From fall to winter to spring, the most comfortable and chicest way to travel around Europe and North America is in the classic riding boot. Wear them on the plane to save luggage space and they will be you go-to footwear option for day and casual dinners at night. Here are a few of our favourite boots that are stylish and ideal for travel.

Stuart Weitzman Riding Boot, $655
You can’t go wrong with a chic pair of Stuart Weitzman boots and this pair will go with anything.

Spring Boot, $89
The colour of these boots from Spring caught our attention and if you’re looking for a casual tan coloured boot to add to your wardrobe these will do the trick without breaking the bank.

Ralph Lauren Sebrina Riding Boot, $1,150
One word comes to mind when looking at these dark brown Ralph Lauren boots — love. They are chic and will pair perfectly with denim or skinny black pants.

Aldo Riding boot, $180
These Aldo boots have a slightly higher heel for a riding boot and the tawny brown shade gives a luxe feel — we also love the height on these boots hitting just at the knee.

MICHAEL Michael Kors Tatum Riding Boot, $275
Our favourite part of these flat black MICHAEL Michael Kors riding boots? The multiple buckles.

ID Browns Riding Boot, $398
It’s hard to decide what we like best — the rich mahogany shade, the buckle or the over-the-knee height of these ID Browns boots.

Burberry Washed Quilted Leather Riding Boot, $895
These Burberry boots could very well be our favourites this season. The quilted leather makes them perfectly chic and ideal for strolling British streets.