As the weather cools down it’s time to find some beautiful vintage fall dresses. These vintage-inspired fall dresses will keep you cozy and fashionable.

This post was originally shared in 2021 and each year I update this post to have dresses that are still available. The most recent update was August 21, 2024.
It’s kind of hard to believe but fall is here! It’s time to start thinking about a fall wardrobe. I’m enjoying watching all of the beautiful new fall dresses coming out.
Now’s the time to buy a few new fall dresses and maybe stock up on cute tights and shoes. If you like vintage fashion you’ll love these vintage-inspired fall dresses.
Vintage-Inspired Fall Dresses
One of my favorite clothing items is dresses. They are so simple because there is no trying to find matching pieces, just throw on a dress and you look put together! And these fall dresses are perfect for the cooler months.
Whether you’re heading to the office, a weekend brunch, or a crisp fall picnic, this dress is versatile enough to suit any occasion.
This delightful 1950s piece features a playful grey and blue plaid pattern that’s perfect for any occasion.
Step back in time with this 1940s Green Butterfly Print Midi Dress from Unique Vintage!
This delightful 1950s piece features a stunning navy plaid print that’s perfect for any occasion.
This dress can be customized and made to fit your measurements! And you can get $50 off your first order with my link!
This charming 1950s dress features a classic brown and blue plaid pattern that brings a pop of retro fun to your wardrobe.
In a deep burgundy and black striped print, this luxuriously soft midi dress from the ModCloth namesake label is both super stylish and irresistibly comfortable. This dress also comes in green.
Elegant in its simplicity, this rust-hued shirt dress from the ModCloth namesake label is comfortable enough for all-day wear with an elevated silhouette that is full of vintage-inspired charm.

This Belle Poque Semi Formal Swing dress is a lovely Defined Waist Dress to bring out your captivating charm.

This Belle Poque dress has a great fall feel and also it has pockets!
How to Rent Fall Dresses
Another way to a lot of new fall dresses is with clothing rental. It’s an affordable and eco-friendly option as you aren’t buying new items but instead basically sharing a huge closet with a lot of other people.
I have a guide for clothing rental that you can check out if you are interested in trying it out this fall. It’s a great way to get a new wardrobe without spending a lot of time, and money, or cluttering up your closet.








Tara Simone says
I am love with dresses 1-5. Especially the one with the skulls- how cute!!! I wish I had somewhere nice to wear the purple shaded dresses as well. Also, great job picking home made dresses. It’s hard finding items that are made in our country and not somewhere else.
Lisa Sharp says
It is hard to find local clothing. I love that ModCloth has a lot of pieces made here and clearly labels them in the descriptions.
Victoria says
So I’ve been drooling over this post for like an hour!! Gorgeous dresses, great resources, and I LOVE that they are all domestically made!
Fabulous post!
Lisa Sharp says
Glad you like it. Must buy all the dresses! 🙂
Jessica Cangiano says
Terrific post, Lisa! I especially like the red tartan offering from Unique Vintage. I had a tartan print purse when I was all of about five years old and it instilled a lifelong love for this classic pattern me from that early age onward.
Wishing you a beautiful week,
? Jessica
Lisa Sharp says
I love it as well, I’ve been lusting after it for awhile. It’s just so beautiful.
Emily says
I love seeing these fall colors. Since becoming a SAHM, I haven’t worn dresses a whole lot. But these look really comfortable! My favorite is the first one.
Lisa Sharp says
I have gotten to were I feel more comfortable in dresses. Pants are the worst ha.
Ana Fernandez says
The dresses are so cute!! Its going to be very difficult to pick just one!
Lisa Sharp says
Right? Good thing ModCloth is having a sale. 😉
Darcy says
Love the colors of the first two dresses!
www(dot)amemoryofus(dot)com
Lisa Sharp says
Me too! 🙂
Alison @ Puppies & Pretties says
I love the plaid dresses, especially the red one.
Lisa Sharp says
That’s my favorite one as well. It’s feels so festive.
Catherine Short says
I love wearing dresses too — the plaid one is my favorite. I’m picturing it at holiday parties!
Lisa Sharp says
It’s my favorite as well!
Sydnee says
So Happy to Gather dress in Plum is SO pretty. I also love the cut and colour of the first dress!
Lisa Sharp says
Isn’t it? I love all shades of purple and plum is so perfect for fall.
Miranda Sherman says
I absolutely LOVE the skull dress! I want one so bad.
Lisa Sharp says
Me too! It’s perfect for Halloween.
DIY April says
The only problem is which one to try first.
Lisa Sharp says
I know! I want to buy all the dresses.
giulia lombardo says
I’m totally in love for all dresses, thanks for sharing!