The Best Winter Boots

How To Wear A Tunic Sweater
By Jess
3 Jan 2023
The Best Winter Boots
ugg adirondack II boots

We are officially into the winter season and I get asked about winter boots, a lot. I do live in Vermont and have spent almost my entire life in New England, so I know a thing or two about snow boots. If you’re looking for the best winter boots, you’ve come to the right place. I’ve had many different pairs of winter boots, and have tested my fair share of them along the way. Some hold up better than others, but I’m here to break it all down for you. Whether you’re looking for a stylish winter boot, hiking boot, snow boot or something in between, I’ve rounded up the best winter boots for every kind of weather. May your feet stay warm and dry all season long. Make sure to check out the winter boots buying guide here.

Best Winter Boots

Stylish Winter Boots

These are your stylish winter boots. Not the books for trekking through snow or shoveling the driveway, but great for those days when you want to look stylish but it’s also winter. You can certainly wear these on snowy days, but these boots are designed more for date nights and daytime outings.

marc fisher izzie lugsole

I love these boots. I wear them a ton. They’re a great stylish boot for everyday winter use. I wouldn’t use them in deep snow or hiking through the woods but they can handle some winter weather and they’re very comfy. These fit true to size.

L.L. Bean rugged cozy boots

These boots are a great slip on style with a cozy lining. You can fold them over or keep them straight for a stylish style that’s super versatile. These fit true to size.

dr marten leonore boots

These faux fur lined lug sole boots are comfy and cozy. These have an elasticized ankle making them easy to pull on and off. The padded sole and fuzzy lining makes them very warm and great for everyday wear. These fit true to size.

Winter Work Boots

Snow Boots

These are your heavy duty snow boots, when you’re going on hikes, shoveling the driveway, headed to the mountains for a ski/snowboard weekend and everything in between. These are all great for snowy, harsh winter weather. If you’re looking to keep your feet warm and dry these are great options. If you’re going to be in deep snow I recommend the Ugg Adirondack or Kamik SnowGem. All of these will keep your feet warm, but for extreme cold the Uggs or Kamiks are the best options.

Sorel explorer cozy boot

These are a great casual snow boot that feels like a sneaker. They’re lightweight and don’t feel too clunky but perform really well in snowy conditions. Go up half a size!

ugg adirondack boot

I’ve had these snow boots for years and they still look brand new. If you want to keep your feet super toasty and dry, these are your boots. I usually bring these when we go snowboarding to throw on after a day on the slopes. They’re great for pretty much any winter activity you throw at them and I like that they’re not super clunky. I went a half size up, for me they ran a little small.

kamik snowgem boots

These boots got great reviews from several community members who live in very cold climates. They are warm and waterproof. It’s recommended to go up half a size.

Winter Hiking Boots

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  1. Kim wrote:

    My LLBean lined boots have lasted me years and they only look better with age. They are my go to for winter in New England! I find the sherpa lined ones to actually be pretty toasty with some wool socks. But they certainly aren’t knee deep snow boots! Thank you for this write up! Also, what jeans are you wearing in the field/camel coat photo?

    10.23.19 | Reply
  2. cate wrote:

    When I was doing my semester in college in Vermont I remember everyone was wearing LL Bean Duck Boots! now I need a pair XD

    Cate // 35mminstyle

    10.23.19 | Reply
  3. Joanna wrote:

    I love the looks of the Marc Fisher boot but after reading reviews and how they get the Shearling, I would not buy them. That is absolute brutal treatment of a two year old lamb, skinned before it’s slaughtered so we can have pretty boots. I had No

    10.23.19 | Reply
  4. Janee wrote:

    Thank you so much for this! I may be making a move from LA to Ithaca, NY in the next year and a half so that’s going to be quite the change for me! Glad to have some cute while also functional recommendations!

    10.23.19 | Reply
    • Jess wrote:

      That will be quite the change! Best of luck, you will definitely need ALL THE LAYERS. Haha. xx

      10.24.19 | Reply
  5. Rebecca wrote:

    Jess, do you have any suggestions for boot socks to wear with riding boots? I like when they just peek over the top of the boot under the knee, but I’m not having any luck finding a pair that I like.

    10.23.19 | Reply
  6. Rach wrote:

    Yes! Thank you for this post!! My mind is already starting to prepare for winter boots season and definitely need new ones!

    10.24.19 | Reply
  7. Meg wrote:

    AWESOME picks! I can vouch for the Sorel Winter Carnival boots in the bottom pic carousel in both slushy and extra-cold weather. I live in New England, but visit my parents in a frigid northern Hellscape each Xmas…they handle -25F, no problem; ditto nor’easters.

    10.25.19 | Reply
  8. Nicola wrote:


    Love the Nisolo Chelsea boot but they don’t ship to Canada :(.

    Any chance you know of any brands similar that ship outside of the states?

    Thank you!


    11.12.19 | Reply
  9. Alexa wrote:

    Loved the post! I’m curious if you could recommend any good water proofing spray as well? Amazon reviews are so polarising and a lot of them have a ton of chemicals – wish there was some green option for waterproofing boots!

    11.18.19 | Reply
    • Jess wrote:

      Thanks! That’s a great question, I haven’t found anything yet, but I need to do some testing, stay tuned.

      11.19.19 | Reply

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