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Best Transitional Dresses 2019

30 Stunning Dresses You Can Buy Now and Wear Well Into November

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August is that awkward month when Fall clothes start hitting the racks and I get excited to start dressing for cooler weather, but it's still scorching hot outside. The best way to satisfy my seasonal cravings without jumping the gun is by investing in transitional pieces I can wear for more than one season. Right now, flattering dresses are at the top of my wish list, and I'm looking to treat myself to a few finds that I can wear now and well into Fall. I went on the hunt for versatile picks that are easy to style more than just one way.

Ahead, I gathered a list of my 30 favourite picks that you can shop, too. I found everything from cute minis you can pair with jackets and over-the-knee boots and midis you can layer with sweaters when the weather starts to change. Plus, prices start at just $25, so maybe you can get two. Keep reading to check them out.

Image Source: shop.nordstrom.com

Chelsea28 Floral Satin Midi Dress

The high neckline on this Chelsea28 Floral Satin Midi Dress ($149) is so pretty.

Image Source: shop.nordstrom.com
Chelsea28 Floral Satin Midi Dress
$149
from shop.nordstrom.com
Buy Now

cupcakes and cashmere Frankie Dress

You can wear this cupcakes and cashmere Frankie Dress ($118) with over-the-knee boots when it gets cold.

Image Source: shopbop.com
cupcakes and cashmere Frankie Dress
$118
from shopbop.com
Buy Now

Faithful the Brand Farah Midi Dress

Whether you style this Faithful the Brand Farah Midi Dress ($189) with sandals or sneakers, it will always look good.

Image Source: shopbop.com
Faithful the Brand Farah Midi Dress
$189
from shopbop.com
Buy Now

H&M Pleated Wrap Dress

Pair this H&M Pleated Wrap Dress ($70) with a moto jacket and boots in the Fall.

Image Source: www2.hm.com
H&M Pleated Wrap Dress
$70
from www2.hm.com
Buy Now

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Keepsake Lovesick Mini Dress

We adore the print on this Keepsake Lovesick Mini Dress ($185).

Image Source: shopbop.com
Keepsake Lovesick Mini Dress
$185
from shopbop.com
Buy Now

Reformation Vollare Dress

Add a denim jacket and fun ankle boots to this Reformation Vollare Dress ($198).

Image Source: thereformation.com
Reformation Vollare Dress
$198
from thereformation.com
Buy Now

CeCe Botanical Charm Cascading Ruffle Sleeveless Dress

Wear this CeCe Botanical Charm Cascading Ruffle Sleeveless Dress ($139) to your next event.

Image Source: shop.nordstrom.com
CeCe Botanical Charm Cascading Ruffle Sleeveless Dress
$139
from shop.nordstrom.com
Buy Now

H&M Pleated Long Dress

The shade of this H&M Pleated Long Dress ($70) is so pretty.

Image Source: www2.hm.com
H&M Pleated Long Dress
$70
from www2.hm.com
Buy Now

Rachel Parcell Button Down Midi Dress

Dress up this Rachel Parcell Button Down Midi Dress ($99) with PVC heels.

Image Source: shop.nordstrom.com
Rachel Parcell Button Down Midi Dress
$99
from shop.nordstrom.com
Buy Now

Reformation Carina Dress

You can wear this versatile Reformation Carina Dress ($218) year round.

Image Source: shopbop.com
Reformation Carina Dress
$218
from shopbop.com
Buy Now

Reformation Dalie Dress

There's no better time to rock a little snake print than in Fall, so snag this Reformation Dalie Dress ($248).

Image Source: thereformation.com
Reformation Dalie Dress
$248
from thereformation.com
Buy Now

ENGLISH FACTORY Swiss Dot Smocked Maxi Dress

No doubt you'll turn heads in this stunning ENGLISH FACTORY Swiss Dot Smocked Maxi Dress ($115).

Image Source: shopbop.com
ENGLISH FACTORY Swiss Dot Smocked Maxi Dress
$115
from shopbop.com
Buy Now

Reformation Hayden Dress

Wear this Reformation Hayden Dress ($218) with sandals in Summer or a coat and sneakers in cold weather.

Image Source: thereformation.com
Reformation Hayden Dress
$218
from thereformation.com
Buy Now

Topshop Bardot Spot Print Asymmetrical Off the Shoulder Dress

Everyone will want to know where this pretty Topshop Bardot Spot Print Asymmetrical Off the Shoulder Dress ($95) is from.

