How to Style a Dress for Now and Later

August 20, 2021

On Monday’s post I shared this adorable Walmart dress that is just $33. This is the cutest dress! I did size down one after trying my usual size small. Honestly both worked, but I did prefer this size a little better. It is a true tie at the waist making it fully adjustable. It’s the perfect style dress to transition from season to season seamlessly. Since we are in that time of the year when most of us are no longer wanting to buy summer items, but it really isn’t fall yet I thought it would be fun to share a post on how to style a dress for now and later.

What to Look For In A Multi-Seasonal Dress

When considering a dress that works for something like this, there are several things I would recommend shopping for that make some dresses work better than others. Here are my tips tips on what to look when considering how to style a dress for now and later:

  1. Look for a fun, relatively neutral print or a solid, i.e. it doesn’t scream summer only like a pastel or winter only like a super dark floral would.
  2. I recommend either short sleeves or sleeveless dresses so that you can wear them in the spring, summer, fall, and layer in the winter. Note: Sleeveless does make it harder to wear in some seasons alone. Long sleeves eliminate some seasons and make inside wear hotter in the winter with layers.
  3. I prefer a dress that goes either right above your knee or a midi length for the same reasons as above. A maxi will often be too hot in the summer. You can sometimes transition a sleeveless maxi in similar ways if it follows the print suggestions though since it is cool enough in the summer and easy to layer in the fall.

Wear It Now

To style your dress for the warmer months, simply add a heeled or flat sandal of your choice and leave it at that! So easy and chic. I love dresses for this reason! One stop outfit and done.

Are you looking to stretch your closet? I'm sharing tips on how to style a dress for now and later plus what to look for in a dress when you buy!
Are you looking to stretch your closet? I'm sharing tips on how to style a dress for now and later plus what to look for in a dress when you buy!
Wondering how to style a dress for now and later and what to look for when you shop so you can do it? I'm sharing how to style this adorable $33 dress for summer, fall, and winter!

Wear it Later

To transition my dress for cooler months, I simply added my tall boots and a hat. There are a lot of other ways you can transition your look as well depending on your own personal tastes and the weather in your area seasonally.

  • Add a jean jacket
  • Wear ankle boots instead of tall boots
  • Wear tights AND boots
  • Add a long coat over your dress
  • Pair a sweater over your dress to make it look like a skirt – you can put a belt underneath and tuck the sweater into it for a faux waist affect
Wondering how to style a dress for now and later and what to look for when you shop so you can do it? I'm sharing how to style this adorable $33 dress for summer, fall, and winter!
This adorable $33 easily transitions from summer, to fall, to winter and I am breaking down how to do it. Click for more info!
Are you looking to stretch your closet? I'm sharing tips on how to style a dress for now and later plus what to look for in a dress when you buy! This adorable $33 easily transitions from summer, to fall, to winter!

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