5 Types of Shoes You Can Confidently Wear with your Dressy Sweatpants This Season

This week, we answer a customer question about what shoes go best with a pair of our Dressy Sweatpants.

Q: What shoes do I wear with my Dressy Sweatpants?

Finding the perfect shoes to match your outfit is something that has perplexed women for centuries. 

Here are 5 options for different occasions and seasons that will mix and match with your Dressy Sweatpants, and ideally other outfits in your suitcase across several seasons.

 1. Ballet Flats

 A classic ballet flat pairs beautifully with a pair of Dressy Sweatpants. 

There are a myriad of ballet flats in the market from dressy to casual, and everything in between. In our outfit, we've paired a basic brown leather flat with lacing detail.

I recommend sticking with a basic ballet flat or a cut-out (D'Orsay style) flat versus doing a strapped ballet flat which will not work as well with a pair of longer Dressy Sweatpants as they will cover the extra detail.

Our fav ballet flats

2. Booties

I love a good pair of shoe-ties (short + booties). I used to fear this shoe as my bottom half is curvier than my top.

However, I've found that a good bootie can add interest. The extra height elongates the leg like a heel. A short bootie works well with a pant like our Dressy Sweatpant where you don't want to cover up the ankle details.

Our fav booties

3. Pumps

A heel is a work outfit essential. 

For work, choose a neutral shoe, or spice is up with a pattern.

For play, add a little sparkle or detail on the toe, or fun cut outs. 

A heel will really take your Dressy Sweatpants to the next level. No one will know they are sweatpants (just you).

Our fav heels

4. Sandal 

For a warmer spring, and hot summer days, a flat sandal works well with our Dressy Sweatpants.

I love wearing my TKEES flip flops with my Dressy Sweatpants on a weekend when lounging about or heading to and from yoga.

Alternatively, you could add a dressier mule, or a more substantial sandal like a Birkenstock. The possibilities are endless!

Our fav sandals

5. Casual Runner

It seems almost too obvious to pair casual runners with Dressy Sweatpants, right?

Well, it works!

In our outfit, we've styled our Dressy Sweatpants with converse runners in white. 

There are now so many shades of 'casual runners' that can truly change your look (while not sacrificing comfort!)

 

Sometimes the best look is to go with the flow of the spirit of the pants which are what the industry is calling 'athleisure'. 

A casual runner is also a good airport shoe.

Our fav casual running shoes

Tips for Packing Shoes

• As a general rule when packing for a trip that is less than 10 days, I try to limit myself to 3 pairs of shoes. This includes the pair of shoes I wear on the plane. 
• Shoes are super heavy / bulky, so they can easily eat up loads of space in your carry-on. Wear your heaviest pair on the plane.
• Neutral shoes are always a good option because they go with many different outfits. A nude heel is my BFF.

Which shoe + dressy sweatpant outfit is your fav? Leave it in the comments below! 

If you have a question for us on how to style or wear your Encircled designs, or general travel questions and tips, please contact us.

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With wanderlust,

Kristi

Chief Fashionpreneur, encircled

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