Holiday Dresses

1223 Products

Astra Mini Dress
Astra Mini Dress

Square Neck A Line Dress in Astra Posey Floral Print

$
129.95
5.0(2)
Elouise Mini Dress
Elouise Mini Dress

Strapless Princess Panel A Line Dress in Blue Floral

$
129.95
5.0(5)
Maristella Mini Dress
Maristella Mini Dress

Strapless Lace Up Back A Line Dress in Blue

$
169.95
5.0(1)
Catharine Mini Dress
Catharine Mini Dress

Strapless A Line Dress in Bouquet Di Fiori Print

$
129.95
4.9(135)
Helda Midi Dress
Helda Midi Dress

Halter Tie Neck Corset Panel Dress in Off White

$
129.95
4.8(136)
Garrett Mini Dress
Garrett Mini Dress

Square Neck Fit And Flare Dress in Light Blue

$
129.95
4.8(55)
Carolina Mini Dress
Carolina Mini Dress

Scoop Neck Panel Bodice Dress in Off White

$
109.95
4.9(43)
Sabrina Midi Dress
Sabrina Midi Dress

Scoop Neck Laser Cut Dress in Lemon

$
129.95
5.0(2)
Catharine Mini Dress
Catharine Mini Dress

Strapless A Line Dress in Pink

$
119.95
4.9(135)
Brailey Mini Dress
Brailey Mini Dress

Strapless Dress in Orange Jacquard

$
109.95
4.9(184)
Olenna Mini Dress
Olenna Mini Dress

High Neck Fitted Denim Dress in Indigo Wash

$
109.95
4.7(34)
Coco Mini Dress
Coco Mini Dress

Corset Bodice Fit And Flare Dress in White

$
139.95
Catharine Mini Dress
Catharine Mini Dress

Strapless A Line Dress in White

$
119.95
4.9(135)
Adiana Mini Dress
Adiana Mini Dress

Linen Square Neck Shirred Back A Line Dress in Lemon

$
89.95
4.9(83)
Patsy Mini Dress
Patsy Mini Dress

Boucle Cap Sleeve Button Front Fitted Dress in White

$
129.95
4.7(18)
Kenna Midi Dress
Kenna Midi Dress

Gathered Bust Tucked Waist Dress in Off White

$
139.95
4.7(7)
Izara Mini Dress
Izara Mini Dress

Off Shoulder Pleated Dress in Wine

$
109.95
4.8(63)
Morris Midi Dress
Morris Midi Dress

Linen Scoop Neck Gathered Dress in Chocolate

$
99.95
4.8(50)
Becky Mini Dress
Becky Mini Dress

High Neck Sleeveless Fit And Flare Dress in White

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

High Neck Fitted Denim Dress in Washed Black

$
109.95
4.7(34)
Gigi Mini Linen Blend Dress
Gigi Mini Linen Blend Dress
New

Sweetheart Tie Back Scallop Detail Dress in Black

$
119.95
4.9(20)
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(39)
Jayce Mini Dress
Jayce Mini Dress

Off The Shoulder A Line Dress in White

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

Wide Strap Square Neck Fit And Flare Dress in Off White

$
109.95
4.0(3)
Roxanne Midi Dress
Roxanne Midi Dress

Square Neck Fit And Flare Dress in Light Blue

$
109.95
4.7(9)
Aretha Mini Dress
Aretha Mini Dress

Panel Dress in Mocha

$
99.95
4.8(42)
Becky Mini Dress
Becky Mini Dress

High Neck Sleeveless Fit And Flare Dress in Black

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

Strapless A Line Dress in Blue Floral

$
129.95
4.9(135)
Khari Midi Dress
Khari Midi Dress

Linen Look Square A Line Dress in White

$
99.95
4.8(57)
Avery Mini Dress
Avery Mini Dress
New

Strapless Fitted Bodice Full Pleated Skirt Dress in Baby Pink

$
109.95
Showing 1 - 30 of 1223 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