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older woman in occasion wear© Getty Images

12 best occasion dresses for women in their 50s, 60s and 70s who want to look fabulous

Special occasion dresses for older ladies heading to Ascot or a summer wedding - with tips from the 50+ royal fashionistas…

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Leanne Bayley
Director of Lifestyle & Commerce
1 day ago
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Choosing what to wear for a special occasion is tricky no matter what age you are, but as HELLO!'s resident shopping editor, I'm here to help you by perusing the virtual aisles for some top picks. I've even looked towards the royals (my other specialist subject!) for some expert guidance as well.

And talking of experts, there was one person I really wanted to reach out to when it comes to the royals, and that's Samantha, she's the woman behind the popular Royal Fashion Daily Instagram account (formerly known as Royal Fashion Police). She's a marvel at documenting royal outfits, so I was desperate to know what the 50+ royals can teach us about getting dressed up for a special event. 

Royal ladies over 50. From left to right we have Queen Mary, 53, Queen Maxima of the Netherlands, 54, Duchess of Edinburgh, 60, Queen Letizia of Spain, 52© Getty Images
Royal ladies over 50. From left to right we have Queen Mary, 53, Queen Maxima of the Netherlands, 54, Duchess of Edinburgh, 60, Queen Letizia of Spain, 52

Samantha notes that it's all about choosing the right dress! She advises that you opt for "well-fitted, structured pieces like tailored coats and dresses that highlight your shape." 

She added: "Don’t be afraid of vibrant colours - Queen Mary often wears bright blues, reds, and greens that make a statement.  Add clean, minimal accessories to keep the look polished but not fussy and Opt for elegant, simple hairstyles to complement the outfit without overpowering it."

How I chose the best occasion wear dresses for older women

  • Flattering: I want this to be a stylish edit but I also want to make sure the dresses will be flattering, too. From long sleeves to high necklines and modest midi cuts,  these are all the styles that flatter a variety of body shapes. 
  • Cost: I've tried to choose dresses that you can wear time and time again so if they're a little more expensive, I'm hoping the investment will be worth it in the long run. I also looked at some of my favourite brands, and the ones that I trust. 
  • Age appropiate: As you know, this edit is all about dresses handpicked with an age category in mind. I've tried to pick a mix of styles - after all, just because you've reached a certain age, doesn't necessarily mean you have to change your style. I'm hoping you'll get the inspiration that works FOR YOU. 
Eva Longoria, 50, always has fun with fashion© Getty Images
Eva Longoria, 50, always has fun with fashion
Trinny Woodall is a pro at accessorising when it comes to occasion wear© Getty Images
Trinny Woodall, 61, is a pro at accessorising when it comes to occasion wear

Best occasion dresses for women over 50

1/12

Next x Friends Like These Ivory Spot Short Sleeve Chiffon Tiered Maxi Dress

Next x Friends Like These Ivory Spot Short Sleeve Chiffon Tiered Maxi Dress© Next

Why I love it:

  • Midi length
  • Angel sleeves
  • Monochrome print 
  • Available in petite or regular  

Who doesn't love an easy polka dot dress? This one from looks fashionable and comfortable - the perfect balance of the two. Wear fora day at the races or a wedding and because it's a timeless print, you can wear it for years to come.

2/12

Boden Pleat Blouson Pink Dress

Boden Pleat Blouson Pink Dress © Boden

Why I love it:

  • Colour blocking 
  • Long sleeves 
  • Waist cinching waistband
  • Pockets!

This dress is guaranteed to make you feel good and it'll always be there for you - it's so timeless. The blouson sleeves will ensure you feel comfortable and you'll be able to dance all night in this dress. What's more, it even has pockets. Yes, really.  If you're after more bright dress options, check out this edit of pink dresses.

3/12

Aspiga Purdie Organic Cotton Dobby Dress

Aspiga Purdie Organic Cotton Dobby Dress© Aspiga

Why I love it:

  • Midi length
  • Breathable cotton fabric
  • Bright colour
  • Available in petite and regular

I'm a big fan of Aspiga's dresses. Not only do they look good, but they're incredibly designed as well. I think this dress would be a fantastic occasion dress thanks to its bright coral hue. Team with a pair of espadrilles and perhaps a fun raffia clutch bag.

4/12

River Island Pink Asymmetric Lapel Wrap Midi Dress

River Island Pink Asymmetric Lapel Wrap Midi Dress© River Island

Why I love it:

  • V-neck
  • Wrap design
  • Flattering asymmetric hem

River Island is a great place to find occasion wear if you ask me. I saw plenty of dressy options available, but I chose this pink wrap dress because I can imagine it would work really well on a lot of women - especially if you have a big bust. Keep accessories to a minimum with this dress, but perhaps go for matching metallic heels and clutch. 

5/12

Hobbs London Elva Embroidered Dress

Hobbs London Elva Embroidered Dress© Hobbs

Why I love it:

  • Short sleeves
  • Body elongating pattern
  • Fit and flare silhouette
  • Available in petite and up to a size 22

This is a real classic dress that would suit ladies who don't feel comfortable with anything too risque or too loud. Bring out the yellow from the floral print into your accessories. 

