Home » Style + Shopping » Styling Shorts to Look Nice but Still be Comfortable

Styling Shorts to Look Nice but Still be Comfortable

Vintage inspired shorts outfit

Vintage inspired shorts outfit

Vintage inspired shorts outfit

Shorts (Clearance!) | Sandals (Clearance! Similar here.) | Bag | Sunglasses (Similar) | Cardigan (Similar) | Cami | Scarf (Similar) | Pin

As much as I want fall to be here, it most definitely is still summer! Shorts are almost never featured on my blog during summer because I have the hardest time finding a pair that fits me, looks nice and are still comfortable. But behold! I have found a pair that fits and they’re comfortable….and I think they look nice! (That brings my current shorts collection to 2 pairs!)

I picked these up in the most recent ModCloth sale, and they have been getting a lot of use lately! They’re true to size, and I like how well these shorts and sandals match too. These sandals are only available in a mustard color now, but I found a similar pair I linked to above. The sizing was kind of wonky with these sandals and I actually sized up a half size, but they’re super comfortable!

ModCloth shorts

ModCloth shorts

The day had started out cool enough that I thought I could get away with wearing a cropped cardigan and my little scarf. I liked that the cardigan showed off the buttons on these shorts. I wasn’t in the mood to show my belly button off, though. So, I put a cami underneath the cardigan and tucked it in. I really liked the way this outfit looked, but by about lunch time the temps were soaring, and I had to change.

So, the photos below are what I wore for the rest of the day, haha. I actually preferred this outfit more. The top is more comfortable, but it doesn’t show off the buttons on these shorts like I wanted.

Vintage inspired summer outfit

Vintage inspired summer outfit

Vintage inspired summer outfit

How do you like to style your shorts in the summer? And do you have a difficult time finding shorts that fit, like me? Let me know in the comments!

Where to find it:

Shorts: ModCloth (On clearance!)
Bag: ModCloth
Sandals: ModCloth (On Clearance, almost gone! Similar here.)
Cardigan: Old (Similar here)
Sunglasses: Quay (Old. Similar here.)
Cami: Maurices
Scarf: Old (Similar here.)
Pin: Lace & Whimsy Studio
Short-sleeved top: Unique Vintage

*Disclosure: some of these links are affiliate links. Meaning, if you click a link and make a purchase, Have Clothes, Will Travel gets a very small commission at no extra cost to you. Thank you for supporting the brands that make this blog possible! I am also a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for us to earn fees by linking to Amazon.com and affiliated sites.

*c/o = courtesy of, meaning the company gave me the product to be used on my blog, and I did not pay for it. All opinions are my own, and I am not being compensated for a positive review.


  1. Courtney Byers says:

    I absolutely love how you styled this. I have trouble with shorts too. I love the ones you picked. I am so ready for fall too. I cannot believe it’s almost here.

    1. haveclotheswilltravel says:

      Thank you, Courtney!

  2. withwonderandwhimsy says:

    The button detailing on these shorts is just darling! They have an almost steampunk vibe. And the dark, rich orange pairs beautifully with the ivory. Warm, restrained, and still polished. And I am obsessed with the bag! I keep checking it out on LTK.

    With Wonder and Whimsy | www.withwonderandwhimsy.com

    1. haveclotheswilltravel says:

      Thank you so much, Liz!

    1. haveclotheswilltravel says:


  3. Cute!!! I do have trouble with shorts, I have long legs, and a very “wide load” 😉 I prefer skirts and pants, but it’s so hot in Florida, I wear shorts or skirts most of the time, and these are a great option!

    1. haveclotheswilltravel says:

      I have the same issues! I usually go for skirts and dresses, but it’s nice to have a pair of shorts as an option too. 🙂

  4. So cute! I love shorts with button-decorations. And, yes, the sandals match perfectly.

    1. haveclotheswilltravel says:

      Aw, thank you!

  5. awayfromtheblue says:

    The shorts are so cute, and I like them worn both ways, even if you didn’t like your top covering the buttons very much in the second outfit 🙂

    Hope that your weekend is off to a nice start 🙂 I went to a big opshop sale this morning and picked up some bargains! 🙂

    Away From The Blue Blog

    1. haveclotheswilltravel says:

      Thank you so much! Oooh and that sounds fun! 🙂

  6. Great styling! Love the shorts.

    Gemma x

    1. haveclotheswilltravel says:

      Thank you!

  7. styleofbonnie says:

    Love this look . Cute

    1. haveclotheswilltravel says:


  8. I have to admit that I wear shorts more now than I did 10 years ago. I think it’s kinda me being a rebel.
    I love this pair on you Lindsey!! They are perfect!!

    1. haveclotheswilltravel says:

      Aw, thank you, Jodie!

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