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Just because it is now fall, there is no need to put away your midi dresses.

Why Consider A Midi Dress This Season?

The midi dress is definitely a stylish option for all seasons as well as being universally flattering.

First fashionable in the 40s, the mid-length style fell out of fashion favor in the 60s when mini skirts were all the rage.

Later we moved onto knee-high dresses.

But, right now the mid dress is very much in vogue again and is a stylish option for any age.

Whereas once midi dresses were seen as a frumpy style, there’s definitely nothing drab or dull about these dresses.

Why Should You Wear A Midi Dress?

Here are just a few reasons on why getting a midi dress is such a great idea.

1. A Midi Dress Can Be Both Worn In Summer And Winter.

Many midi dresses are available with sleeeves and you can easily wear them with long boots.

2. Midi Dresses Are Flattering

They can be very lengthening and you can easily structure them with belts. Women of every height can wear this dress so long as you pick the right height and shape for your body type.

You can always go a bit longer or shorter or belt your dress a bit higher or lower.

If your calved are wide, opt for a dress that is a bit longer so it doesn’t end at the widest part of your calves.

Satin shirt midi dress for women over 40 | 40plusstyle.com

I now prefer to cover my knees and the midi dress is excellent at that.

Michelle (above) wears a beautiful satin shirt dress which could easily be styled for summer and fall.

Check out this similar satin dress.

For more style inspiration, read our article on how to wear a shirtdress.

3. Wear Your Dress In Different Ways

You don’t always have to wear your dress in a way that’s intended. Some small busted ladies may like to wear the dress back to front.

Or wear your dress over pants, which can be an edgy look in winter.

Some dresses can also be worn as long vests. Below I wear my red dress as a vest but I recently wore this as a dress.

Wearing a long midi dress as a vest

You can also easily style them with additional long or short jackets and cardigans.

4. A Midi Dress Is Chic And Sophisticated

There’s just something about the midi dress that screams sophistication.

It’s chic and lady like and you can easily make it more special with the right statement jewelry or boots.

What To Consider When Choosing The Best Midi Dresses For You

Technically, a midi dress is a dress which ends around mid-calf.

However, if you aren’t too keen on your calves, you may wish to think more carefully about where the hem ends, as this will be where attention is drawn to.

Choose a dress which ends at the slimmest point on your calf area, or you could decide to go for an option which is just below the knee instead.

How To Wear A Midi Dress For Fall

As most of you will now be heading into fall, you are likely to want to wear your midi-dress with layers. Here are a few ideas.

1. A Moto Or Denim Jacket And Booties

Wearing a midi dress with moto jacket and booties | 40plusstyle.com

For a chic, everyday look, just pop a leather or denim jacket over your midi dress and pair with booties.

You can always add opaque tights for extra warmth.

Karen (above) teams her midi with a leather jacket and cozy scarf.

Steal her whole look with this similar midi dressmoto jacketscarftights and booties.

2. With A Faux Fur Vest For Bohemian Chic

Like the maxi dress, the midi style is a great way to add a relaxed, boho look to your outfits.

You could pop a faux faux vest over your dress and wear with knee-high boots.

Take a look at the capsule wardrobe for the bohemian style personality.

3. As A Sophisticated Evening Option

A classic black midi dress for evening wear | 40plusstyle.com

If you have parties, dinners or events to attend this season, a midi dress could be an elegant option.

Just add heels – and either statement or delicate jewelry depending on your own preference and the style of your dress.

Annette (above) wears a stunning, classic black dress.

Check out this similar sleeveless dressd’orsay pumpsclutch and pearl necklace.

4. With Any Shoes

The beauty of the midi dress is it goes with any shoe you would like to pair it with.

You can style it with sneakers, mules, booties, heeled sandals, ballet flats, knee-high boots – really anything goes.

Just bear in mind that if you do have shorter legs, you may want to add a heel.

Pairing a midi dress with sneakers | 40plusstyle.com

Kim (above) adds casual elegance to her dress with a pair of sneakers.

Check out this zebra print dress and wear a pair of Nike sneakers to copy her look.

5. With Sandals

Then the weather warms up, or if you are heading off on a vacation or cruise, just pair your midi dress with a pair of sandals (a metallic pair looks great) and you’re good to go.

Here Are My Favorite Midi Dresses In Stores Now

If you want to buy a dress which is timeless, flattering and versatile, the midi is the perfect option. Here are some of the best midi dresses in stores now…

Best Midi Dresses – Simple And Chic

The tiny floral detailing and asymmetrical hem add interest to this Leith dress.

You can add a black leather or beige suede moto jacket now with boots and then just wear with sandals next year.

Leith cap sleeve floral dress | 40plusstyle.com

Leith floral dress

A chic asymmetrical midi dress | 40plusstyle.com

Nic wears a beautiful red dress with an abstract pattern. I think it would look fabulous with a black moto when the weather is cooler.

Here is a long sleeve asymmetrical dress you can try to recreate this look.

A Midi Version Of The Little Black Dress

The classic little black dress doesn’t always have to be knee-length. This midi version is incredibly chic.

