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.
Enjoy!
1. What to wear to a modern speakeasy? Black dress❤️👇🏼
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.
❤️Girl’s fashion hack #1:
Use nail polish clear coat on fraying thread ends to stop further unraveling until you can properly repair the item!
2. What to wear to a speakeasy party? Flapper Dress❤️👇🏼
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.❤️
There’s one thing for sure , if you love speakeasy attire, high chance you are the stylish girlies. ❤️❤️❤️
If you find this post helpful, please kindly pin 📌 or share some of these pics so more ladies with good taste like you can come across this post! Thanks pretty!
Update: OMG can’t believe there are 458 shares already – you ladies are amazing!
3. Velvet dress meets fancy speakeasy restaurant❤️👇🏼
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.
Get this off-shoulder velvet dress on Amazon
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.
❤️Girl’s fashion hack #2:
Prevent button-down shirts from gapping between buttons by using double-sided fashion tape <3
4. Modern speakeasy outfit with 1920 vibes❤️👇🏼
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.
❤️Girl’s fashion hack #3:Rub clear deodorant on the inside hem of pants/skirts to prevent thigh chafing. ❤️
5. Go boyish for a speakeasy event❤️👇🏼
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!
❤️Girl’s fashion hack #4:Use rolled-up magazine pages to maintain boot shape when storing – truly work wonders imo lol
6. Always bring outerwear with you❤️👇🏼
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.
❤️Girl’s fashion hack #5:
Stretch tight shoes by wearing them with thick socks and blowing them with a hairdryer!
7. 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.❤️
Random Sis’s Talk 💅
First thing first, for the ones who are on a budget, scroll past this pink box please. 💗
For the rest of you who are staying, have you girls tried out the Clé de Peau concealer?! ✨
Not gonna lie, this is quite pricey but lemme tell you, it’s worth EVERY SINGLE PENNY. 💸
It’s definitely moisturizing enough for me as a dry skin girlie and my skin now has been appearing FLAWLESS thanks to this concealer. 👑
I also love the fact that they’re quite inclusive in terms of skin tone! 💕
So for the girlies who are interested in pampering yourselves, check this out on Amazon and save it as a gift list for later this year! 🛍️ Your future self will thank you!
8. When in doubt, go sparkly for speakeasy❤️👇🏼
Stylish, yet profesh.❤️
I mean, how cute when you go matchy-matchy with your besties!❤️
It just instantly dress up the whole look.
❤️Girl’s fashion hack #7:
Whenever I feel bloated, I’ll always use a rubber band to loop through a button hole and around the button for a temporary fix to pants that are too tight!
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.
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!)
❤️ Girl’s fashion hack#8: Keep Jewelry Organized While Traveling hackThread necklaces through drinking straws to prevent tangling – simply clasp the necklace and thread the chain through a straw.
( ´ ▽ ` )ﾉ MY JAN PICKS !! ʕ•̬͡•ʔ
(Continue scrolling for the article!)
10. Opt for clutches to match the 1920s-themed bars❤️👇🏼
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 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.
❤️Girl’s Beauty hack #9:Go for the budget-friendly retinol body cream for a mild but still noticable skin tightening effect!
❤️Affordable pick❤️Advanced Clinical Retinol Cream for firming skin$17.99It really works... Ladies you don't really need the high end skincare - don't fall for marketing <3!
10/25/2025 12:24 am GMT
I’ve been using this jar for 2 years and it works. That being said, if your skin is sensitive so I’m not too sure can you use it.
Christmas is coming (in 2 months)!! and in case you want to spoil yourself…
Pretties, may I present you the two bags that you will never regret buying AND won’t break your bank so you won’t feel guilty afterwards …
The oh-so-classics – COACH Tabby 19 Quilted Leather Shoulder Bag on Nordstorm<3! (The reason I pick Nordstorm is because it seems slightly cheaper than other sites)
And I totally understand – Fashion comes and goes but this bag is here to stay for real…
Another one – YSL shoulder bag that looks effortlessly chic with a budget friendly pricing <3 I bought one last winter and now I am thinking should I buy another one <3
From my backend data, almost every 3 days someone from my email list will buy these two bags lol (Different sizes – some prefer mini some prefer the normal).
11. A failproof photo-taking pose❤️👇🏼
If you don’t want to show the face, well, this pose is such a natural and aesthetic one!
Pin this for later ladies <3
Update: “In-motion” shaky pics like this are SO ON TREND these days.❤️👇🏼
Have fun experiencing some new photo styles!❤️
12. 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!
If you are reading till this point, I’m sure you are the fashion girlies. If yes, check out my newly set-up (Like literally this June) insta @hannahnfashion for more <3 See you there pretty ladies!
And guess what, if a guy ever asks you “what you bring to the table”, show him this reel lol
FINAL THOUGHTS❤️👇🏼:
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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I am going to attend an Edgar Allen Poe Speakeasy and I have no clue what to wear black or red Iโm sure of but what style. Please help!!!!! Itโs Feb. 1st and I need time to order or find something! Thank you