We can count a handful of times we've been stuck in uncomfortable shoes; it's no fun. This season, as you hunt for the Fall boot of your dreams [1], make sure to get something that you won't be dying to take off at the end of the day. We scoured the internet and uncovered 10 must-have picks that are stylish but your feet will love too. Whether you're looking for a chic bootie [2] or a sleek over-the-knee pair [3], we have you covered. Keep scrolling to shop our favorites.
Sam Edelman Winona Bootie
We love the Western style of this Sam Edelman Winona Bootie [5] ($160).
Steve Madden Brinkley Over the Knee Stretch Boot
Pair this Steve Madden Brinkley Over the Knee Stretch Boot [6] ($130) with your favorite skinny jeans.
Calvin Klein Jeans Freda Pointy Toe Bootie
The unique heel on this white Calvin Klein Jeans Freda Pointy Toe Bootie [7] ($199) gives it a fun twist.
Dr. Martens 1460 Smooth Boot
You can never go wrong with Dr. Martens 1460 Smooth Boots [8] ($140).
Tory Burch Nina Over the Knee Boots
You'll wear these Tory Burch Nina Over the Knee Boots [9] ($648) for years to come.
Loeffler Randall Carter Knit Boot
Want something fashion-forward? Try a sock-like boot this season — this metallic Loeffler Randall Carter Knit Boot [10] ($395) is a comfy choice.
Vagabond Olivia Leather Boot
When your outfit needs a splash of color, slip into this Vagabond Olivia Leather Boot [11] ($160).
Naturalizer Dev Buckle Strap Boot
Looking for a heel that's not too high? Try this comfy Naturalizer Dev Buckle Strap Boot [12] ($200).
The Fix Mika Boots
Take on cold weather in style with The Fix Mika Boots [13] ($139). The bulky shearling will contrast well against a pair of skinny jeans.
Vince Camuto Karita Over the Knee Boot
This Vince Camuto Karita Over the Knee Boot [14] ($169) is perfect to wear with tights and dresses.