Dressing Up or Down: How to Wear a Shirt Dress for Any Event

There’s something undeniably magical about a shirt dress and the way it effortlessly strikes the perfect balance between ease and elegance. With just a quick change of accessories, this wardrobe staple can go from casual coffee runs to evening soirées in style. It’s simple, versatile, and endlessly wearable.

Whether you’re heading to a business meeting, garden party, or just running weekend errands, here’s how to  style a shirt dress to suit any vibe — with styling tips based on standout pieces from our chic collection of cotton and linen beauties.

 1. Casual Weekend Brunch

Try: The Shirt Company's San Remo Sleeveless Crossover Midi Shirt Dress - Available in caramel, navy, white and ballet pink.
Why it works: Sleeveless with a flattering crossover bodice and a waist-cinching belt, this dress brings effortless cool to your coffee catch-ups.
Style it with:

• Chunky white trainers

• A woven straw tote bag

• Gold hoops and oversized sunglasses

• Optional: A cropped denim jacket for breezy mornings

Vibe: Relaxed, polished, and totally ready for mimosas.

2. Monday Morning Meeting

Try: The Shirt Company's Christiane Cotton Sateen Midi Shirt Dress - Available in chocolate, navy and red.
Why it works: Clean lines, a smart midi length, and a structured obi belt give boss-energy while keeping you comfortable all day.

Style it with:

• Loafers or nude block heels

• A structured leather tote

• Simple pearl stud earrings or delicate chains

• Optional: Statement tights for a bold pop of contrasting colour 

Vibe: Commanding, confident, and completely unfussy.

3. Sunset Cocktail Party

Try: The Shirt Company's Maria frill front straight shirt dress - available in marigold, white, khaki and navy.
Why it works: Nautical stripes and a sweeping skirt bring just the right amount of drama and movement—perfect for golden hour glamour.
Style it with:

• White or tan block-heel sandals

• Statement earrings

• A colourful beaded evening bag

• Optional: Cropped patterned jacket for cooler nights

Vibe: Sophisticated with a seaside twist.

4. Creative Networking Event

Try: The Shirt Company's Veronica cotton button down midaxi shirt dress available in navy and white stripes, chocolate and white stripes, navy or chocolate. 
Why it works: Veronica is the perfect blend of professional and playful. The bold striped versions command attention without trying too hard, and the midaxi length with a full skirt gives you movement and drama—ideal for an event where first impressions matter.
Style it with:

• Chunky ankle boots

• A patterned scarf in your hair

• A bold crossbody bag

• Optional: A cotton biker jacket 

Vibe: Effortlessly stylish, with just a touch of edge.

Bonus Styling Tips

• Switch the belt: Use a statement belt—metallic, woven, or leather—to instantly change the mood.

• Accessorise boldly: Use hats, oversized sunnies, or layered jewellery to define the look to suit the occasion.
• Let Your Shoes Set the Tone: The same dress can tell a completely different story depending on your choice of footwear:

• • White Sneakers - Think low-key weekend errands or creative office vibes. Casual, modern, and city-ready.

  • Espadrille Wedges - Perfect for garden parties, brunches, or seaside strolls. Feminine and summery.

  • Strappy Heels - Instantly dial things up for evening events or cocktails—especially with a red lip and a clutch.

  • Ankle Boots - Add edge for transitional weather or casual meet-ups. 

  • Pointed Flats - Sleek and comfortable for work meetings or gallery visits. Polished without being fussy. 

  • Ballet Flats - This may be the tortured millennial in me, but I'm cheering on the return of ballet flats for comfort and style. They look extra cute with a shirt dress with a more voluminous skirt.

The women's shirt dress is one of those rare fashion pieces that always rises to the occasion. With just a little creativity, it can become your go-to for almost anything on your calendar—whether you're dressing up or keeping it casual. One dress, endless possibilities.