12 Trendy Boots for Fall 2020

Style meets comfort in this season’s must-haves

Pair your cozy knits and jackets with these versatile boots for fall. From practical footwear that keep your toes warm for outdoor activities to a chic pair of knee-high stilettos that dress things up, there’s something for everyone to love.

Browse through our favourites, and discover some new options for your closet…

1. Keeler Combat Boot by Aldo, $140

Complete with a rubber sole and side zip, these military-inspired boots are perfect for casual days when you’re running errands or heading out for a stroll. They are easy-to-wear and fashionable, plus the khaki colour is always a hit during this season.
Available online

2. Callie Boot by Naturalizer, $219.99

Give some edge to your fall outfits with these gorgeous snake leather booties in deep burgundy. Naturalizer makes sure you can put your best foot forward thanks to its great quality, contour technology and overall comfort.
Available online

3. Robinn Boot by Call it Spring, $109.99

Here’s something for the true fashionista! These over-the-knee boots by Call it Spring look fabulous with denim jeans, a leather skirt or a slip-on satin dress. Plus, we love that they are super comfortable, and made with vegan textile material. Trendy and eco-friendly? A real winner. 
Available online

4. Original Speckle Rain Boots by Hunter, $150

A sturdy rain boot is a must-have for the fall, and this pair by Hunter is guaranteed to get you through the downpours. Made from high quality natural rubber, these boots sit at a mid-calf height, and are 100 percent waterproof. Also, the purple shade will help brighten things up a little, and you can throw on some wool socks underneath for extra warmth.
Available online

5. High Shaft Split Leather Boots by Zara, $159.99

With a flexible latex foam sole, these ultra chic leather boots by Zara are sure to become a daily favourite. We can’t get enough of the woven detail at the back, the sleek three-inch heel, and—of course!—beige is the perfect neutral colour to match all of your fall looks. 
Available online

6. Whitney II Short Lace Boot by Sorel, $150

Say goodbye to frozen toes on chillier days thanks to these booties by Sorel. Functional and sporty, they are lightweight, waterproof, and come complete with 200 grams of warm insulation. If dark grey isn’t your thing, there are five other colours to select from.
Available online

7. Davist Natural Leather Boot by Steve Madden, $170

Save these white booties for a crisp, sunny fall day. We love that they are super easy to wear, and the heel is just the right size to keep you comfortable no matter what activities you have lined up.
Available online

8. Erli Heeled Boots by Nine West, $169

Stiletto boots aren’t going out of style anytime soon, and this metallic pair is guaranteed to add a fun pop to all of your outfit choices, from leather pants to your favourite denim or a little black number. Check them out in bronze if you really want to channel your inner diva.
Available online

9. Flat-heel Leather Chelsea Boots by Simons, $189

We love these leather boots by Simons for a day at work, or for spending time in the outdoors. With side elastics, a padded footbed and a smooth rubber outer sole, your feet will stay snug and cozy.
Available online

10. Viva Red Flared Boots by Topshop, $79

Anything in spicy red is a good call for this season, and that includes these boots from Topshop. We are obsessed with the square toe and the detailing of the heel, while the colour is definitely going to have all eyes on you.
Available online

11. High-heel Buckle Boot by Banana Republic, $299

Banana Republic’s trendy leather boots can be effortlessly paired with your work attire, or donned for a physically-distanced evening out. We love the structure of the boot, and the buckle adds just the right amount of detail. The outsole is skid-resistant, and includes a comfort pod at the bottom so you can strut around without a doubt.
Available online

12. Ribbed Chelsea Boots by J.Crew, $364.50

Sophisticated and comfy, these low-stack heels by J.Crew are perfect for the woman on-the-go. These boots are easy to wear and will keep your feet warm. As a bonus, the ribbed wool detail on top most definitely yells “fall fashion.”
Available online