The 11 Best Knee-High Boots to Try This Season

Naturalizer Brent Waterproof Knee High Boots ($250)

If you have wider calves, it can be tough to find the right boot. These waterproof knee-high boots were also conveniently made for wide feet, but they also have a regular width, so everyone can wear them. The back is stretchy, so it has the right amount of give when you pull them on. With their waterproof tech and classic silhouette, they'll stand the test of time.