Plus, because the lace detailing adds interest, you can keep accessories to a minimum.

For more inspiration take a look at how to choose the perfect little black dress for your body shape.

ASTR the Label lace dress | 40plusstyle.com

ASTR the Label lace dress

Flattering Dress In Various Colors

A wrap dress is always flattering, and this one is not only flattering, but is also bang on trend as it comes in plissé fabric, with tiny little pleats.

This would look beautiful for the party season worn with black or gold heels.

It’s definitely one of the best midi dresses to buy this season if you want to be on-trend.

All in Favor plissé dress | 40plusstyle.com

All in Favor plissé dress

A Midi Shirt Dress For Those Who Like Black

A shirt dress is always a versatile option which will take you from day to night with ease.

Melinda (below) wears a classic shirt dress which she belts to show off her waist.

Get this similar shirtdress and lace-up espadrilles.

A midi shirt dress for those who like black | 40plusstyle.com

For day time when it is cooler, you could style with a wrap coat and flat knee-high boots, then just switch to heeled booties for evening.

Topshop utility shirtdress | 40plusstyle.com

Topshop utility shirtdress

Fabulous Print Dress

Animal print will never go out of style, but it doesn’t always have to be leopard.

This zebra print dress will make sure you stand out from the herd for all the right reasons.

Chelsea28 zebra print dress | 40plusstyle.com

Chelsea28 zebra print dress

Subtle Floral Prints

This floral dress features subtle prints and would be a good option for so many style personalities.

For instance, if you have a classic style personality, you could wear with a black blazer and knee-high boots.

If you prefer a rock style, you could opt for a moto jacket and Dr. Martens.

However, if you love a bohemian look, you could wear a faux fur vest and tasseled booties. The possibilities are endless.

All in Favor floral dress | 40plusstyle.com

All in Favor floral dress

Perfect Polka Dots

A very classic print is the polka dot. This wrap style is universally flattering with its v-neck and tie-waist.

Reformation wrap dress | 40plusstye.com

Reformation wrap dress

Leopard Print Dress With Sleeves

Having already given you a zebra-print option, here’s another beautiful animal print dress, this time in a more traditional leopard print.

Best midi dresses to buy in stores now | 40plusstyle.com

Anita styles her leopard print dress with a pale blue bag.

You can find a similar leopard dress from H&M and a pair of slingback pumps from Trotters.

This is such a versatile piece. You could wear with heels for a party, with a moto jacket or with a blazer for a smarter look.

WAYF leopard print dress | 40plusstyle.com

WAYF leopard print dress

Another Good Animal Print Dress

Snakeprint has also been a big trend for the past few seasons, and definitely isn’t going anywhere any time soon.

A.L.C. snake print silk dress | 40plusstyle.com

A.L.C. snake print silk dress

A snake printed midi dress | 40plusstyle.com

Kylie shows how to style a snakeprint dress with a fitted blazer and boots.

Recreate her look with these similar printed dressblazerbooties and tights.

Wrap Dress In Autumnal Shades

A beautiful burnt orange is always a good color for fall.

Mango bow wrap dress | 40plusstyle.com

Mango bow wrap dress

Wrap midi dress in autumnal shades | 40plusstyle.com

Catherine wears her print dress layered over pants.

She got her dress from Asos unfortunately, this one is sold out. But there are a lot of options you can choose from the site. Check out this dress with a unique print.

Read our article on how to wear dresses with pants.

Vertical Stripe Midi Dress

Vertical stripes are always a stylish way to add long lean lines.

For more inspiration take a look at how to look taller and slimmer.

Mango belt shirtdress | 40plusstyle.com

Mango belt shirtdress

Vertical stripe midi dress for women over 40 | 40plusstyle.com

Gail styles her midi with Chanel-style espadrilles and a classic straw hat.

Gorgeous Polka Dot Dress

Here’s another stylish polka dot option for you – this time with slightly larger dots.

Mango printed long dress | 40plusstyle.com

Mango printed long dress

The Midi Dress I Bought Myself

This is a dress that’s become a favorite in my closet as it’s airy and light and so easy to throw on.

It’s one of the best midi dresses in my closet. I like to wear it with a red accessories and a belt.

Mango printed dress | 40plusstyle.com

Mango printed dress

A Simple Black And White Dress Never Goes Out Of Style

You could also opt to wear your polka dots in classic black and white

Mango printed shirtdress | 40plusstyle.com

Mango printed shirtdress

a simple black and white midi dress | 40plusstyle.com

Tanasha keeps her look monochrome with her black and white accessories.

She is wearing a midi dress from Shein and a pair of chic lace-up heels.

Another Classic Shirt Dress For You

The navy and white stripes here give a very contemporary, yet classic look which you can wear year after year.

Mango belt shirt dress | 40plusstyle.com

Mango belt shirtdress

What do you think are the best midi dresses for you? Have you already found the perfect midi dress?

Continue reading:

  1. How To Choose The Perfect Little Black Dress For Your Body Type
  2. The best dresses with sleeves for women over 40
  3. How To Wear A Maxi Dress Or Maxi Skirt?


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