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Boots are my favorite shoes to wear in the fall. As a shopping writer, I’ve tested handcrafted pairs, and the most comfortable shoes are made with premium materials like leather and suede. Plus, boots with cushioned insoles are even better! Since there are so many pairs on the market, I did the hard work for you and compiled a list of the best ones to purchase.
Before you head out shopping, here are a few things to keep in mind. Look for boots with thicker heels if you’re on your feet all day. Chinky heels are more supportive and comfortable for your aches, making them ideal for standing and walking. If your primary concern is style, knee-high picks are ideal for cooler weather. Of course, you can also select boots with heels for an event or work presentation, which typically include cushioned insoles.
Regardless of your needs and style, keep scrolling to shop the most comfortable and stylish boots on Amazon.
16 Comfy and Stylish Boots You’ll Happily Walk 10K Steps In
1. Our Favorite: I can’t pass up a tall pair of boots, so naturally I snagged this glossy black pair. The shoes have a low heel made for walking and are crafted from premium materials that repel liquid, mud and coffee stains.
2. Trendy Banana Boots: It’s hard to avoid seeing a video of banana boots on social media. The bad news? The OG pair costs hundreds of dollars. The good news? You can snag a similar pair for only $63!
3. Ralph Lauren Inspired Boots: No one does riding boots like Ralph Lauren, but if you’re on a budget, you don’t have to sacrifice style. This affordable pair is packed with character and comfort.
4. Winter Whites: These ankle boots made their way into my cart so fast. I love the creamy color, which looks stunning paired with a medium-wash denim.
5. Made for Walking: If you’re looking for a pair of boots that are really made for walking, consider the Dream Pairs Knee High Boots. They feature faux suede and ruching, which enhance any outfit, from jeans to leggings and dresses.
6. Embroidered Western: I stood in these Western boots for over eight hours at a concert earlier this year, and I wasn’t in pain; that’s how comfortable and chic these are!
7. Burgundy Beauties: Looking for a pop of color in your fall lineup? Start with adding a richly colored pair of comfortable boots. This pair features a square almond toe and a supportive low heel.
8. The Versatile Pair: Whether you need boots for work or for dinner, this pair has you covered. They feature faux elastic leather that fits and flatters a variety of body types, even those with wider calves.
9. Warm and Cozy: For off-duty days, snag a slip-on pair of boots from Skechers. The shoes feature sweater-knit fold-over collars and the brand’s air-cooled memory foam insole for support.
10. Cool Girl Chelsea Boots: A pair of Chelsea boots looks cool no matter how you style them. Made with classic elements like elastic side bands, non-slip soles and a 2.3-inch chunky heel, these boots will quickly become your favorite pair.
11. The Splurge-y Pair: The boots with cushioned insoles feature a lightly cushioned footbed that keeps your feet comfortable all day. They also have a cowboy-like style for an edgier finish. Plus, shoppers praise the dual side-zip closures that make the shoes a breeze to get in and out of.
12. Ugg Lookalikes: When you don’t want to spend $150 on one pair of comfortable boots, you can add this pair of genuine suede mini boots. They have a soft plush lining for warmth!
13. Office Ready: Although this pair of shoes has a larger heel, many reviewers report that the boots are still comfortable. The heel is stacked to provide elevation and stability for each stride.
14. Chocolate Suede: These richly colored boots are another favorite on our list, thanks to their autumn hue and smooth suede feel. They also have an easy-to-wear knee-high style.
15. Stylish and Sustainable: Dr. Scholl’s ankle boots are cut from recycled bottles, faux leather and anatomical cushioning, offering timeless style and comfort.
16. Modern Combat Style: If combat boots are your favorite style, don’t miss out on this embellished pair. They have decorative straps that give the boots a modern, romantic look.