6/12

Karen Millen Crystal Embellished Crinkle Feather Printed Woven Maxi Dress

Karen Millen Crystal Embellished Crinkle Feather Printed Woven Maxi Dress© Karen Millen

Why I love it:

  • Midi length
  • Long sleeves
  • Can be worn with colour pop accessories

Karen Millen has always been a strong favourite here at HELLO! HQ and this long sleeved dress wins brownie points for the flattering fit. The highlight of this dress is the embellished neckline - great for those dancefloor selfies.

7/12

Mint Velvet Blue Lace Midi Dress

Mint Velvet Blue Lace Midi Dress

Why I love it:

  • Midi length
  • Square neck
  • Flattering full skirt

Is this not the prettiest dress? Mint Velvet is a firm favourite with the fashion crowd and lots of the occasion wear dresses tend to sell fast. I love this one, because it brings just the right amount of drama. Keep it looking modern with nude, fuss-free accessories. 

8/12

Phase Eight Reanna Pleated Dress

Phase Eight Reanna Pleated Dress© Phase Eight

Why I love it:

  • Long sleeves
  • Midi length 
  • Available up to a size 26

If you're looking for a long floral dress to create glam occasion looks, Phase Eight's maxi is the one. It has a v-neckline and will look fabulous with heels or flats. I would recommend going for a bold makeup look with this one with a bright pink lip. If you want more floral options, I also have an edit of the best floral dresses you might want to check out.

9/12

Needle & Thread Sequin Dandelion Gloss Ballerina Dress

Needle & Thread Sequin Dandelion Gloss Ballerina Dress© Needle & Thread

Why I love it:

  • Midi length
  • Caped sleeves
  • Delicate design
  • Slimming detachable waist tie

Needle & Thread is a royal occasion wear-approved brand and this dress is part of the new collection so I couldn't resist showing it off to you. Inspired by Victorian botanical artist Marianne North, this dress features shimmering dandelion floral sequins that delicately scatter towards the hem. So magical! 

10/12

M&S x Live Unlimited Floral Halter Neck Keyhole Midaxi Tea Dress

M&S x Live Unlimited Floral Halter Neck Keyhole Midaxi Tea Dress© M&S

Why I love it:

  • Maxi floaty design
  • Can be worn with flat shoes or espadrilles 
  • Available up to a size 28 
  • Perfect for an abroad wedding

If you prefer a maxi dress that you can wear a pair of glam flat sandals with, we've found it. I think this would look gorgeous with an arm stack of gold bangles and possibly some gold statement earrings. 

11/12

Self Portrait Crêpe Midi Dress

Self Portrait Crêpe Midi Dress© Self Portrait

Why I love it:

  • Regal coat dress
  • Modest
  • Flattering fit and flare design

This is probably a little bit different from all the other dresses I've chosen in this edit, but I wanted to give you a more structured design. Perhaps you're the mother of the bride and want something similar to this. Keep it fresh and modern with a glam blow-dry and a chic box clutch. 

12/12

Monsoon Livia Satin Cowl Halter Midi Dress Blue

Monsoon Livia Satin Cowl Halter Midi Dress Blue© Monsoon

Why I love it:

  • Midi length
  • Cowl neck
  • Figure skimming
  • Plain and unfussy 

This won't be everyone's cup of tea but I wanted to include a satin dress that's not too loud. I realise not everyone wants to wear florals, lace and bright colours. If you're looking for some more slinky numbers, we have an edit of long satin dresses for women, as well. 

How to style an occasion dress if you're an older woman

Accessories are super important when it comes to styling a dress for a special occasion. Don't let the bag you choose be an after thought. I would stick to a clutch bag for a special occasion, leave those crossbody styles for more casual ensembles. Footwear can always be a tricky one - try and wear shoes that you love and most importantly, shoes that you feel comfortable in. You might prefer a wide-fit shoe or a mid-heel sandal. If you want to wear flat shoes, try and search for a glamorous pair and be mindful of the length of the dress if you decide to wear flats. If you want to go to the next level, pick a fascinator if you're off to the races or choose a statement pair of earrings. Remember, photographs are often from the waist up so be sure to have a focal point around the face. 

Connie Britton, 58, attended a luncheon wearing a floral dress which would be perfect for a special occasion© Getty Images
Connie Britton, 58, attended a luncheon wearing a floral dress which would be perfect for a special occasion

Royal Fashion Daily reports the styling hacks from the 50+ royal ladies

  1. Long sleeves: Queen Camilla and the late Queen Elizabeth II both favoured long sleeves for elegance and modesty. This adds polish and works beautifully across seasons.
  2. Structured tailoring: Princess Anne and the Duchess of Gloucester often opt for sharply tailored coats and jackets. It gives a timeless, put-together look that flatters the figure and adds authority.
  3. Monochrome or tonal dressing: The late Queen Elizabeth II was known for wearing head-to-toe colours. It wasn’t just stylish but also practical, helping her stand out in crowds during public engagements and ensuring she was easily seen.
  4. Midi lengths: Midi dresses are a favourite of royals like Sophie, Duchess of Edinburgh. They strike the right balance between conservative and stylish.
  5. Low-heel friendly dresses: The older royal ladies prefer low block heels or wedges. Both Queen Camilla and the Duchess of Edinburgh often choose them for practicality without sacrificing style.

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