Best Fall Boots

New York, NY

When I asked you on Stories what blog post topics you wanted me to cover next, the majority of you said all things FALL (outfits, decor, recipes!) Today I am going to start with fall outfits with a specific focus on fall footwear.

Best Fall Boots

Fall footwear is the best, isn’t it?! Suede booties, over the knee boots, moto boots – yes please! My favorite fall shoes are; these Joie booties (so comfortable, I own them in 2 colors), these Stuart Weitzman over the knee boots (legit best boots ever – the brown is on MAJ sale here), PS this is the heeled version of the over the knee boots, a pair of white leather booties, and these Rag & Bone Newbury booties (which have held up for 10 years after I resoled them!!!)

Fall Boot Wish List

A few boots I have my eye on for this fall are these J.Crew suede over the knee boots in black and brown, these brown leather heeled boots, these super affordable tan moto boots, and these waterproof moto rain boots (love that they don’t look like a clunky rain boot.) I do own the classic Hunter rain boots, but TBH I’ve only worn them 3 times in the last decade. They’re just wayyyy too clunky and heavy for me. I even have the fleece insert for winter, but they’re still not warm enough, so I always just wear my Sperry insulated duck shoes.

Least Worn Pair of Fall Boots

My least worn pair of fall shoes are surprisingly these Isabel Marant booties. They’re gorgeous and look great on all of the models, but for some reason, I just haven’t reached for them in years. They run VERY narrow (and I have wide feet) so I haven’t had a chance to break them in, but I am hoping to really commit and try this season. I feel like they would look great with a cropped skinny jean. Originally, I had wanted to style them with a flowy floral Zimmermann type of dress, but they just hit at the wrong part of my ankle so they really don’t elongate/flatter unless you’re over 5’8″. Anyways, TBD if I end up finally wearing them – will keep you posted!

Most Worn Pair of Fall Boots

If I had to pick one pair of shoes to invest in for the fall, they would be these brown suede Joie booties. They do have a heel, but they’re extremely comfortable and SO flattering on. They’re a great date night shoe because they can be dressed up. They look just as good with dresses as they do with jeans. 100% a must in my book!

FYI for all outfit details, please check my fall outfit section here where you will find all brands linked!

Shop the Post

Carly Tumen Photography

Share this post

Leave a Comment

Your email address will not be published. Required fields are marked *


  • Stephanie Perez says:

    How do you suggest wearing booties as to not make your legs look short?

    September 9, 2020 | Reply
    • replied:

      With skinny jeans: Tuck the jeans into the boot and look in the mirror, if that’s not flattering, then tuck the jeans OVER the bootie and that will elongate – it’s all about playing with both ways to see which works with your body type.

      With a dress: I love the look of a short dress with over the knee boots or knee high boots. Booties and dresses are trickier because they cut off the leg, so I usually don’t recommend if you’re on the shorter side.


      September 9, 2020 | Reply
  • Rach says:

    I always love your Fall style! Your boots collection is amazing!

    September 9, 2020 | Reply
    • replied:

      Thanks Rach!!

      September 9, 2020 | Reply
  • Chrissy Kuo says:

    I can’t find the heeled OTK boot you show on your pics.

    September 10, 2020 | Reply
  • Clare says:

    Hi Kat,

    Love this post, i really love your fall style! I live more northern Canada where it is pretty cold for most of the year, happy to see more outfit options. :)

    I was Wondering – Can you do a scarf post or tutorial? Or do you have any tips for styling or buying scarves? I feel like I dont know how to style fall and winter scarves even after i watch videos but yours look very chic and effortless.


    September 11, 2020 | Reply
    • replied:

      Hi Clare! Thanks so much! I honestly don’t have a secret way of tying my scarves, I just wrap it around my neck! I love white + warren cashmere scarves the best :)

      September 11, 2020 | Reply
  • Lisa Autumn says:

    OH they all look gorgeous!

    Lisa |

    September 12, 2020 | Reply
    • replied:

      Thank you!

      September 12, 2020 | Reply
  • My Fall Staple Pieces - With Love From Kat | Lifestyle Blog says:

    […] are SO many great brown boots on the market right now…and they’re all super affordable. I’ve seen these faux leather ones […]

    October 12, 2020 | Reply