Old Hollywood Dresses

246 Products

Flynn Maxi Dress
Flynn Maxi Dress

Satin Halter Sweetheart Neck Dress in Blue

CA$
149.95
4.7(15)
Coralie Mini Dress
Coralie Mini Dress
New

Contrast Drape Skirt Halter Dress in Plum

CA$
139.95
Ione Maxi Dress
22% OFF

Corset Bodice Dress With Contrast Sequin Skirt in Black

CA$
189.95

22% OFF AT CHECKOUT WITH CODE SINGLES22

Cora Maxi Dress
Cora Maxi Dress
22% OFF

Corset Bodice Draped Skirt Sequin Dress in Nude

CA$
219.95

22% OFF AT CHECKOUT WITH CODE SINGLES22

5.0(1)
Jeanette Mini Dress
Jeanette Mini Dress

Strapless Corset Bodice Draped Waist Dress in White

CA$
189.95
4.9(7)
Flynn Maxi Dress
Flynn Maxi Dress

Satin Halter Sweetheart Neck Dress in Wine

CA$
149.95
4.7(15)
Lillian Maxi Dress
Lillian Maxi Dress
New

High Neck Halter Dress With Hip Drape And Scarf Detail in Plum

CA$
159.95
Quincy Maxi Dress
Quincy Maxi Dress

Satin Slip Dress in Black

CA$
149.95
4.9(44)
Alessa Midi Dress
Alessa Midi Dress

V Neck Frill Detail Empire Waist Back Cut Out Dress in Adeana Print

CA$
139.95
4.9(34)
Dani Maxi Dress
Dani Maxi Dress
New

High Neck One Shoulder Dress With Leg Split in champagne

CA$
159.95
Nora Maxi Dress
Nora Maxi Dress
22% OFF

Fit And Flare Dress With Leg Split And Asym Shoulder Drape in White

CA$
169.95

22% OFF AT CHECKOUT WITH CODE SINGLES22

Georgie Maxi Dress
Georgie Maxi Dress
22% OFF

Satin V Neck Bias Cut Slip Dress in Pink

CA$
91.00
CA$129.95
You save 30%

22% OFF AT CHECKOUT WITH CODE SINGLES22

Coralie Mini Dress
Coralie Mini Dress

Contrast Drape Skirt Halter Dress in Black

CA$
139.95
Dara Midi Dress
Dara Midi Dress

Low Neck Sleeveless Slip Dress in Amber Floral Print

CA$
139.95
4.8(66)
Tess Maxi Dress
Tess Maxi Dress
New

Drop Waist Strapless Dress With Satin Bodice And Draped Skirt in Green

CA$
179.95
Miyah Maxi Dress
Miyah Maxi Dress
22% OFF

Sequin Plunge Short Sleeve Dress in Emerald

CA$
108.00
CA$159.95
You save 32%

22% OFF AT CHECKOUT WITH CODE SINGLES22

4.9(55)
Flynn Maxi Dress
Flynn Maxi Dress
22% OFF

Satin Halter Sweetheart Neck Dress in Pink

CA$
149.95

22% OFF AT CHECKOUT WITH CODE SINGLES22

4.7(15)
Ione Mini Dress
Ione Mini Dress
22% OFF

Corset Bodice Dress With Contrast Sequin Skirt in Black

CA$
169.95

22% OFF AT CHECKOUT WITH CODE SINGLES22

Leianna Midi Dress
Leianna Midi Dress

Tulle Flutter Sleeve Tiered Ruffle Dress in Sunset Floral

CA$
159.95
5.0(14)
Belrose Mini Dress
Belrose Mini Dress
22% OFF

Satin Square Neck Ruffle Front Bodycon Dress in Apple Green

CA$
89.95

22% OFF AT CHECKOUT WITH CODE SINGLES22

5.0(1)
Sable Maxi Dress
Sable Maxi Dress
New

Sequin Bodycon Dress in Wine

CA$
169.95
Alina Mini Dress
Alina Mini Dress
22% OFF

Strapless Diamonte Bow A Line Dress in Pink

CA$
59.00
CA$129.95
You save 55%

22% OFF AT CHECKOUT WITH CODE SINGLES22

Eugene Maxi Dress
Eugene Maxi Dress

Contrast Strapless Fit And Flare High Split Dress in Blue

CA$
189.95
Benny Maxi Dress
Benny Maxi Dress

Halter Neck Backless Bodycon Dress in Off White

CA$
179.95
4.9(7)
Shay Maxi Dress
Shay Maxi Dress
22% OFF

Sweetheart Cut Out Pleated Dress in Wine

CA$
149.95

22% OFF AT CHECKOUT WITH CODE SINGLES22

5.0(18)
Clarissa Maxi Dress
Clarissa Maxi Dress

One Shoulder Pleated Dress in Navy

