
Whether you call them booties, ankle boots, or short boots, they’re one of the most versatile and hard-working footwear styles for cooler months. I’ll wear mine from late autumn until early summer, and almost always include a weatherproof pair in my travel wardrobes.
If you’re looking to replace or update your boots this season, you’re in luck. I’ve been seeing some pretty substantial discounts, with lots of sizes and colors available.

I’m a big fan of Paul Green boots, for both comfort and durability. They often sell out before they are marked down, but this style is still available in most sizes! (Also available in Black.)

This good looking boot is waterproof, and under $100! (I have the same style in the “ocelot haircalf” and can attest to its comfort.)

If your climate calls for keeping your ankles covered, these sleek hiker style water-resistant boots have a micro fleece lining for warmth. Of course they come in solid colors too, but this leopard print is just so fun! (My friend Karen has these and loves them. Gives them two thumbs up for comfort.)

On the other hand, if you prefer a lower cut, these are a versatile style that can dress up or down. Other colors available, and currently priced under $60.

These waterproof booties are consistently well-reviewed, and select colors are currently priced under $70.

These have a total Rockstar vibe, and are currently 60% off!

It’s hard to go wrong with a classic Chelsea boot. These are currently 30% off with code BIGTIME.

Hiker boots are definitely having a moment this season. This style is also available in Black or Brown, but I think this Cream/Tan combo is really fun, and would lighten up your Winter outfits.

These western style booties are perfect for those whose style leans a bit more Bohemian. They’re also offered in Black or Brown, but this taupe suede might be a nice change up.
I searched far and wide for a pair of hiking-type boots and discovered Sorel. Lennox…waterproof, super comfortable and not so clunky. I got them in white, which is really cute and unexpected.
https://www.zappos.com/p/sorel-lennox-lace-white/product/9400628/color/14
I have tried hard to love boots, but I just can’t do it. I don’t like the feel of them around my ankles. Snow boots are a functional necessity, but that’s as far as I can go. Am I the only one?
No, you’re not alone, Lyn! Boots are not my go to unless necessary for snow (infrequent here in OR) or muck (rubber boots then). I am a petite, slim ankle length pant and flats kind of gal. Love boots on others, just not on myself.
I’d be proud to wear any of these. However I can’t. Everything is a medium width. There are lots of us out in the wide, wide world with wide, wide feet. Can’t we be stylish, too, or are we forever doomed to Crocs and orthopedic shoes?
Author
Hi kbs, here’s good looking style available in WW widths (and on sale too!) Naturalizer Cassandra
Here’s a nice looking Chelsea boot: Walking Cradles
And a lace-up style (not on sale, but several colors available) Propet
You might want to try the European brands Gabor and Ara. They do wider fittings (with Gabor, it’s the Comfort range and with Ara I think all their shoes are wider). There are a few frumpy styles in there but quite a few cool ones too. They’ve been my go-to shoe brands for years now – I have wide feet too (and hallux on both feet as well!). Hope this helps.
I have a wide foot (thanks bunions!) but fairly thin ankles. I have a pair of the Propet from a few years ago with fabric uppers–a little clunky but inexpensive and really warm. They’re great for walking outdoors in the snow. If you can afford them, these from La Canadienne are wonderfully comfortable. I wear them to work almost every day and get lots of compliments.
https://www.zappos.com/p/la-canadienne-palmina-black-leather/product/7261886/color/72
These are also comfortable, but I don’t think they are waterproof.
https://www.zappos.com/p/comfortiva-cordia-caffe-oleoso/product/9107723/color/707247
If some of you are looking for a supportive, waterproof warm winter boot ( I am talking real winter -20C) that can handle icy streets I can highly recommend Obōz boots. They are performance boots ie not ‘cute’ and also $$ but if you have ever had to mince down an icy sidewalk or like to walk in the snow or snowshoe these boots are awesome. Something more stylish but also warm and non slip? Then I recommend Olang boots with their flip down spikes. Totally waterproof and I can vouch for their warmth. Cute, functional and $$$ but you get what you pay for. I own every boot out there from Aquatalia to Bogs ( also a great boot) but when the winter gets ugly warmth, comfort, safety and support are top of my list.
I AM THRILLED to have just ordered the Cole Haan leopard snow boots. I’ve spent hours perusing warm boots and nothing was jumping out at me until THESE! Thank you! You are the Queen of Leopard print! I want a leopard print sneaker post for spring, please!
I too ordered the Cole Haan snow boots in black. They are terrifically comfortable; just as described. I think the traction will also be good. Unfortunately, one of the laces arrived damaged (partially severed) and will no doubt snap after a few uses. Cole Haan customer service has been terrible. Rather than sending a replacement set (or even a replacement lace) they directed me to a third party seller to purchase new laces at my own cost. I am very disappointed and trying to figure out what to do with the 8” of new snow that has fallen over the holidays. These are great boots but Cole Haan has lost me as a dedicated customer… over a pair of boot laces.