One of our favourite purchases is a new pair of boots. But we have to admit that the ultra-stylish, 4-inch stiletto croc booties we can’t live without aren’t always suitable for walking, let alone dashing after the bus. Rather of subjecting our poor feet to the aches and pains of yet another cute-but-toe-pinching encounter, we’ve resolved to find the most comfortable boots for any and all occasions, from a stroll through the park to a night of dancing, whether rain, sleet, or snow. Here are seven types that stuck out from the crowd and are well worth the investment.
Coach Leather Joy Boots

If you want a stylish and comfortable boot, then the Coach Leather Joy Boots are perfect. These boots are true to size and offer lots of padding around the ankles to help reduce foot pain. They also have an anti-slip rubber sole that will keep you steady on your feet in any situation. The stitching is high quality, which means that these boots will last a long time. They also come in three different colors so you can find the perfect one to match your style.
Blundstone Leather Chelsea Boots

These tough Chelsea boots include an anatomically engineered shock-absorbing extra XRD footbed, which means they’ll have you ready for a full day of walking, standing, and exploring. Front and back tabs make them easy to put on and take off, and the leather upper is water-resistant, making this Australian classic a fashionable choice for wet days.
Marc Fisher Leather Yale Chelsea Boot

Can boots be as comfortable as sneakers? Because there are March Fisher boots. Customers say these ankle booties, which have a double elastic gore at the sides for easy on and off, are comfortable right out of the box, with one reporting she walked more than 2,000 steps in them without a single blister. If you’re still not convinced, perhaps this glowing endorsement will do the trick: “I feel obligated to inform you that they are the most comfy sneakers I have ever owned.
Stuart Weitzman Suede The Lowland Boots

There’s a reason why so many supermodels, fashion editors, and jet-setting celebs have been photographed wearing these Stuart Weitzman boots—they’re the ideal blend of comfort and style. The knot at the top prevents slipping throughout the day, and the shaft’s little elasticity allows these boots to readily fit to legs of all shapes and sizes. Furthermore, the soft leather insole adapts to your foot’s unique shapes with time. They are also available in both thin and wide widths.
Kamik Heidi Rain Boots

Galoshes are a great alternative for wet days, but they’re rarely comfy for all-day wear. But not this Kamik couple. A padded footbed provides enough support to make walking through a thunderstorm almost enjoyable. (Plus, the footbed is removable, so you may use your own insoles if necessary.) The rubber is also quite light, and the 11-inch shaft gives adequate coverage to keep water out without impeding leg movement, which is a common complaint with higher rain boots. Not to mention that every component of the boot is 100 percent recyclable, so if your pair has seen better days, you can package them up and send them back to Kamik to be recycled.
Sorel Winter Carnival Boots

A decent pair of snow boots should be warm, have consistent traction, and be flexible enough to allow you to walk over slush and ice without flopping around. This Sorel pair ticks all of the boxes. The entire boot is waterproof and seam-sealed, with a warm faux-shearling cuff and felt liner to keep Jack Frost at bay. The lace-up front allows you to customise the amount of ankle support you want and need, and it can be modified to accommodate a broader foot or calf. According to one review, they even function effectively for people who have plantar fasciitis: “I have long, slender feet and plantar fasciitis, so finding shoes that work is incredibly difficult for me.