Step Into Fall With the Best Booties for Women Over 50

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I don’t know how things are where you live, but we’ve had some very crisp mornings lately. I am HERE for it! I’m loving the weather and the idea of dressing in cute, fall clothes. If there’s one thing that makes fall outfits come together in a snap, it’s a cute pair of ankle booties. They’re easy, they’re comfy, and they make you look more polished, even if you just threw them on with jeans and a sweater. And no, you don’t need to wobble around in high heels to look stylish. These days, there are plenty of soft suede, cozy lug soles, and walkable block heels that will keep you looking chic without sacrificing comfort.

Booties are big for Fall 2025, and the styles are just as varied as our closets. I’m seeing a lot of slouchy suede and ruched leather booties that give off that relaxed, boho vibe, perfect for jeans and a cozy sweater.

On the flip side, sleek, slim-fit leather booties are trending too, almost like a second skin, and they look so polished with wide-leg pants. If you like a little texture, you’ll love the snakeskin and croc-embossed finishes that instantly add a touch of luxe. 

Equestrian-inspired styles are also popping up, and they bring a more structured, classic look that feels timeless. And for anyone who enjoys a little edge, moto-style booties with buckles and studs are giving that Western-meets-rock-and-roll feel.

Honestly, it’s a fun season because there’s something for everyone, no matter if you lean boho, classic, or modern chic, you’ll find a pair that fits right in.

Three of My Favorite Fall Booties

Leopard Print Bootie
Franco Sarto Animal Print Boot (TTS)

The fun thing about animal print is that it works like a neutral. People notice them, and they make even simple outfits look polished and put together. These booties by Franco Sarto are sooo CHIC, and I’m so excited to wear them this fall.

Western style booties
 Western Harness Boot (TTS)

Booties are my go-to because they work with just about everything: jeans, dresses, and even skirts. This pair features a slightly pointed toe that elongates the leg, and the harness detail adds just a touch of western flair without going full cowboy.

Tania is showing how to do a Summer to fall transition with jewelry and faux suede boots
Slouchy Ankle Boots (9.5)

Swapping out my summer sandals for these Slouchy Ankle Boots is something I’m so excited about. The rich brown color and suede-like material are perfect for the season, and the kitten heel gives the entire look a subtle lift without being too high.

Nordstrom Oaklee Bootie

This Oaklee bootie is one of those shoes you’ll grab over and over. The rounded toe keeps things comfortable, and the block heel is just enough to give you a little lift without making you regret it halfway through the day. Toss them on with jeans, or wear them with a blazer and trousers. You’ll look pulled together either way. Available in other cute colors!

  • Rounded toe that’s easy on your feet
  • Block heel that’s comfy but still stylish
  • Goes with just about everything
  • A bootie you’ll wear on repeat

Quince Italian Leather Stretch Sock Bootie

If you love that sleek look, this one’s a winner. The Italian leather looks rich, and the stretch shaft hugs your ankle so they feel secure and flattering. They’re perfect with skinny jeans or even a midi skirt when you want to look a little more dressed up.

  • Sleek Italian leather finish
  • Stretch shaft hugs the ankle
  • Slim silhouette for a chic look
  • Perfect for jeans or skirts

Quince Knit Heeled Bootie

These are like your favorite sweater, but in bootie form. The knit fabric is soft and flexible, which makes it great if your feet don’t love stiff shoes. They’ve got a block heel that gives you a little lift without sacrificing comfort. Easy to pair with wide-leg trousers or a sweater dress for fall.

  • Soft knit fabric that moves with your foot
  • Block heel for a little height
  • Lightweight and comfy
  • Great for everyday wear

Talbots Suede and Sherpa Bootie

I think we’re using the term “bootie” a little loosely here, but talk about cozy. These suede and sherpa booties are basically a sweater for your feet. The sherpa trim gives them that cozy cabin feel, and the round toe keeps them wearable all day. Cute with jeans and a chunky sweater when you’re out running errands or meeting a friend for coffee.

  • Suede finish with cozy sherpa trim
  • Round toe for comfort
  • Casual and cute style
  • Great for chilly fall days

Old Navy Faux-Leather Ankle Bootie

If you want something budget-friendly but still stylish, Old Navy has you covered. These faux-leather ankle booties are simple, versatile, and just the right heel height for everyday wear. They’ll go with everything from jeans to skirts, and they won’t break the bank.

  • Affordable and stylish
  • Faux-leather finish
  • Easy heel height for everyday wear
  • Works with jeans, skirts, or dresses

Macy’s Style & Co Graciee Lug Booties

These lug sole booties are perfect if you want a little edge. They’ve got traction for slippery days and a chunky block heel that still feels comfortable. Wear them with jeans and a casual jacket, and you’re good to go.

  • Chunky lug sole for traction
  • Comfortable block heel
  • Trendy but still practical
  • Great casual boot for fall

Macy’s Naturalizer Madalynn Strap Bootie

Naturalizer is basically the queen of comfort shoes, and this one proves it. These are water-resistant, so you don’t have to panic if it rains, and the insoles have arch support built right in. The strap detail is a nice little touch, too.

  • Water-resistant finish
  • Strap adds both style and support
  • Cushioned insole with arch support
  • Practical and polished

Nordstrom TOMS Maude Bootie

LOVE. If you’re all about comfort, these TOMS Maude booties are your everyday pick. They’ve got a low heel, a soft suede finish, and they feel more like a walking shoe than a bootie. Perfect for errands or weekends when you just want to be comfy but still look pulled together.

  • Low heel for all-day wear
  • Soft suede finish
  • Comfortable and versatile
  • Great for casual days

Sam Edelman Petty Ankle Bootie

The Petty bootie has been around for years, and it’s still going strong. With its pointed toe and low block heel, it’s just so wearable. Dress them up with a dress or down with jeans; they’re timeless. Also available in lots of other colors.

  • Pointed toe for a chic look
  • Low block heel
  • Soft suede in versatile neutrals
  • A classic you’ll wear for years

The right booties make fall dressing so easy! Whether you’re cozying up in suede, adding a little shine with leather, or going for a sturdy lug sole, there’s a pair here that’ll slip right into your closet and be worn on repeat. I’d love to know which pair is your favorite? Drop it in the comments!

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James 5:16 (NIV)
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57 Comments

  1. 😊Love the sherpa booties

  2. The animal print boots are so attractive!😊

  3. Donna Huberty says:

    :)Great selections! I like the petty ankle bootie.

  4. Janice Sparks says:

    🙂 Found it! Love the boots. Thank you for showing us the variety of boots.