Winter Boot Guide

Fashionable hiking boots are THE TOP TREND for Winter 2019. I wanted to round up some up my favorite pairs! I own a few (I love the UGG brand – you can always count on high quality) and I ordered a few more pairs this week – including this pair and this pair. I’ll let you guys know how I like them when they come in!

See below for some boots I own and love…

UGG Quincy boot (fits TTS, I got my normal size 7)

UGG Mini Fluff Bootie (also TTS)

Sorel Joan of Arctic Waterproof Snow Boots (sold out in black; size up a half size so that you can wear thick socks!)

Sorel Tofino II Faux Fur Lined Waterproof Boot (size up a half size so that you can wear thick socks!)

Let me know if you have any questions in the comment section below!

Leave a Comment


  1. I’m actually grown to quite love this trend! 🙂
    I love the Free People ones as well as the ones with the red laces!
    xx Janine

  2. Nessa

    I kid you not!
    Husbs and I live in SoCal but are heading to Wy and Montana for Christmas. This winter boot guide came at the most opportune time. Great “round up”. Great sense of style. The “Out N About Plus Conquest Boot” wouldn’t have even been on my radar with out this post.

  3. Hello Caitlin, thank you for this winter boots guide; it’s extremely helpful, thank you!

  4. I love the cute boots!


  5. I’m loving all these boots! I really love the boots with shearling because they add extra warmth!

  6. Laura Leigh

    The mini fluff booties are just about the cutest things ever!

    xo Laura Leigh

  7. Do you have any recommendations for waterproof boots that your husband loves? My boyfriend wants a pair for Christmas and I don’t even know where to begin!!!
    Xo, Kelsey

  8. Nikki Ashton

    This post was super helpful. Love the Cole Haan boots so much! Is your shirt from amazon?

  9. very cute winter boots, i have many winter boots too like from ugg australia and other brands too but in boston area when is snowing then i cant wear those sheepsking boots then i bought ugg adirondacks and they are great too.
    I have blog too

  10. Jor

    what is the camera used for the pictures? they are so good

  11. Samantha

    Where did you get that scarf in the background?:-) thanks!!!