Linen Blend Dress

High Neck Side Cut Out Puff Sleeve Straight Dress in Off White

$
129.95
4.9(42)
Jayce Mini Dress
Jayce Mini Dress

Off The Shoulder A Line Dress in White

$
109.95
5.0(1)
Becky Mini Dress
Becky Mini Dress

High Neck Sleeveless Fit And Flare Dress in Black

$
99.95
4.9(12)
Goldie Mini Dress
Goldie Mini Dress

Tipped Off Shoulder Cap Sleeve Ruched Fitted Ruffle Hem Skirt Dress in Black

$
109.95
5.0(16)
Yurika Maxi Dress
Yurika Maxi Dress

Square Neck Stripe Print Slip Dress in Choco Retro Stripe

$
109.95
Macy Midi Dress
Macy Midi Dress

High Neck A Line Dress in Black

$
129.95
4.8(71)
Helda Midi Dress
Helda Midi Dress

Halter Tie Neck Corset Panel Dress in Chocolate

$
129.95
4.8(143)
Laila Mini Linen Blend Dress
Laila Mini Linen Blend Dress

High Neck Side Cut Out Puff Sleeve Straight Dress in Red

$
129.95
4.9(42)
Freddie Mini Dress
Freddie Mini Dress

Boat Neck Fit and Flare Dress in White

$
129.95
4.8(48)
Karissa Midi Dress
Karissa Midi Dress
New

Halter Neck Fit and Flare Midi Dress in Black

$
119.95
5.0(10)
Sienna Midi Dress
Sienna Midi Dress

Strapless Floral Embroidered Bodycon Dress in Lemon

$
129.95
5.0(6)
Isabella Midi Dress
Isabella Midi Dress
New

Denim Strapless Ruched Dress in Mid Blue Wash

$
109.95
5.0(1)
Garrett Mini Dress
Garrett Mini Dress

Square Neck Fit And Flare Dress in White

$
119.95
4.8(57)
Talia Mini Dress
Talia Mini Dress
New

Scoop Neck Fit And Flare Dres in Black

$
119.95
Becky Mini Dress
Becky Mini Dress

High Neck Sleeveless Fit And Flare Dress in White

$
99.95
4.9(12)
Adiana Mini Dress
Adiana Mini Dress

Linen Square Neck Shirred Back A Line Dress in Off White

$
89.95
4.9(83)
Macy Midi Dress
Macy Midi Dress

High Neck A Line Dress in Off White

$
129.95
4.8(71)
Dahlia Midi Dress
Dahlia Midi Dress
New

Strapless Side Frill Pleated A Line Dress in Lemon

$
149.95
Moana Mini Dress
Moana Mini Dress
New

Strapless Floral Embellished Structured Dress in Butter Yellow

$
139.95
Dara Midi Dress
Dara Midi Dress

Low Neck Sleeveless Slip Dress in Amber Floral Print

$
119.95
4.8(66)
Helda Mini Dress
Helda Mini Dress

Halter Tie Neck Corset Panel Dress in Black

$
109.95
4.7(46)
Candace Midi Dress
Candace Midi Dress

Halter Neck Ribbed Knit Dress in Baby Blue

$
119.95
5.0(1)
Roxanne Midi Dress
Roxanne Midi Dress

Square Neck Fit And Flare Dress in Black

$
109.95
4.7(12)
Bryonie Mini Dress
Bryonie Mini Dress

Backless Halter Dress in Pale Blue

$
109.95
4.9(15)
Showing 1 - 30 of 1301 Products
Holiday Dresses

A holiday dress is the first thing that goes in the suitcase and the last thing you want to overthink. It is the piece that takes you from the hotel lobby to the waterfront restaurant, from a morning walk through a seaside village to cocktails on a rooftop you found by accident. The right vacation dresses pack light, crease less than they should, and make getting dressed on a trip feel like the easiest part of the whole experience. Showpo's vacation dress collection has thousands of styles across maxis, midis, and minis in prints, linen, and colors that look like they were designed with your next destination already in mind.

Destination dressing, decoded

Every vacation has a rhythm and your dresses should match it. A beach getaway calls for lightweight minis and relaxed midis you can throw over a bikini and walk straight to lunch. A linen look A-line in blue or a halter mini in pink takes you from sand to a beachside restaurant without needing to change. For tropical vacations in Hawaii, Tulum, or anywhere the humidity makes structured fabrics a liability, a strapless A-line or a drop waist midi in breathable cotton keeps you cool while looking like you belong in someone's travel diary.

European summer energy runs through this collection too. A floral print midi with a cowl neckline or a one shoulder jacquard dress handles cobblestone streets, outdoor aperitivos, and those "we'll just wander and see where we end up" evenings that always turn into the best nights of the trip. For city breaks and long weekends closer to home, a fitted knit midi or a high neck A-line in a deeper shade works for Napa tastings, rooftop dinners in Manhattan, and those Palm Springs weekends where the restaurant is the destination.

Packing smarter, not smaller

The vacation wardrobe cheat code is choosing pieces that cross over between day and night without needing a full accessories overhaul. A square neck number in white dresses down with flat sandals for morning markets and dresses up with a gold ear cuff and heeled mules for dinner. A cut-out bodycon in black does double duty as both the going out dress and the nice dinner on the last night option.

Print vacation dresses earn extra points because patterns hide creases better than solids and they photograph with energy in every setting. A tropical or floral print maxi is the Mamma Mia dress you bring on every warm-weather trip for the rest of your life. Bold colors like red, lemon, and cobalt blue pop against vacation backdrops, from whitewashed walls to palm-lined pools, and give you a full feed of content without repeating a single outfit.

Build your holiday wardrobe

For more getaway-ready options, sundresses, tiered dresses, and our vacay edit cover every warm-weather scenario. If you need evening or going out options for vacation nights, cocktail dresses and party dresses bring the after-dark edit.

Frequently Asked Questions