Top 10 Most Popular Fall Outfits

Good morning and happy Tuesday! If you follow me on Instagram, you may already know that my brother and I landed in Telluride, Colorado yesterday! It was quite the travel day – we flew from Charlotte into the Denver airport, and from there we took a SIX PASSENGER PLANE to Telluride. We had no idea that the plane was that small – I was so scared the entire time! What’s even worse is that our luggage didn’t make it on board… and also didn’t catch the afternoon flight. I typically ALWAYS brings a carry-on with a few essentials, but this time I didn’t!! I didn’t have pajamas, contact solution, toothpaste, etc. We also don’t have our camera equipment or the rest of my outfits hahah so we might be doing a little bit of shopping today! Aside from the whole luggage thing, I can’t wait to share more of Telluride with you guys. Until then, I thought I would round up some of my most popular fall outfits from years’ past. Some of these are throwbacks all the way to 2013, haha! I found similar items if you was to re-create some of these looks this year 🙂

black lace tank // similar wrap // jeans // boots

similar poncho // similar striped turtleneck // leggings // boot socks // similar Tory Burch riding boots // Clare V. handbag

similar off-the-shoulder sweater dress // similar boots // Gucci Dionysus handbag

Leith ruched dress // similar aztec poncho // similar boots // floppy hat // Prada handbag

white tee // suede skirt // similar riding boots // boot socks // similar blanket scarf

fuzzy jacket // white tee // Good American jeans

similar tan cardigan // white tank // Julie Vos coin necklace // leggings // similar leopard heels // Celine handbag

white utility shirt // similar olive green pants here & here // similar peep toe booties // Gucci Dionysus handbag

similar turtleneck sweater dress // floppy hat // similar over-the-knee boots

Which look is your favorite?! I’d love to know!! xoxo

Leave a Comment


  1. I live for your fall outfits! I can barely choose a favorite but I think the way you style a good cardigan and skinny jeans is probably my favorite because it is so easy to recreate yet you always look so well put together and polished!
    xx Janine

  2. Wow, the fall looks you share here are wonderful!
    xx from Bavaria/Germany, Rena

  3. Love that white tie top and green denim look! Happy Fall 🙂

    Amanda @ Cupcake N Dreams

  4. It is entirely too difficult to choose just one look! I love them all. You always have the best fall outfits!

  5. Zoe

    Oops! The links for the suede skirt and blanket skirt outfit do not work. I’ve been looking for a nice blanket scarf and that one looks super cute!

    • Lillie

      This is my favorite too! I am hoping she gets the links to work

  6. Laura Leigh

    The white top with green denim is definitely my favorite! Absolutely love it lady! I am so sorry about your luggage! I hope it makes it to you ASAP!

    xo Laura Leigh
    Louella Reese

  7. I love all of your outfits !

  8. Ellen

    I LOVE the tan cardigan with white tank and leggings – looks so easy, but together and classy at the same time. I’ve got to recreate this one!

  9. Girl you are so pretty and have the BEST outfits for every seasons!! Before I really was into blogging i’d ALWAYS see your outfit photos on Pinterest!
    XO, Katie |

  10. All of your outfits are always so cute! Do you have any favorite stores (besides Nordstrom! That’s a bit out of my price range usually, haha) that you could share?

  11. Julie

    How can we get link to suede skirt?

  12. Candice

    All are fantastic but my favorite would have to be the long tan sweater with white tank, black leggings and leopard heels. 🙂

  13. All of these outfits are absolutely gorgeous!!
    Xo, Kelsey

  14. I always love your fall looks – if only I was as in-shape as you are! (But I have a baby, so #momlife) And I can’t believe you took a 6 seater plane… did that once, NEVER will again hah!

  15. Cathy Bentley

    The white poncho outfit is when I discovered your blog. Have been following ever since. All your outfits are wonderful. Thanks always for showing us just a little glimmer into your life. It is very much appreciated.

  16. You always have the best fall style! Can’t wait to see what’s to come this fall on your blog!

  17. Always love your fall looks! <3

  18. Love your fall looks! They’re always so fun 🙂

    Anika |

  19. Carol Moseley

    I love the last look the most! Gray and tan pairing is so chic for fall! Plus Winnie looks so cute, she almost matches!

  20. Your Fall outfits are always the best!

  21. LOVE that first dress!!!

  22. Obsessing over these fall looks! Your style is so chic yet effortless. Your outfits are my inspiration.

  23. Christina Ollre

    First of all, love be your blog and second, geez I hope the whole luggage thing works out for y’all.

    Question- do you think riding boots are going out of style this year?

    • I don’t think riding boots are quite as “trendy” this year but they are definitely not out of style! Especially if you like more classic looks 🙂

  24. Gaelle

    I love look #2!!

  25. What beautiful outfits! Love all of these.

  26. So many darling looks here! Great inspiration for the chilly season <3

  27. Raquel

    Hi Caitlin! Really love this post! It is SUPER helpful. However the link for the suede skirt isn’t working 🙁

  28. the photos are splendid
    Thank you for your good mood everyday

    Créoles or, Pendentifs croix, pendentifs animaux et pendentifs enfants sur

  29. Love those olive green jeans!

    So sorry about your luggage! The same thing happened to me when I traveled to Aspen last year. It made me realize how much I overpack and how little I really need!

  30. carol

    you used to actually post and link accurate reflection to what you were wearing. so sad you’ve given up….

    • Hey! Did you read what I wrote in the post? Most of these pictures are from years ago (even as far back as 2013) and so the exact items I’m wearing have been sold out for a long time! I linked to the most similar items I could find. The point of this post was to provide fall inspiration! 🙂

  31. Wow You looking very nice and pretty derss,

  32. Lynn

    You have amazing style! Great photography. I want one of everything you wear!!