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*2023* 28 speakeasy attire: What to wear to a speakeasy bar & party?

*2023* 28 speakeasy attire: What to wear to a speakeasy bar & party?

My mum always tells me, that if someone invites you to a speakeasy restaurant for the first date, you know he has good taste for sure.

As a perfect blend of romantic appeal and lush vintage vibes, a speakeasy bar is everything and more.

In general, you want to dress to impress so think of cocktail attire as the rule of thumb.

Of course, depending on the venue and formality, many ladies love to play up the theme with a show-stopping flapper dress.

You know, as the saying goes – “A little party never killed nobody”.

So if you are wondering what to wear to a speakeasy bar and party, you’ve landed in the right place!

In this article, I’ve gathered 28 outfit ideas from casual to dressy for the 1920s-themed bar and party.


1. What to wear to a modern speakeasy? Black dress

black dress to wear to a modern speakeasy

Source: 1,2

For a failproof look to a modern speakeasy-themed bar, a timeless LBD will never go wrong.

When you want to dress it up with statement necklaces or keep it simple with pointy flats, that’s equally flattering and forgiving.

If you feel like playing up the look a bit, go extra feminine with a draped backless maxi dress and embellished gold pumps.

In the dimly lit, moody speakeasy bar, you will feel like a 007 bond girl.

2. What to wear to a speakeasy party? Flapper Dress

Flapper Dress speakeasy party

Source: 1,2

To make sure you are up to “speakeasy party standard”, dress to impress is the KEY here.

That said, play up the roaring 1920 theme and proudly dig out your gorgeous flapper dress and glitter heels.

speakeasy party flapper dress
Source: Pinterest

Of course, to make sure you look like a 10/10, break out the jewel and invest time for the perfect makeup and hair up-do.

Trust me, when you see all those instagrammable shots with your girl pals, you know that’s worth the hype.

Amazon flapper dress
Get this dress on Amazon

3. Velvet dress meets fancy speakeasy restaurant

Velvet dress meets fancy speakeasy restaurant

Source: 1,2

Regardless of the season, it’s always appropriate to wear a velvet dress to the speakeasy restaurant.

The lush fabric will fit right in the glam of the speakeasy bar night with all sexy 1920s-inspired cocktails and fun games.

With the right dress, it will take you to a different world.

Velvet’s buttery hand-feel and unique texture can effortlessly upgrade your style tenfold and make you look like a million bucks.

The best part? It’s incredibly versatile.

Whether that’s a Christmas party speakeasy event or jazz bar night, this is my go-to dress.

If you don’t have one, NOW it’s time. I can tell why this is the best seller so far, the side ruching is EVERYTHING.

Velvet dress Amazon

Get this off-shoulder velvet dress on Amazon

4. Modern speakeasy outfit with 1920 vibes

what to wear to speakeasy women fashion

Source: 1,2

If you don’t want to dress too costumey for the speakeasy night but still want to embrace the jazz age flare. I got you.

For a classic combo, think of a maroon bow blouse and suspender bodycon that showcase your curves in the right place.

Complete the look with the iconic jazz age-long beaded necklace, cloche, and red lips and you’ll never feel anything missing from your style.

5. Go boyish for a speakeasy event

speakeasy event lady attire

Source: 1,2

Want to get out of the mold? What about going dapper with the sleek button-down, waistcoat, and dress pants that scream “I’ve got a style and I ROCK it”?

You know, a speakeasy bar is all about trying a new character and being creative, fun, and bold. It’s always the best time to give your style an update!

If you think the black and white combo is too modern and ordinary, the blue button-down and grey waistcoat are so worth trying.

WOW everyone with your gentlemanly girl style!

6. Always bring outerwear with you

bring outerwear to speakeasy bar

Source: 1,2

Bring a jacket with you even on a summer day.

Why? Because most of these underground hideouts are FREEZING COLD.

If you want to enjoy the best time there, the only tip I give you is to bring a statement tweed jacket with you.

7. Silk dress as the modern speakeasy dress code

Silk dress as the modern speakeasy dress code


If you want to dress modern but still want to give out a hint of a speakeasy, why not consider a silk dress?

A simple solid silk dress just makes you look like a goddess without trying too hard and that’s the effect we want.

Instead of going for the popular hue like champagne and rose gold, opt for sophisticated shades like teal and classic red.

These shades just match the mysterious hidden bar even more.

silk dress Amazon dress

Shop this satin dress on Amazon

8. When in doubt, go sparkly

Stylish, yet profesh.

sparkly outfit idea
Source: Marie Claire

9. Wear T-bar heels for a speakeasy bar night

For the shoes, leave your Air Force sneakers at home if you want to blend in with the crowd.

what shoes to wear to speakeasy bar

Source: 1,2

While it’s unnecessary to wear the 10-inch stilettos, it’s always darling to dig out your vintage T-bar shoes and kitten heels for a touch of 1920s flare.

A little detail goes a long way and people can tell you’ve given it a thought!

POPULAR READ OF THIS YEAR: 20 Prohibition party outfits + tips (more than a flapper dress!)

( ´ ▽ ` )ノ MY SEPT PICKS !! ʕ•̬͡•ʔ

(Continue scrolling for the article!)

ysl clutch
This YSL clutch screams the IT girl vibes. The best part? The price is *so forgiving*
pheromone perfume
Obviously, this pheromone perfume (Amazon bestseller) is for the ladies who wanna spice things up (Got you gal!)
black girl dark skin makeup
Get a FENTY BEAUTY contour stick on Sephora ♡ (REAL inclusivity brand)
ysl mini shoulder bag
Get this YSL mini shoulder bag on Net-A-porter

10. Opt for clutches to match the 1920s-themed bars

Many may overlook this but bags do make or break your overall style.

clutches to match the 1920s-themed bars

Source: 1,2

If you are wearing the finest flapper dress and end up choosing a chic Balenciaga crossbody bag, that just destroys the harmony of your retro look.

Don’t do that.

To stay fancy, always go for a dainty embellished clutch that is tasteful enough to add an exclamation mark to your get-up.

No slouchy tote bag and no too up-on-trend bag – they are stylish but they just don’t match the retro vibes of the speakeasy bar.

This is so random… BUT

hey ladies, why not quickly do an affirmation and feel instantly better?

This new year, I’m trying not only to share fashion tips but come up with ways to instill body positivity in all women who are reading my articles – aka YOU!

Instead of just reading it, say it loud or murmur the quotes (if you are in public) to maximize the effect.

Ready? Here we go.

I love my body. She is my forever home and sanctuary.

Sassy isn’t a shape, it’s an attitude.

Work out because I love my body – not because I hate it.

I can love myself and change my body at the same time. No guilt about that.

It is completely normal to have tummy rolls. I come to realize that social media isn’t showing the reality… at all.

My happiest moments in life had nothing to do with the way my body looked.

I don’t have to be pretty like her, I can be pretty like …ME.

I AM perfect imperfection.

What are your thoughts on that? I hope that makes you feel better (as you deserved).

Please help me pass the body positivity message in your community. #womenhelpwomen

Alright, now keep on reading!

11. The jazz girl-inspired makeup and hair-updo

Last but not least, you guessed it, makeup and hair-updo.

As I’m not an expert on this, I highly recommend you watch this video below. It’s so helpful!


So ladies, there you go the 28 1920-inspired outfit ideas if you wonder what to wear to a speakeasy bar and party.

I’ve gathered all these fancy looks and now it’s time for you to pull them off!

Have fun creating your show-stopping look!

By the way, if you are interested in more vintage and party outfit ideas, I’m sure you will love the article below!

See you there gorgeous!

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