Holiday Dresses

944 Products

Sienna Midi Dress
Sienna Midi Dress

Strapless Floral Embroidered Bodycon Dress in Blue

CA$
149.95
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

CA$
149.95
4.9(42)
Sienna Midi Dress
Sienna Midi Dress

Strapless Floral Embroidered Bodycon Dress in Lemon

CA$
149.95
5.0(6)
Nadiane Midi Dress
Nadiane Midi Dress

Strapless Asymmetric Drop Waist Dress in Pink

CA$
73.00
CA$129.95
You save 44%
5.0(4)
Shaima Mini Dress
Shaima Mini Dress

Strapless Bubble Hem Dress in White

CA$
89.95
4.9(66)
Roxanne Midi Dress
Roxanne Midi Dress

Square Neck Fit And Flare Dress in Black

CA$
129.95
4.7(12)
Helda Midi Dress
Helda Midi Dress

Halter Tie Neck Corset Panel Dress in Off White

CA$
149.95
4.8(143)
Robertson Midi Dress
Robertson Midi Dress

Strappy Sweetheart Bustier Flare Dress in Spring Floral

CA$
149.95
4.9(118)
Izira Mini Dress
Izira Mini Dress

Boat Neck Drop Waist Shift Dress in White

CA$
72.00
CA$109.95
You save 35%
4.9(15)
Harmony Mini Dress
Harmony Mini Dress

Wide Strap Square Neck Fit And Flare Dress in Off White

CA$
129.95
4.0(3)
Sloane Maxi Dress
Sloane Maxi Dress
New

Sweetheart Halter Neck Dress in Pink

CA$
159.95
Macy Midi Dress
Macy Midi Dress
New

High Neck A Line Dress in Red

CA$
149.95
4.8(73)
Morris Midi Dress
Morris Midi Dress

Linen Scoop Neck Gathered Dress in Pink

CA$
109.95
4.8(52)
Olenna Mini Dress
Olenna Mini Dress

High Neck Fitted Denim Dress in Indigo Wash

CA$
129.95
4.7(39)
Khari Midi Dress
Khari Midi Dress

Linen Look Square A Line Dress in Blue

CA$
109.95
4.8(56)
Izira Mini Dress
Izira Mini Dress
EXTRA 30% OFF

Boat Neck Drop Waist Shift Dress in Butter Yellow

CA$
83.00
CA$109.95
You save 25%

BUY 3+ OUTLET STYLES GET 50% OFF

4.9(15)
Laila Mini Linen Blend Dress
Laila Mini Linen Blend Dress

High Neck Side Cut Out Puff Sleeve Straight Dress in Red

CA$
149.95
4.9(42)
Loretta Midi Dress
Loretta Midi Dress

Lace Up Back Bustier Pleated Dress in Light Blue

CA$
149.95
4.9(36)
Marlowe Mini Dress
Marlowe Mini Dress

High Cowl Neck Asymmetric Skirt Dress in Chocolate

CA$
77.00
CA$109.95
You save 30%
5.0(1)
Silvena Midi Dress
Silvena Midi Dress
EXTRA 30% OFF

V Neck Tie Front A Line Dress in Chocolate

CA$
77.00
CA$109.95
You save 30%

BUY 3+ OUTLET STYLES GET 50% OFF

4.9(17)
Juno Maxi Dress
Juno Maxi Dress
New

Strapless Structured Ruffle Fit And Flare Dress in Ice Baby Pink

CA$
169.95
Lacey Midi Dress
Lacey Midi Dress
New

Off Shoulder Gathered Waist Dress in Blue

CA$
139.95
Sailor Mini Dress
Sailor Mini Dress
EXTRA 30% OFF

Halter Neck Fit And Flare Dress in Floral Bloom Print

CA$
72.00
CA$109.95
You save 35%

BUY 3+ OUTLET STYLES GET 50% OFF

Luna Maxi Dress
Luna Maxi Dress

Lace High Neck Sleeveless Dress in White

CA$
149.95
5.0(1)
Sabrina Midi Dress
Sabrina Midi Dress

Scoop Neck Laser Cut Dress in Lemon

CA$
149.95
5.0(2)
Catharine Mini Dress
Catharine Mini Dress

Strapless A Line Dress in Red

CA$
139.95
4.9(149)
Lorayne Mini Dress
Lorayne Mini Dress
New

Cap Sleeve Gathered Hip Tie Back Mini Dress in Black

CA$
139.95
5.0(2)
Shaima Mini Dress
Shaima Mini Dress
EXTRA 30% OFF

Strapless Bubble Hem Dress in Black

CA$
75.00
CA$89.95
You save 17%

BUY 3+ OUTLET STYLES GET 50% OFF

4.9(67)
Brailey Midi Dress
Brailey Midi Dress

Thigh Split Strapless Dress in Pink Jacquard

CA$
109.95
4.8(44)
Saphira Midi Dress
Saphira Midi Dress
EXTRA 30% OFF

Off Shoulder Plunge Frill Hem Dress in Lemon

CA$
99.00
CA$139.95
You save 29%

BUY 3+ OUTLET STYLES GET 50% OFF

Showing 1 - 30 of 944 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