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How to Dress for a Great Gatsby Party?

Dressing for a Great Gatsby party means blending the glamour of the Roaring Twenties with modern fashion sensibilities. Sequins, feathers, slick tailoring and Art Deco-inspired accessories all help create the right mood. Updated touches keep things stylish, not fancy dress. Whether you’re building a full flapper look or simply adding a Gatsby edge to what you already own, this guide explains what to wear, how to accessorise, and how to adapt your outfit for the season.

An AI photo of a luxurious flapper dress with headpiece paired with a velvet tuxedo, epitomizing roaring twenties evening glamour.

An AI photo of a luxurious flapper dress with headpiece paired with a velvet tuxedo, epitomising roaring twenties evening glamour.

i 3 Here's What We Have Covered In This Article

What Does Gatsby Glamour Really Mean Today?

The phrase Gatsby glamour draws on the energy of the 1920s. That era was shaped by jazz, prohibition, and wealth on display. Today, it’s more about the feeling than about perfect historical accuracy: confidence, flair and fun.

Look for metallic fabrics, clean silhouettes and Art Deco-inspired shapes. A well cut tuxedo or a white dinner jacket works well for men. Women might go for a sequinned gown, a feathered headband or a simple low back dress. The aim is to look polished without veering into overdone. Modern Gatsby looks like refined retro, not like a costume.

Pro Tip 1: One standout accessory is more stylish than five competing ones.

Ian Fielding-Calcutt

Co-Founder, Fielding & Nicholson Tailoring

Need a Gatsby Outfit You Can Actually Wear Again?

We help you find stylish, re-wearable Gatsby pieces that don’t feel like costume.

Men’s Gatsby Style: How to Look Sharp Without Looking Like a Costume

Focus on Classic Tailoring

A three piece suit, cream dinner jacket or traditional tuxedo all work. Look for tailoring details from the era like peak lapel jackets, double breasted shapes or high waisted trousers. These give structure and formality, especially when inspired by Savile Row designs. A classic evening shirt with a wing collar and dress studs adds elegance without effort.

Choose Smart Accessories

Add polish with a pocket square, bow tie, cufflinks and clean brogues. Consider a boater hat or pocket watch for subtle throwback details. Steer clear of loud colours, comedy moustaches or novelty props. Formalwear hire services across the UK also offer access to vintage-inspired pieces without a long term commitment.

Recommended Additions

  • Wingtip or club collar shirt

  • Two tone shoes or polished leather

  • Vintage style waistcoat for layering

An AI photo of a perfect Gatsby garden party look — light summer suits, straw hats, and flapper-inspired dress radiating 1920s charm.

An AI photo of a perfect Gatsby garden party look with light summer suits, straw hats, and flapper-inspired dress radiating 1920s charm.

Pro Tip 2: Avoid shiny costume materials. Stick to breathable fabrics like crepe, chiffon or velvet.

Nathalie May

Men’s and Womenswear Tailoring Consultant, Fielding & Nicholson Tailoring

Women’s Gatsby Style: Flapper Looks with a Fresh Twist

Dresses with Movement and Detail

Look for beading, sequins or fringe to bring texture. Drop waist shapes and low back designs nod to the 1920s without going overboard. Midi or ankle length dresses often feel more wearable than shorter styles. Bias cut or sheath dresses offer elegant movement and suit modern silhouettes while echoing period details.

Accessories That Pop

Choose one main focal point, such as a headband, long pearl necklace or satin gloves. Too many accessories can feel chaotic. A beaded clutch or cape adds detail without overwhelming the outfit. Prioritise comfort, especially if you’ll be dancing.

Footwear and Fit

T strap heels, block heels or kitten heels all provide a vintage look with comfort. Select breathable fabrics and cuts that flatter your shape. Match your footwear to the venue, polished vintage footwear such as two tone oxfords or Mary Janes work well indoors.

An AI photo of a beige fringe dress styled with pearls and headband, channeling the iconic 1920s flapper silhouette.

An AI photo of a beige fringe dress styled with pearls and headband, channeling the iconic 1920s flapper silhouette.

Hosting a Gatsby Event? Let’s Make It Look the Part

From invitations to attire guidance, we help you design unforgettable themed events.

Grooming Timeline: Get Ready Like a Pro in 24 Hours

The day before:

  • Get a haircut if needed

  • Shave or trim facial hair to avoid irritation

  • Steam your jacket and press your shirt

  • Cut and clean nails

On the day:

  • Morning: Light breakfast, hydrate, moisturise

  • Afternoon: Polish shoes, check outfit, prepare accessories

  • One hour before: Shower, apply scent, get dressed without rushing

Preparation shows. So does calm confidence.

Retro black-and-white aesthetic with tailored suit and briefcase, echoing Jazz Age elegance in everyday city life.

Talk to our personal stylists

Common Gatsby Style Mistakes to Avoid

Looking Too Theatrical

Plastic pearls, neon colours or oversized sequins look out of place. Pick fabrics with texture and depth, and go for clothing that fits well.

Overdoing Accessories

Choose one or two key pieces. Layering everything at once can make the outfit feel cluttered.

Neglecting Footwear

Avoid worn out or casual shoes. Stick with clean, polished styles that match the outfit’s level of dressiness.

Mixing Bespoke with Vintage: High Low Gatsby Styling

Why It Works

Combining tailored or bespoke pieces with second hand or rental items makes the look feel personal. It also keeps costs in check.

Budget Meets Luxury

Try a made to measure blazer with vintage cufflinks. Or wear a beaded dress from a resale app and add new accessories. Look for fit and fabric first.

Rental and Rewear Options

You can rent clothing from places like By Rotation or HURR. You could also tailor vintage pieces for a better fit. Mixing older and newer items adds personality.

Gatsby Hair and Makeup Microguide

Hair Ideas That Fit the Theme

Finger waves are iconic. A sleek bun or pinned curls also work. Use decorative clips or a comb for subtle detail. Men can style a side part with a matte finish product.

Makeup Looks That Work

Red or plum lipstick, smoky eyes and strong brows all reflect the look of the time. Choose a matte base and avoid glitter. A soft cat eye is more fitting than heavy shimmer.

Gatsby Party Style Guide FAQ’s

What shoes should I wear to a Gatsby party?

Choose brogues, two tone oxfords or T strap heels. Look for vintage footwear that balances style and comfort. Stick to formal shoes that suit the 1920s theme.

Can I rent a 1920s outfit in the UK?

Yes. You’ll find options at HURR, By Rotation and some vintage shops. Formalwear hire platforms provide Gatsby suitable options for both men and women.

Are flapper dresses still stylish in 2025?

They can be. The right cut and accessories will keep the look feeling relevant. Think soft shapes and clean details. Art Deco motifs and fringe trims still hold strong style appeal.

Final Thoughts

A Gatsby party is your chance to have fun with fashion while keeping things elegant. Use details from the 1920s but style them in a way that works for you. With good fit, confident choices and the right balance of old and new, you’ll look and feel the part.

a photo of a man in a sharp three-piece suit that is Gatsby-inspired gentleman exuding 1920s power and sophistication.
How to Dress for a Great Gatsby Party - Fielding & Nicholson Tailoring London

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