Holiday Dresses

1061 Products

Garrett Mini Dress
Garrett Mini Dress

Square Neck Fit And Flare Dress in Pink

$
149.95
4.8(58)
Sabrina Midi Dress
Sabrina Midi Dress

Scoop Neck Laser Cut Dress in Lemon

$
149.95
5.0(1)
Dante Mini Dress
Dante Mini Dress

Halter Neck Tie Tulip Skirt Dress in Off White

$
149.95
4.9(140)
Morris Midi Dress
Morris Midi Dress

Linen Scoop Neck Gathered Dress in Chocolate

$
109.95
4.8(49)
Catharine Mini Dress
Catharine Mini Dress

Strapless A Line Dress in Pink

$
149.95
4.8(130)
Laila Mini Linen Blend Dress
Laila Mini Linen Blend Dress

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

$
149.95
4.7(44)
Catharine Mini Dress
Catharine Mini Dress

Strapless A Line Dress in Bouquet Di Fiori Print

$
149.95
4.8(130)
Robyn Mini Dress
Robyn Mini Dress

Square Neck Halter Neck Faux Wrap Dress in Retro Flower Border Print

$
139.95
4.7(3)
Everly Maxi Dress
Everly Maxi Dress

Straight Neck Broderie Cut Out Hem Dress in Pink

$
169.95
3.4(5)
Roxanne Midi Dress
Roxanne Midi Dress

Square Neck Fit And Flare Dress in White

$
109.95
4.4(10)
Rania Maxi Dress
Rania Maxi Dress

Contrast Lace Bodice Bias Cowl Drop Waist Dress in Cream

$
139.95
4.8(93)
Becky Mini Dress
Becky Mini Dress

High Neck Sleeveless Fit And Flare Dress in Black

$
129.95
4.7(14)
Aimee Mini Dress
Aimee Mini Dress

Scoop Neck Corset Gathered Dress in White

$
149.95
4.7(10)
Olenna Mini Dress
Olenna Mini Dress

High Neck Fitted Denim Dress in Indigo Wash

$
129.95
4.7(33)
Murray Midi Dress
Murray Midi Dress

Deep U Halter Neck Dress in Chocolate

$
66.00
$109.95
You save 40%
4.8(19)
Jayce Mini Dress
Jayce Mini Dress

Off The Shoulder A Line Dress in White

$
129.95
Janice Mini Dress
Janice Mini Dress

Square Neckline Dress in Positano Print

$
129.95
4.6(44)
Robyn Mini Dress
Robyn Mini Dress

Square Neck Halter Neck Faux Wrap Dress in Yellow Retro Flower Border Print

$
139.95
4.7(3)
Catharine Mini Dress
Catharine Mini Dress

Strapless A Line Dress in Rustic Floral

$
149.95
4.8(130)
Yurika Maxi Dress
Yurika Maxi Dress

Square Neck Stripe Print Slip Dress in Choco Retro Stripe

$
129.95
Goldie Mini Dress
Goldie Mini Dress

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

$
129.95
5.0(15)
Patsy Mini Dress
Patsy Mini Dress

Boucle Cap Sleeve Button Front Fitted Dress in White

$
149.95
4.6(20)
Aletta Maxi Dress
Aletta Maxi Dress

Cowl Cross Back Dress in Burn Out Floral

$
92.00
$159.95
You save 42%
4.8(195)
Sienna Mini Dress
Sienna Mini Dress

3D Floral Fit And Flare Dress in Red

$
199.95
5.0(25)
Larson Maxi Dress
Larson Maxi Dress

Asymmetric Tie Neck Column Dress in Chocolate

$
149.95
4.8(29)
Olenna Mini Dress
Olenna Mini Dress

High Neck Fitted Denim Dress in Washed Black

$
129.95
4.7(33)
Dante Mini Dress
Dante Mini Dress

Halter Neck Tie Tulip Skirt Dress in Sage

$
149.95
4.9(140)
Adiana Mini Dress
Adiana Mini Dress

Linen Square Neck Shirred Back A Line Dress in Lemon

$
109.95
4.9(81)
Dante Mini Dress
Dante Mini Dress

Halter Neck Tie Tulip Skirt Dress in Black

$
149.95
4.9(140)
Jayce Mini Dress
Jayce Mini Dress

Off The Shoulder A Line Dress in Black

$
129.95
Showing 1 - 30 of 1061 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.