Image Source: shop.nordstrom.com
Topshop Bardot Spot Print Asymmetrical Off the Shoulder Dress
$95
from shop.nordstrom.com
Buy Now

GANNI Printed Georgette Dress

This GANNI Printed Georgette Dress ($160) belongs with a pair of cute Western-style boots.

Image Source: shopbop.com
GANNI Printed Georgette Dress
$160
from shopbop.com
Buy Now

The Fifth Label Current Long Sleeve Midi Dress

You can wear this The Fifth Label Current Long Sleeve Midi Dress ($120) to the office and beyond.

Image Source: shopbop.com
The Fifth Label Current Long Sleeve Midi Dress
$120
from shopbop.com
Buy Now

Rahi Garden Cassie Dress

Add some colour to your wardrobe, no matter the season, with this Rahi Garden Cassie Dress ($172).

Image Source: shopbop.com
Rahi Garden Cassie Dress
$172
from shopbop.com
Buy Now

H&M Dress with Smocking

You'll wear this H&M Dress with Smocking ($25) again and again.

Image Source: www2.hm.com
H&M Dress with Smocking
$25
from www2.hm.com
Buy Now

H&M V-Neck Dress

You can style this H&M V-Neck Dress ($35) for every season.

Image Source: www2.hm.com
H&M V-Neck Dress
$35
from www2.hm.com
Buy Now

Loft Dotted Pleated Wrap Midi Dress

Wear this Loft Dotted Pleated Wrap Midi Dress ($129) with comfy heels and a leather jacket.

Image Source: loft.com
Loft Dotted Pleated Wrap Midi Dress
$129
from loft.com
Buy Now

Rare Feelings Maxi Dress

Throw on a sweater with this stunning Rare Feelings Maxi Dress ($148).

Image Source: freepeople.com
Rare Feelings Maxi Dress
$148
from freepeople.com
Buy Now

Reformation Lacey Dress

You can wear this printed Reformation Lacey Dress ($248) with flats and a cardigan.

Image Source: thereformation.com
Reformation Lacey Dress
$248
from thereformation.com
Buy Now

Row A Shirred Bustier Bodice Sundress

This Row A Shirred Bustier Bodice Sundress ($49) also comes in a red printed choice.

Image Source: shop.nordstrom.com
Row A Shirred Bustier Bodice Sundress
$49
from shop.nordstrom.com
Buy Now

Gal Meets Glam Collection Alma Two-Colour Gingham Halter Neck Dress

The mix of prints on this Gal Meets Glam Collection Alma Two-Colour Gingham Halter Neck Dress ($148) is so pretty.

Image Source: shop.nordstrom.com
Gal Meets Glam Collection Alma Two-Colour Gingham Halter Neck Dress
$148
from shop.nordstrom.com
Buy Now

POPSUGAR at Kohl's Printed Midi Dress

Take this POPSUGAR at Kohl's Printed Midi Dress ($48, originally $60) from the office to date night.

Image Source: kohls.com
POPSUGAR at Kohl's Printed Midi Dress
$48
from kohls.com
Buy Now

Endless Summer Frances Midi Dress

This Endless Summer Frances Midi Dress ($98) is so versatile, you'll own it forever.

Image Source: freepeople.com
Endless Summer Frances Midi Dress
$98
from freepeople.com
Buy Now

Leith Midi Wrap Dress

This Leith Midi Wrap Dress ($59) comes in so many cute patterns and colours.

Image Source: shop.nordstrom.com
Leith Midi Wrap Dress
$59
from shop.nordstrom.com
Buy Now

Loft Garden Split Neck Pocket Dress

The colours on this Loft Garden Split Neck Pocket Dress ($90) are so eye-catching.

Image Source: loft.com
Loft Garden Split Neck Pocket Dress
$90
from loft.com
Buy Now

Feeling Groovy Maxi Dress

Turn heads in this Feeling Groovy Maxi Dress ($168).

Image Source: freepeople.com
Feeling Groovy Maxi Dress
$168
from freepeople.com
Buy Now

Gal Meets Glam Collection Peyton Belted Linen Blend Sundress

The print on this Gal Meets Glam Collection Peyton Belted Linen Blend Sundress ($198) is so cute.

Image Source: shop.nordstrom.com
Gal Meets Glam Collection Peyton Belted Linen Blend Sundress
$198
from shop.nordstrom.com
Buy Now

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