An Inspiring Weekend Ahead

cute fall outfit with hat and scarf

As much fun as traveling is, I am so ready to park it in NYC for the next few weeks until the holidays roll around. Fall in NYC is definitely my favorite time of year here and I want to enjoy it before winter sets in!

This weekend I’m staying in town and attending the Cosmopolitan Fun Fearless Life Conference on behalf of Express. It’s a two-day event (Saturday 11/8 & Sunday 11/9) right near Lincoln Center at the David H. Koch theatre. The panel line-up is pretty stocked — Joanna Coles, Editor-in-Chief of Cosmopolitan, Chrissy Teigen, and Elizabeth Crystal, CMO of EXPRESS, just to name a few.

If you’re interested in attending (find me and say hi if you do!), you can get discounted tickets with the code EXPRESS20. See you there!

Even though I won’t be on a plane this weekend, I’ll still be wearing my typical travel look that also works well for a weekend conference — a cozy sweater, comfortable jeans, a thick scarf, and a pair of booties. I was joking with one of my girlfriends the other day about how “once you go cashmere, you can never go back.” But I definitely stood corrected when I tried on this sweater at Express! It’s so soft, and almost feels like you’re wearing cashmere. (At a fraction of the price!) A scarf is my go-to neckwear. Especially with the current blanket scarf trend, you’ve got an accessory, a pillow, and a light throw all in one!

I always wear my boots or booties on the plane so they aren’t taking up space in my carry-on suitcase. And while I wish I could just wear sweats on the plane, I usually don’t have time to make outfit swaps. Comfy jeans are key. I’m obsessed with Express’ mid-rise legging jeans… The perfect amount of stretch and the fit is spot on! If I’m packing a hat, I always wear it on the plane because I don’t want to risk it getting smashed and ruined in my suitcase.

fall stylish travel outfit holiday

fall outfit hat, blanket scarf, white sweater, ripped jeans

thanksgiving travel outfit

plaid scarf white sweater distroyed denim

navy hat plaid scarf gucci disco

navy gucci crossbody bag

fall outfit with hat

navy hat maroon and navy checked scarf

fall hat navy

daniel wellington watch


Get the Look…

Express Sweater, DenimScarf, & Booties | American Apparel Hat | Gucci Crossbody (similar under $200) | MZ Wallace Tote | NARS ‘ Valparaiso’ Lipstick | Daniel Wellington Watch

wide brim hat fall navy

Thank you to Express for sponsoring this post!


Leave a Comment


  1. 11.6.14
    Amanda commented:

    Love your hat & scarf combo! Have a great time at the Express Conference!!

  2. 11.6.14
    Emma commented:

    Such a cute and simple outfit!

  3. 11.6.14
    Sienna commented:

    I love your little Gucci bag!

  4. 11.6.14
    Natali commented:

    Yep, this is the perfect travelling outfit + it’s very chic and stylish too!
    I love wearing plaid scarf over comfy sweater and trashed denim.

  5. 11.6.14
    Kimberly commented:

    This is the perfect casual fall outfit – love it from head to toe!!

  6. 11.6.14

    Such a great look for fall…love that oversized floppy hat! I need to break mine out again this season!

    Cathy, your Poor Little It Girl

  7. 11.6.14
    Kayla commented:

    You look so freakin’ adorable in that hat!!


  8. 11.6.14
    JJ Faust commented:

    Great bags! I think I need them both!!
    by Hannah Josephine

  9. 11.6.14
    Meagan commented:

    What a gorgeous look!

  10. 11.6.14
    Ana commented:

    What a wonderful bag! I’m obsessed with tassel everything this season 🙂

  11. 11.6.14
    Wishes & Reality commented:

    Love this look, Jessica! So super cute. Enjoy the conference.

    Heidi D.

  12. 11.6.14

    Cute look! Have so much fun at the conference!!

  13. 11.6.14
    Alexandra commented:

    Love this look! Your scarf and bag are so pretty. Wearing boots whilst shopping is such a good idea!

    Warm Regards,

  14. 11.6.14

    Loving the laid back vibe of this look!

    Liz @

  15. 11.6.14

    I love the accessories featured in this post, especially the hat and the tote. Happy Thursday, Jessica 🙂

  16. 11.6.14
    Alecz commented:

    What a great outfit! That sweater does look realllly soft. I love your scarf and watch! They add a really nice touch. Have fun the conference this weekend!

  17. 11.6.14
    Vera Sawicki commented:

    Amazing outfit! You look great!!

  18. 11.6.14
    Melissa commented:

    Such a cute look Jess! Loving floppy hats for fall!

  19. 11.7.14
    vy commented:

    Love the suede booties. Are they comfy?

    • 11.11.14
      Jessica Sturdy commented:

      They are! I’m able to run around NYC all day and not worry about my feet at all.

  20. 11.8.14

    Love this look! Ill be at the same event maybe our paths may cross 😉

  21. 11.10.14
    Jenn commented:

    Love this look! Very comfortable yet chic!

    xo, Jenn

  22. 11.14.14
    Nicole commented:

    What brand and color of lipstick do you use?? It’s fantastic for fall!