CA$
179.95
5.0(3)
Helena Maxi Dress
Helena Maxi Dress

Off Shoulder Godet Dress in Navy

CA$
159.95
5.0(1)
Shay Maxi Dress
Shay Maxi Dress
22% OFF

Sweetheart Cut Out Pleated Dress in Pink

CA$
149.95

22% OFF AT CHECKOUT WITH CODE SINGLES22

5.0(19)
Marlette Midi Dress
Marlette Midi Dress
22% OFF

Pleated Open Back Halter Dress in Grape

CA$
61.00
CA$129.95
You save 53%

22% OFF AT CHECKOUT WITH CODE SINGLES22

4.8(79)
Jodie Midi Dress
Jodie Midi Dress
22% OFF

V Neck Slip Dress in Pink Floral

CA$
109.95

22% OFF AT CHECKOUT WITH CODE SINGLES22

4.9(35)
Showing 1 - 30 of 246 Products
Old Hollywood Dresses

Old Hollywood is glamour with the volume turned up: liquid satin, bias-cut draping, a sweeping maxi hem and the kind of entrance that belongs on a red carpet. Think less history lesson, more the vintage-coded looks Zendaya keeps bringing to awards season. Our edit channels that polish for themed parties and big evenings out, so you can have your gold-statue moment without the time machine.

Choosing an Old Hollywood Dress

The aesthetic lives in the details. Fluid satin and soft draping set the tone, a bias cut skims and pours, while a structured bodice or a sculptural shoulder adds that red-carpet architecture. Look for a cowl neck for backless drama, an off-shoulder line for romance, or a fishtail column for full starlet. Not every style has all of it, so choose the one or two elements that feel most you, a satin slip reads quietly vintage, while a sequin gown goes full awards-night. Deep red, black, champagne and gold all suit the mood, so pick the shade you’d happily be photographed in all evening.

Old Hollywood Looks for Themed Events

This is the drop for a themed night, a Great Gatsby party, an old-Hollywood soiree, a glam New Year’s Eve. That floor-length glamour also makes it a striking prom option if your school leans formal, and it’s right at home at black-tie evening events. Let the invitation decide how far you take it, and if the dress code is strictly formal, our formal dresses cover the dressier end.

Styling Vintage-Inspired Eveningwear

You don’t need a full costume to nail it, a couple of nods do the trick. Finger waves or soft Hollywood curls instantly set the era, and a red lip seals it. Add drop earrings or a glittering cuff from the jewelry edit, a satin clutch bag, and a strappy heel to keep the line elegant. A faux-fur stole or long satin gloves take it full silver-screen if you’re feeling it, but skip them and the dress still delivers.

Frequently Asked Questions

What makes a dress feel Old Hollywood?

It’s all in the silhouette and finish. Think fluid satin or a bias-cut drape, a floor-sweeping hem, and details like a cowl back, a sculptural shoulder or a fishtail skirt. Rich, deep colors, a touch of shine and a clean, glamorous line do the rest, no costume required, just that red-carpet polish.

Can I wear an Old Hollywood dress to prom?

For sure, a floor-length satin or draped gown is a gorgeous, Old Hollywood prom look and it's becoming a popular theme, even! Just check your school’s dress code first for length and fit, then pick a style you can move and dance in comfortably all night. Glamorous and comfortable aren’t mutually exclusive.