From fun, runway-inspired pairs to classic black boots you’ll wear for years to come, the possibilities are pretty much endless. Just look for a style that is versatile — a pair you can wear with cute sweatpants or a cute little dress — and well-designed for transitional weather, and the havoc it can wreak on your footwear.
Here are 15 pairs of fall boots to check out now.
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Ankle Boots
Ankle boots are a popular early-fall style that look great with everything from bare legs to tights to leggings. Look for a pair with a stylish square toe or in a great autumnal colour.
Le Château Faux Suede Pointy Toe Ankle Boot, $, available at Le Château
COS Square Toe Leather Ankle Boots, $, available at COS
Alexander Wang Parker Boot, $, available at Alexander Wang
Chelsea Boots
Chelsea boots, which are typically ankle height, feature elastic side panels that make them easier to put on and take off. The most-fashionable pairs for fall 2020 feature a clunky-on-purpose flatform sole.
H&M Leather Chelsea Boots, $, available at H&M
Blundstone Women’s 1673 Heeled Chelsea Boots, $, available at Little Burgundy
Call It Spring Gwierwen, $, available at Call It Spring
Hiking Boots
Whether or not you’re actually planning to do some hiking this fall, there’s something undeniably cute about a pair of lug-sole, hiking-style boots. Bonus points if they have colourful laces!
Danner Vertigo 917 Hiker Boots, $, available at Anthropologie
The North Face Back-To-Berkeley Mid WP, $, available at Altitude Sports
Aldo Jollyra, $, available at Aldo
Rain Boots
For drizzly fall days, there’s nothing better than a pair of well-insulated waterproof boots. Basic black is great, but this season there are several colourful takes on the classic Wellington to consider.
Hunter Refined Slim Fit Short Rain Boots, $, available at Hunter
Zara Low Heel Rubberized Boots, $, available at Zara
Lemon Jelly Layla 02, $, available at Jean-Paul Fortin
Black Boots
Speaking of basic black… a sleek pair of black boots for fall is never a bad idea. Options abound in both leather and faux — it’s just a matter of picking between shimmery and matte finishes. (Decisions, decisions.)
Brother Vellies Brandy Boot, $, available at Brother Vellies
Zvelle Classica Boot, $, available at Zvelle
Matt & Nat Deena, $, available at Matt & Nat
Knee-High Boots
From preppy riding boots to heeled, retro-inspired suede boots, the knee-high is a late-fall classic. If shopping online, remember to double check the measurements to make sure that the calf width and boot height will work for you. As a petite gal, I’ve definitely bought knee-high boots that were much too tall for my legs!
Banana Republic Leather Mid-Heel Boot, $, available at Banana Republic
Sam Edelman Penny Boot, $, available at Nordstrom
Mango Leather Boots With Tall Leg, $, available at Mango
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