Best Booties for Women Over 50: 10 Cushioned, Supportive and Comfortable Options to Add to Your Wardrobe (2024)

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If you’re like us, you’re itching to bring out your fall wardrobe. From comfy-cozy sweaters to trendy flare jeans to our favorite fall hues like deep greens and reds, it’s safe to say fall is one our favorite times of year style-wise. And with the leaves starting to change and the end of summer approaching, it’s also time to bring out our other favorite fall staple: booties. A classic for the season, booties never go out of style, and are not just chic, but offer a comfortable and practical shoe option — that is, as long as you’re choosing the right ones. That’s why we rounded up the best booties for women over 50 with arch support options, comfortable cushioning and more.

What to look for in booties for women over 50

As we age, our feet unfortunately age with us. This can bring about a variety of aches and pains, especially if you aren’t wearing the right shoes. Here, a few features to look for when choosing the right booties for women over 50:

Booties with arch support

First things first, “flattened” arches are one of the most common issues women experience when it comes to their feet. This loss of our natural arch can be very painful and make it hard to be on our feet for long periods of time. To help this, look for shoes with arch support. This will help give your feet back that arch it’s lacking, and will make it much more comfortable to be on your feet throughout the day.

Booties with cushioning

Next, you’ll want to look for booties that have adequate cushioning if you’re over 50. As we get older, we naturally start to lose the fat pads that are on the bottoms of our feet, meaning our natural “cushioning” starts to decrease. This is why it’s important to look for booties that have nice, comfortable cushioning — that are also supportive — so you don’t feel like you’re walking on thin cardboard.

Booties with a comfortable heel height

The heel height you opt for is ultimately up to personal preference, as well as the occasion you’re shopping for and environmental factors (i.e. you probably don’t want a tall, skinny heel for an outdoor event). But whatever height you choose, make sure they are comfortable to walk in all day and are stable and supportive.

The 10 best booties for women over 50

Keep reading for the best booties for women over 50 to pair with all your fall outfits this season.

Vivaia Square-Toe Perforated Heeled Boots

Not only are Vivaia Square-Toe Perforated Heeled Boots oh-so-comfy, but we like their unique design with knit material. Most often, we see booties made from leather or suede, but Vivaia offers a third option with these booties. They have an anti-slip rubber outsole, as well as a stretchy upper, making it easy to slip on and head out the door.

Naturalizer Darry Bootie

Naturalizer is recommended by podiatrists all over for having supportive, comfortable shoes, so it’s no surprise the brand’s Darry Bootie made our list. A classic leather black bootie is essential for fall, and we like how this pair features the tiniest bit of brown detailing along the bottom. Plus, they have Contour+ Comfort technology, meaning they mold to your feet so that they’re comfortable all day.

Sorel Leather High Line Heel Chelsea Booties

Chelsea boots are a classic, and continually stay in style year after year. What’s nice about Chelsea boots is they typically have a thick, chunky heel, making it easy to walk in and more stable. Sorel Leather High Line Heel Chelsea Booties are a great option because they have a lightly padded footbed (which is crucial for chunky heels) as well as a rubber treaded outsole, which is great for rainy, slippery weather conditions.

Bandolino Despina Bootie

We can’t get over how chic these Bandolino Despina Booties are with their rich, deep brown hue and luxe gold accents with the zipper and back chain. They will elevate any casual outfit without overdoing it, and get bonus points for their short heel and comfortable foam footbed.

Lucky Brand Reinina Rain Boot

Rain boots are a must for fall, but don’t worry, they can still be cute. Lucky Brand Reinina Rain Boot fits the bill for being trendy, affordable and comfortable, and great for women over 50. We love this neutral bone color (but they also come in black if that’s more your style), and we like how they aren’t too tall or too short. They’re easy to wear with jeans, and unlike tall rain boots, you can tuck them under most pants if preferred.

Journee Collection Haylinn Boot

We saw deep reds and burgundy in everything last fall, and predict it’s not going away anytime soon. That’s why we love Journee Collection Haylinn Boot, as it’s offered in the most gorgeous burgundy shade, perfect for adding a bit of color into your fall wardrobe. While they aren’t neutral, the color does go with a lot and is dark enough that it won’t be too in-your-face.

Dr. Scholl’s Maryland Ankle Boot

For a bootie that’s easy to slip on, turn to ankle boots — and more specifically, Dr. Scholl’s Maryland Ankle Boot. These are a great flat option, as they have a small platform bottom but no heel. They feature an antimicrobial, anti-odor insole, as well as a cushioned footbed.

Vince Redding Suede Shearling Lined Lug Sole Boots

Nothing screams comfy-cozy quite like Vince Redding Suede Shearling Lined Lug Sole Boots. These will keep your feet warm on chilly fall or winter days, and pair perfectly with denim. They have a cushioned footbed, and are pull-on style, great for on-the-go.

Vince Camuto Leather Beombonie Casual Buckle Boots

For a bootie that’s on the taller side (but not quite a tall boot), turn to Vince Camuto Leather Beombonie Casual Buckle Boots. They are a bit more contemporary and are ultra-chic, making it great for dressier outfits or for a night out. Its gold buckle detail makes it look luxe and expensive, but the pair costs just $40. Even better, they have a comfortable padded footbed.

Cole Haan Catherine Waterproof Bootie

Despite the suede fabric of Cole Haan Catherine Waterproof Bootie, like the name suggests, they are able to withstand any wet weather conditions, which is rare with suede booties. Cole Haan is often recommended by podiatrists, which is why we love their booties for women over 50. It has a foam footbed, so you can wear them all day without feet feeling sore.