My go-to boots for winter

Boots are definitely winter shoe staples in my wardrobe. In recent years, I have added several pairs of boots to my wardrobe, including two pairs of flat-heeled boots as well as rain boots — must-haves for Portland weather! (Note:  I realize that I have no need for really heavy-duty winter boots. This post is about my own personal go-to boots for winter, so you won’t see any heavy-duty winter boots, which may be must-haves for those of you who live in snowy temps. Hope y’all keep warm this winter!)

My go-to boots for winter include ankle booties, tall boots, flat-heeled riding boots, and rain boots. Here are some cute options I’ve come across recently. (Especially love the brown combo version of my Marc Fisher boots, as featured below. If only they’d come out with a grey leather version…)
Librarian for Life + Style | Winter Boots Shoe Love collage

ankle booties  /  riding boots  /  rain boots  /  tall boots

Below are collages showcasing winter outfits I’ve worn with each kind of boot in my wardrobe.

Rain boots

I no longer have my first pair of rain boots, a cool black-and-tweed pair seen below. (The soles cracked a little over a year of use.) My first pair of Hunter rain boots (almost exact version here) have been in steady use for two years now of winter and rainy spring weather.

Librarian for Life + Style | Winter shoe love, rain boots

left  /  middle  /  right

Riding boots

I purchased two pairs of flat-heeled riding boots in fall 2013, one pair in black and the other in cognac (almost exact versions here online). A not-insignificant purchase, but one that has paid back several times over since. Their cost-per-wear ratio has to be one of the lowest in my current wardrobe!

Librarian for Life + Style | Winter shoe love, riding boots

Top row:  left  /  middle  /  right
Bottom row:  left  /  middle  /  right

Tall heeled boots

My first pair of tall heeled boots came when I lived in Wisconsin, where I purchased these black and brown pairs. The heeled boots are not as practical as my flat-heeled pairs, but I still like the look of them, especially when I feel I need extra height.

Librarian for Life + Style | Winter shoe love, tall heeled boots

left  /  middle  /  right

Ankle booties

I purchased my first pair of ankle booties, also called “shoeties,” two winters ago. Again, the Portland (and style blog?) influence. I tried out the trend with this Payless pair (similar pair here), and they’re still going strong!

Librarian for Life + Style | Winter shoe love, ankle booties

left  /  middle  /  right

Do you live in a climate where boots are winter staples in your wardrobe? Which kind of boots are your favorites? Please leave a comment and let me know!

Linking up with these lovely ladies!


9 thoughts on “My go-to boots for winter

  1. Sarca

    LOL, I have to laugh at myself when reading your great post. We just got dumped with half a foot of snow yesterday in Toronto…my main boots are Wind River brand high tops with tarantula non-slip soles (Sold via Mark’s Work Wearhouse – a Canadian brand and store). Before that, B.U.M. Equipment duck boots (Wally Mart). Yeah, I don’t co-ordinate my wardrobe with my boots. Too frightened of slipping and falling, or getting salt stains. These days, I invest in medium quality warm boots with non-slip soles. 😉
    My mom used to have these awesome winterized high heels. They had traction soles and fur inside. She wouldn’t wear them everyday – just for steppin’ out for dinner or to the symphony. I think they were Naturalizer. I’m not partial to heels myself, but I think that was quite stylistically mod for her in the 80s.

    1. Jen @ Librarian for Life and Style Post author

      Yes, there’s definitely a difference between a “winter boot” for Portland kind of weather, and the kind of footwear you need in those snowy climates! And actually, I just added a note to the post to help highlight that — that this post is about my own personal go-to boots for winter, not necessarily what fits for everyone else. 🙂

    1. Jen @ Librarian for Life and Style Post author

      Totally agree! And I always get compliments on my navy pair, as they have that strip of pink in the back. I don’t mind wearing rain boots all day — I’ve totally worn them to work all day. For some reason, I don’t experience the discomfort others do, like with sweating inside the rain boots.

  2. Mrs C

    Wow, you have many pairs of boots! But then again living in a 4 seasons area you might need them. Us here in the desert… I think not 🙂

  3. Erin @ Loop Looks

    Ankle boots, flat riding boots, and the occasional heeled boot are all winter staples, especially now that I can dress casually. But right now since it dumped 20″ of snow on us earlier this week I’ve been wearing my Sorel Joan of Arctic boots to work and then changing into something less….large.


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