Fall/Winter Fashion

Transition Shoes for Fall 2018

I had a reader request for some advice on transition shoes as we head into fall. She’s in California, where it stays warm well into October, and I’m sure many of you in the southern United States can relate. Even here in Philly, it can be warm well into fall.

It can definitely be challenging to find appropriate shoes for this transition time. We’re ready to ditch the summer flip-flops, but booties can be too warm… so what’s a fashion-loving girl to do?

Today I rounded up a bunch of shoes that I think are perfect for wearing during this transition season.

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I love perforated booties for this time of year. They allow some ventilation, but they have the bootie shape. Not all have to be heels either. I’ve linked up a bunch more options below:

Slides and mules are another good option, and again, they’re available in all heel heights as well as open and closed toe options. Here are some more suggestions:

Ballet flats and loafers have long been my go-to for this time of year. There are a ton of great options available these days, so I rounded up some below:

Then there are always slip-on sneakers for casual wear, and I like a good suede block heel sandal for dress-up. Of course, pumps are always a safe bet year ’round.

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20 thoughts on “Transition Shoes for Fall 2018

  1. Old Navy has some awesome booties for a great price. I was really surpised at the quality and fit. I have bought 2 booties: nude and black and then I bought a pair of sandals which look almost like thebooties. they are so comfortable I can stand and teach school in them.

  2. I bought the UGG loafers during the Anniversary Sale. I’ve been wearing them around the house to see if they stretch out a bit. Do you have an opinion on if they will stretch out at all? I noticed – after I bought them – some people mentioned buying 1/2 size up. Too late for me! I want to keep them but they’re too narrow on one foot 🙁

    1. Hey Jill – maybe take them to a cobbler, or take them into Nordstrom if you have one locally, and have them stretched. They did this for my Tory Burch ballet flats, and it helped a lot.

  3. Great post easy to find shoes..
    Plan to trade pair sandals today for the black
    Looking forward to your fall series
    Thank you for all your posting over the summer
    During your move! It all has been very
    Helpful to me especially house and wedding 

  4. Hi Jo-Lynne, The shoes are so cute but could you find similar shoes at low price point? I like the ankle boots but $150 is a bit pricey.
    Thank you, Kathleen

    1. Hey Kathleen, I tried to include some lower prices, but I was in a rush and ended up doing my widgets mostly from Nordstrom b/c they make searching so quick & easy. I can definitely add to them with some other retailers this weekend!

  5. So many nice options!  It is a real challenge finding narrow mules that also have real arch support, but I’m not giving up.  The end of my big toes turn up just enough to keep ballet flats from being comfortable for an extended period of time.  Those of you that don’t have several challenges with your feet are 🍀!  I hope you had a great day!

  6. Thank you for this post! I love the slides and mules options. Even though it doesn’t get super cold here in AZ I still like to change up my shoes for each season. I love shoe shopping but have been suffering from plantar fasciitis. Ouch! But it’s not stopping me from window shopping! Lol 

    1. Donna, you may want to try Vionic Orthaheels. I wore them exclusively for several months when recovering from a bout of plantar fasciitis and now my foot is completely healed! They have lots of cute options and you can find them on Amazon. 

      1. Thank you Maryanne for the suggestion. I’ll definitely check those shoes out. This seems to be a reoccurring problem for me. A few years ago it was my right foot which required three cortisone shots to relive the pain. I definitely don’t want to go that route again. I’ll try the shoes before the shots! 

  7. Loving all the transition booties and mules because it texas we can literally wear these until December. Thanks for sharing and looking forward to the Fall Fashion Series! 

  8. I wish they’d make a taupe or beige color bootie with lower heel that is NOT suede.  In the NW, it rains a lot in the Fall/Winter and suede just doesn’t hold up.  I’ve bought many and been disappointed with how they show everything and dark jeans stain them.  Any ideas of a leather one with lower heel? I love all the booties out there but the 3-4″ heels just too high for everyday wear.  Looking forward to the start of the Fall Series. 🙂

    1. I start switching over after Labor Day, but it’s a process. I just move the lightest stuff out first, if it’s still warm, and then gradually keep moving more out as the weather changes and I notice myself opting for more fall-like styles.

  9. These are a must down here in TX. I imagine I could probably even get by with just these fall-spring even though I love and jump on any opportunity to wear real boots, haha. I got sucked into the newer trend (newer for me anyway) of wedge sneakers. I’m still not quite sure how well they suit me, but they seem to be a great transitional shoe option. I love their potential to serve as my in between shoe for when I don’t want to wear straight up sneakers, but I still want the comfort.

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