Holiday Dresses

946 Products

Helda Midi Dress
Helda Midi Dress

Halter Tie Neck Corset Panel Dress in Chocolate

CA$
149.95
4.8(143)
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)
Talia Mini Dress
Talia Mini Dress
New

Scoop Neck Fit And Flare Dres in Black

CA$
139.95
Adiana Mini Dress
Adiana Mini Dress

Linen Square Neck Shirred Back A Line Dress in Off White

CA$
99.95
4.9(83)
Becky Mini Dress
Becky Mini Dress

High Neck Sleeveless Fit And Flare Dress in White

CA$
109.95
4.9(12)
Macy Midi Dress
Macy Midi Dress

High Neck A Line Dress in Off White

CA$
149.95
4.8(71)
Roxanne Midi Dress
Roxanne Midi Dress

Square Neck Fit And Flare Dress in Black

CA$
129.95
4.7(12)
Jett Mini Dress
Jett Mini Dress

Halter Neck Wrap Bodice Asymmetrical Skirt Dress in Red

CA$
79.00
CA$139.95
You save 44%
Murray Midi Dress
Murray Midi Dress
EXTRA 30% OFF

Deep U Halter Neck Dress in Chocolate

CA$
66.00
CA$109.95
You save 40%

BUY 3+ OUTLET STYLES GET 50% OFF

4.8(21)
Khari Midi Dress
Khari Midi Dress

Linen Look Square A Line Dress in White

CA$
109.95
4.8(56)
Hilda Maxi Dress
Hilda Maxi Dress

Knot Detail Halter Neck Maxi Dress in Chocolate

CA$
129.95
5.0(4)
Brailey Mini Dress
Brailey Mini Dress
EXTRA 30% OFF

One Shoulder Wrap Front Dress in Pink Jacquard

CA$
79.00
CA$139.95
You save 44%

BUY 3+ OUTLET STYLES GET 50% OFF

4.7(91)
Lorayne Mini Dress
Lorayne Mini Dress

Cap Sleeve Gathered Hip Tie Back Mini Dress in Cream

CA$
139.95
5.0(2)
Lanie Midi Dress
Lanie Midi Dress

Knitted Crew Neck Short Sleeve Dress in Pink

CA$
129.95
4.9(27)
Loralie Midi Dress
Loralie Midi Dress

Mesh High Neck Bodycon Dress in Green Floral Print

CA$
89.95
4.9(100)
Missy Mini Dress
Missy Mini Dress
New

Plisse One Shoulder Sash Detail Dress in Light Blue

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

Strapless Sweetheart Fit & Flare Mini Dress in Cream

CA$
54.00
CA$109.95
You save 51%

BUY 3+ OUTLET STYLES GET 50% OFF

Polly Midi Dress
Polly Midi Dress

Strapless Ruched Dress in Red

CA$
99.95
4.8(67)
Lizzy Maxi Dress
Lizzy Maxi Dress

Backless Ruched Bodycon Dress in Black

CA$
100.00
CA$149.95
You save 33%
4.9(11)
Solea Midi Dress
Solea Midi Dress
EXTRA 30% OFF

Knit Halter Neck Leg Split Embroidered Sequin Fitted Dress in Lemon

CA$
78.00
CA$149.95
You save 48%

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Kourtney Maxi Dress
Kourtney Maxi Dress

V Neck Fit And Flare Dress With Tie Back Detail in Black

CA$
139.95
4.8(6)
Luna Top
Luna Top
EXTRA 30% OFF

Satin and Lace Tie Back Long Line Top in Ivory

CA$
33.00
CA$109.95
You save 70%

BUY 3+ OUTLET STYLES GET 50% OFF

Janice Mini Dress
Janice Mini Dress

Square Neckline Dress in Positano Print

CA$
85.00
CA$129.95
You save 35%
4.8(39)
Rhaziya Midi Dress
Rhaziya Midi Dress

Sleeveless Straight Neck Fit and Flare Dress in White

CA$
62.00
CA$109.95
You save 44%
4.8(76)
Helda Midi Dress
Helda Midi Dress

Halter Tie Neck Corset Panel Dress in Pink

CA$
149.95
4.8(143)
Lizzy Maxi Dress
Lizzy Maxi Dress
EXTRA 30% OFF

Backless Ruched Bodycon Dress in Pink

CA$
108.00
CA$149.95
You save 28%

BUY 3+ OUTLET STYLES GET 50% OFF

4.9(11)
Izara Mini Dress
Izara Mini Dress

Off Shoulder Pleated Dress in Off White

CA$
85.00
CA$129.95
You save 35%
4.8(63)
Heather Mini Dress
Heather Mini Dress
New

Square Neck A Line Denim Mini Dress in Mid Blue Wash

CA$
129.95
5.0(2)
Katia Mini Dress
Katia Mini Dress
EXTRA 30% OFF

Strappy Corset A Line Dress in Wine

CA$
79.00
CA$139.95
You save 44%

BUY 3+ OUTLET STYLES GET 50% OFF

4.9(88)
Showing 1 - 30 of 946 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