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

  • It’s Thursday. It’s Thursday. It’s Thursday. We’re almost to Friday, people. ALMOST THERE🙌🏼 // 📸 by @pret.a.photo
  • Ok but is there anything better than cashmere? NOPE. Especially @everlane $100 cashmere😍 The #CashmereTour is officially in NYC🙌🏼 There’s pre-wrapped cashmere, warm drinks, and DIY holiday cards! Be sure to stop by the DUMBO or Williamsburg locations (depending on the day) and check it out😇 (PS: This isn’t an ad, I just genuinely LOVE Everlane products!) .
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Shop my cashmere sweater (only $100!), best black jeans, and all of my accessories by using the @liketoknow.it app! http://liketk.it/2yLou #liketkit #danawearsnow
  • Stuck on what to get the guy in your life for the holidays? Pick up @perryellis Pure Blue (available online and as a gift set too!) -- it's the perfect scent for your guy's day at work or night out on the town🙌🏼 AD #PerryEllisFragrances #lifereadysince1976
  • Monday morning coziness😍 I’m typically an “I’ll still get an iced drink even when it’s 20°”, butttttt since I wasn’t wearing a coat...I let the temps get the best of me😂 I had this scarf though (UNDER $50!🙌🏼) so at least I didn’t look TOO crazy🤷🏻‍♀️🤦🏻‍♀️
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Shop my insanely cozy scarf (I have it in 2 colors...and there’s a lot more!) and the rest of my look by using the @liketoknow.it app! http://liketk.it/2yK7M #liketkit #levis #fpme #ltkunder50 #ltkholidaywishlist #danawearsnow
  • A little Sunday night throwback (that’s a thing right?!😇) to this fun shoot for @hm with these amazing ladies!🙌🏼 A big thanks to everyone who entered in the giveaway this week. My goal in 2019 is to do more giveaways like this for YOU! #hmxme #myholidaylook // 📸 by @ashleygalleraniphotography
  • You can't have a bad day when your @thomolson_watches goes perfectly with your favorite cozy look! You can now get yourself and your friends and fam your own unique piece at @macys! #holidaygifts AD
  • When Matt says he’s taking me out for breakfast🏃🏻‍♀️🏃🏻‍♀️🏃🏻‍♀️ Thankful for easy Gucci slip ons that also keep my feet warm😂😍 HAPPY SATURDAY! I’m trying to knock out all of my holiday shopping today — what’s the status of your holiday shopping?
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This chunky  sweater is a great gift (for yourself and a friend, duh) and I currently own it in 3 colors😧 Oh and let’s talk about these jeans. These @levis Wedgie jeans are THE perfect wash that I’ve been looking for forever!!🙌🏼 I bought 2 pairs🤷🏻‍♀️ I also found amazing dupes for my Saint Laurent bag! Shop my entire outfit by using the @liketoknow.it app! It’s my favorite way to shop •  http://liketk.it/2yIbm #liketkit #danawearsnow
  • My kind of holiday details😍 ALSO. Has this week FLOWN by for anyone else or is it just me?! Cannot believe it’s almost Friday🙌🏼 .
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Shop my midi dress, Gucci belt and plaid coat by using the @liketoknow.it app❤️ http://liketk.it/2yFsB #liketkit

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