Styling Sperry Warm Winter Boots


My new, warm winter boots…for every day.

As soon as the temps go below 50 degrees, I’m reaching for ALL. THE. COZY. THINGS. Specifically warm winter boots.

And lately it’s been a flannel or sweater and boots. This look has become such a go to for me, and these boots are a GOD SEND. Although I’m pretty much always warm, my feet are typically freezing. So while I think it might be a good idea to wear loafers with my outfit when it’s 40 degrees…it’s not.

That’s where these boots come in.

I started trading out my loafers for these comfortable, warm winter boots a few weeks ago, and I never realized I could love a pair of boots this much. I’m used to wearing heeled booties, but my new office environment is super casual, so these boots go great with the casual vibe. They happen to go great with my new favorite flannel and an oversized cozy sweater — oh and obviously I would throw on a cozy scarf.

I know people might consider Sperry a “preppy” brand, but that doesn’t mean you can’t wear them if you aren’t preppy. I highly recommend searching through the website because so many people on Instagram were surprised that Sperry sold boots like this. Everyone in my office complimented them…which makes me realize just how good they are!

As if I needed to sell you on these warm winter boots any more…they’re also equipped with Thinsulate technology (much like my boots from this post). This means that your toes are kept nice and toasty no matter what the elements are. The fact that they’re all weather proof too is definitely a plus!

How would you style these boots? You can also click through the below or here to see more Sperry pieces!

Created in partnership with Sperry.

photos by allie provost


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do it for the ‘gram

  • Maybe one day the sun will come out and I’ll be able to feel it on my face😂🤷🏻‍♀️ But I’m not letting that ruin my Sunday! Heading to brunch with Matt’s fam then I might go see a show by myself! Any Broadway recs?! I’ve pretty much seen most of them butttttt send away!👏🏻🔥
  • HMMMM WHERE TO NEXT?🤭👀 These temps have me ready for some warm weather🥶  I’m already planning my travel schedule for the year and have two places pretty much set in stone: Scottsdale, AZ and CROATIA😍 .
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What places are you planning to go to this year?! Let me know in the comments below and I’ll hook one winner up with a ☕️ gift card🙌🏼
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@liketoknow.it http://liketk.it/2zosL #liketkit
  • Dana’s Essentials: @gucci shoes (duh, you all knew this🤷🏻‍♀️), a good bag (investment bags are always a good idea👏🏻), cashmere pieces (that’ll keep you warm and cozy🤗), and a good statement coat for the days you don’t feel like looking like the Michelin man in your puffer (because hell yeah🙌🏼)⠀⠀⠀⠀⠀⠀⠀⠀⠀
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Shop my essentials using the @liketoknow.it app! You could also click the link in my bio shop😘 http://liketk.it/2znkV #liketkit
  • Getting dressed is easy when @USPoloAssn creates classic, easy lifestyle pieces🙌🏼 Shop by heading to the link in my bio! AD #USPoloAssn #LiveAuthentically // 📸 by @lydiahudgensphoto
  • “There’s something about the New York City air that makes sleep useless.” ❤️ After a three day weekend filled with shoots, SoulCycle, errands, amazing company, and late nights, I’m feeling so lucky to be able to live in the greatest city in the world🙌🏼 #newyorkcity #nyc
  • Weekend look in my @USPoloAssn🙌🏼 The perfect classic puffer for running errands and staying warm! I’ve been living in this cozy piece😍 #ad #USPoloAssn #LiveAuthentically // 📸 by @lydiahudgensphoto
  • On Thursdays, we wear all black and tulle👀🤷🏻‍♀️ That’s how that goes, right? .
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@liketoknow.it http://liketk.it/2zfAa #liketkit
  • Last night in my usual 6:30 @soulcycle class, @mantaszvinas said something that just stuck. He said, “Say your resolutions out loud.” And in that moment I realized something: I never said my resolution out loud to anyone. How am I supposed to be held accountable?
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So in 2019, everything I do is going to have a purpose. Every blog post I publish, every Instagram post I curate, every email I send, every argument I make,  every thing I put in my body. WHATEVER. It’s all going to have a PURPOSE. Resolutions could be heavy weight that is constantly on your mind — but that’s not what I want this year to be. 2019 is going to be another year of growth, happiness, success, and yes, probably even failure. But damn, I’m ready for it🙌🏼
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Your turn. Say your resolutions out loud. Let’s hold each other accountable👏🏼👏🏼👏🏼

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