* 2022 * 28 speakeasy attire: What to wear to a speakeasy bar & party?

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My mum always tells me, 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

What to wear to a modern speakeasy
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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

What to wear to a speakeasy party?
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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.

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.

What to wear to a speakeasy party? Flapper Dress

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3. Velvet dress meets fancy speakeasy restaurant

what to wear to speakeasy restaurant
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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 tenfolds and make you look like a million bucks.

The best part? It’s incredibly versatile. Whether that’s a Christmas party or speakeasy event or jazz bar night, this is my go-to dress.

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Off-shoulder high low dress

4. Modern speakeasy outfit with 1920 vibes

modern speakeasy outfit ideas
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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 speakeasy event

what to wear to speakeasy event
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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 timing 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 gentleman girl style!

6. Always bring an outerwear with you

speakeasy dress code
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Bring a jacket with you even on the 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

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 wine red.

These shades just match the mysterious hidden bar even more.

what to wear to speakeasy bar

This is the type of dress your boyfriend will get jealous of. Does anyone agree? Check out this bombshell HERE to Amazon. It comes in all different shades. ♡♡♡

8. Wear T-bar heels for speakeasy bar night

what to wear to a speakeasy bar
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For the shoes, leave your Airforce sneakers at home if you want to blend in with the crowd.

While it’s unnecessary to wear the 10 inches 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!

9. Opt for clutches to match the 1920s themed bars

what to wear to a speakeasy bar
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Many may overlook this but bags do make or break your overall style.

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

Don’t do that.

To stay fancy, always go for a dainty embellish 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.

10. The jazz girl inspired make up 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!


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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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