10 Booties to Wear Now

Shopping trip or weekend getaway these boots get points for style and comfort.


A now wardrobe staple come fall, the ankle boot is a favourite shoe to travel in. Not only are they versatile — you can wear them with a pair of jeans for sightseeing in the day or throw them on with leather leggings for a night on the town — they also happen to be comfortable (assuming the heel isn’t too high). Go for leather if your destination has unpredictable weather and suede is fine if you plan to mostly be indoors.

1. Coach Honey Bootie, $355, coach.com
The textured detail on this suede bootie adds just the right amount of interest. It’s a 3-inch heel, so not necessarily a shoe you can wear for hours on end, but definitely a great option for the airplane or an afternoon shopping.

2. ALDO Shoes Fiera in Cognac, $85, aldoeshoes.com
Leather works on wet days, so these booties are great for destinations where the weather is unpredictable. Plus the low, chunky heel is easier for a day on your feet.

3. Matt Bernson Coup d’Etat Booties, $231, shopbop.com
A cute western-style bootie gets taken to the next level with the knotted straps around the ankle.

4. Zara Suede Ankle Boot, $100, zara.com
Footwear has been moving in the direction of a pointer toe, so consider incorporating a boot like this into your wardrobe. You’ll be thankful to have the thick heel to added support.

5.  Tory Burch Griffin Bootie, $395, toryburch.com
With an already worn-in look, these flat booties are the perfect day shoe for sight-seeing. With a masculine feel, consider pairing with an a-line skirt and statement sweater or a pair of jeans and tee.

6. H&M Ankle Boots, $40, hm.com
A basic pair of ankle boots definitely don’t have to break the bank. Favourite features include the elastic on the ankle, great for stuffing in your skinny jeans or a thick pair of socks and the low heel.

7. Rag & Bone Black Leather Belted Harrow Boots, $560, ssense.com
When considering the perfect pair of ankle boots, these beauties fit the bill. They’re basic enough to wear during the day, but you won’t stick out if you opt to wear them for a night out.

8. See by Chloe Two Tone Booties, $350, shopbop.com
Feminine and a bit dressy, these booties would be a great addition to a trip were you plan to mix business with pleasure.

9. Topshop Mighty Black Leather Zip Boots, $90, topshop.com
For a trip that includes a lot of being on your feet, these ankle boots will do the trick. Roomy and with a heel that’s not too high, they’re the right amount of casual cool.

10. Markus Lupfer Glitter-finish Leather Ankle Boots, $415, net-a-porter.com
You could pack a completely neutral wardrobe and these boots would be the statement piece. With so much glitter we don’t suggest wearing them during a rainstorm or through airport security, but as your second pair of boots — a very easy way to dress things up without over packing your suitcase.