I love this distressed little ankle boot. Its Western vibe and the unique metallic colour, somewhere in between silver and gold, make for a fun contrast. Looks great under bootcut and straight-legged pants, but you can also tuck in your skinnies or slouchier jeans and trousers for a very on trend look.

This fab casual lace-up bootie is soft and cushioning. I highly recommend it if 3 1/4″ wedges are a comfortable height for you. You can fold up the ankle flaps to create a longer boot. It reminds me of a dressier version of a high-top sneaker, and can be worn in the same way. Available in grey and black. Be sure to read the rave reviews.

The metallic detailing on these sleek pull-on ankle boots is a subtle nod to this year’s sci-fi trend. I like the graphic integrity of the silver colour-blocking, the low circular heel, and the close fit on the ankle. I have not tried these on in person but have a hunch they will be comfortable because of the elastic inserts and suede-esque upper. Great to add a fun edge to a jeans, shorts or trouser outfit.

This slip-on ankle boot is KILLER! It perfectly combines the very on-trend androgynous vibe with ladylike detailing. The patent crinkle polish adds great textural interest, and with a 1 3/4″ heel it’s very comfortable as well. This cutie is made in Italy and runs true to size, but it will probably not fit a wider foot. It comes in black and burgundy, the colour of the season. Beautiful!

This beautiful ankle boot has a stacked low-ish heel that is stable, and a quite comfortable footbed. It comes in five colours but the red gets my top vote because dark red is the colour of the season. The rose gold zipper is a nice finishing touch. They might run half a size big. These are Frye look-alikes at half the price.

This is a well made shoe with tidy stitching and solid hardware. Its minimalistic look and neat ankle fit makes it ideal for skirts and dresses as well as trousers and jeans. Runs true to size, and is very comfortable. A good city walking shoe if you’re good in a two inch heel.

I really liked these desert boots! And they are SO comfortable. They taper quite nicely against the ankle which means they are a no brainer with casual dresses and skirts. They run true to size and are available in several earthy tones. Remember that waterproofing spray will weatherproof these suede darlings perfectly.

I found these quite comfortable, especially with an extra cushioning insole. I really liked the shape of the toe, stable heel, and clean design. They require a little effort to pull on, but the leather loosens up in no time. You might need to size up half a size. Spray with waterproofing spray and they’re fab for wet weather.

These casual boots are fabulously comfortable, super soft and rather robust. Add weatherproof spray and you’ve got yourself a great little Winter boot. The design of the flap is the best part about the boots since they can be worn up or down and half way. I prefer the black but the brown is lovely too. Runs true to size with a roomy toe box.

These boots are not as dark as in the photo. Combat style meets haute hiking boot and this is the result. So fab! They are comfy for regular width feet and surprisingly supportive. Love the distressing and the simple buckle detailing. Available in black too.