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13 Best Fall Boots for Women Over 50 In 2022

From Chelsea boots to platforms, we've found the hottest boot trends, and lots of them are on sale for the holidays!


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To help keep your shoe closet in style, we’ve rounded up the best fall boots for women that you can wear right into winter. Many are on sale — hooray — and work with a variety of looks.

The nice thing about boots is that they can be as comfortable as sneakers but look dressier. They pair well with a dress or skirt, work slacks, and of course, jeans. More importantly, many can be worn straight into spring. We love that!

Best Fall Boots for Women Over 50 Sales:

What are the best fall boots for women over 50 in 2022:

What boots are in style fall 2022?

Boots always reemerge on the scene when autumn hits. They’re perfect for the changing weather, and can typically be worn with casual, as well as dressy, outfits. One of the boot styles we’re seeing everywhere for fall 2022 are knee-highs. Whether they’re a high or low heel, they make the leg longer and leaner. They’re also sexy and sophisticated, as seen in the Soul Naturalizer Approve High Shaft Boots.

Knee-high boots can be worn with skinny jeans or leggings paired with a skirt. It’s hard not to look chic in them. Another great fall boot option for women are ones with a platform. Like knee-highs, they have a lengthening effect. They also come in tons of different styles.

For example, Clarks Ambyr Step Platform Booties (DWS, $89.99) have a skinny heel like a pair of stilettos. They look great with a pencil skirt or wide-leg pants. However, if a higher heel gives you pause, you’ll be glad to know the platform footbed makes them far more comfortable to walk in.

Alternatively, the Sandy Platform Boot (Nordstrom, $140) has a higher leg and a block heel. It’s a completely different look than the Clarks, and is fantastic to wear with a LBD, a midi-skirt, or leggings.

What boots look best with dresses?

The boots that look best with dresses or skirts hit at the ankle or higher. For a casual cool-girl look, we love a pair of Doc Martens or Chelsea-style boot, like the Steve Madden Howler (Amazon, starting at $64.98).

Booties can also look great with a long dress, especially with tights underneath. They come in wedge-style — a good option if traditional heels hurt your feet — but also block heel style, which gives height, as well as support.

What boots are in fashion winter 2022?

Many of the best fall boots for women can be worn into winter. However, some are also waterproof or have thicker treads on the outer sole — ideal for slippery streets. One of our favorite winter boots is the Cougar Kendal Waterproof Leather Ankle Boots. Their fur collar is super cute, and they look great with jeans or leggings.

Best Fall Boots For Women Over 50

Soul Naturalizer Approve High Shaft Boots

Best overall fall boot for women over 50
Best Fall Boots For Women Over 50

Buy from HSN, $75

Why we like it:

  • Available in two colors
  • Comes in wide
  • Arch support

Knee-high boots are everywhere, and these faux-leather ones from Soul Naturalizer are one of our favorites. The arch has memory foam for extra cushioning, and there is also foam lining in the sole. The boot’s side zipper makes it easier to slip into if you have a wider ankle or calf, as well as to adjust thicker socks or your skinny jeans. The best feature, however, is the wedged heel, which is gentle on the foot but height-boosting. The boots are available in brown as well as black, have rubber soles, and are a great option to wear every day.

Promising review: “I love these boots and get complimented every time I wear them. Thinking about buying a second pair for back up. I have a bad back and these are very comfortable for having a raised heel.”

Steve Madden Women’s Howler Ankle Boot

Best ankle fall boot for women over 50
Best Fall Boots For Women Over 50

Buy from Amazon, starting at $54.99

Why we like it:

  • Available in 9 different colors
  • Lug sole
  • 4.5 out of 5-stars on Amazon!

No fall wardrobe is complete without a pair of Steve Maddens. The Howler Ankle Boot come in nine different colors, and we’ve been seriously tempted to grab one in each. They’re casual but cool looking, and have a chunky heel that makes the leg look a little longer. We love them worn with a pair of classic boot-cut jeans, a cable-knit sweater, and scarf. But they also look cute with a pair of tights and a flouncy skirt, blouse, and blazer. The back of the shoe has a pull-tab, and there’s some stretch to make slipping them on as breezy as the fall weather. The lug sole is super supportive, and exactly what you want to wear if you have a lot of walking planned or stand all day.

Promising review: “Okay, I must admit I purchased them because they are trendy. I don’t think they go out of style but I was skeptical — I’m wasn’t too keen on chunky shoes until now! I also bought them in black! I wear them with all by skirts and dresses — basically with everything.”

Quilted Leather Riding Boots

Best fall riding boots for women
Best Fall Boots For Women
37% off!

Buy from QVC, $139.98

Why we like it:

  • Quilted back
  • Made with real leather
  • Rubber outsole

Never rode a horse in your life? No worries, you don’t need to be an equestrian to own these leather riding boots. They’ll look amazing whether you’re walking through the cubicles at work, running errands, or enjoying some much need rest and relaxation. The boots come in cognac, as well as black, and are made with genuine leather. That means they won’t start peeling after a season of wear. They look awesome with leggings, jeans or even a midi-length skirt. And best of all, they’re on sale at QVC!

Soda Reno Women Western Cowboy Boots

Best western fall boots for women
Best Fall Boots For Women

Buy from Amazon, starting at $30

Why we like it:

  • More than a dozen color options
  • 4 out of 5 stars on Amazon
  • Under $50!

These cowboy boots will make you say yee-haw! Designed in a classic western style (very trendy this season), they come in 26 different colors, and go up to size 11. They’re fun, unexpected, and have a wide enough leg that you can even tuck your baggiest sweatpants inside. They work well with faux-leather leggings, shapewear leggings with a cute midi-skirt, or that favorite sundress you’ve been rocking with a cardigan.

Promising review: “The boots [have] a great fit. I’m able to wear them all day.”

Cougar Kendal Waterproof Leather Ankle Boots

Best waterproof fall boots for women over 50
Best Fall Boots For Women Over 50

Buy from QVC, $149.98

Why we like it:

  • Faux fur collar
  • Available in 4 different colors
  • Free 30-day exchange

For damp and chilly days, go for these cute flats. The Kendal Waterproof Leather Ankle Boots from Cougar feature a thermoplastic rubber sole to grip slippery streets and a a classic leather exterior. The faux-fur top adds some extra warmth, and the sock-lining is removable. We love the side zipper, and the fact it comes in several neutral color options. These would look great with jeans but we’d also rock them with a pair of luxury sweatpants for a sophisticated street-style look.

Clarks Ambyr Step Platform Bootie

Best high heel bootie fall boots for women over 50
Best Fall Boots For Women

Buy from DSW, $89.99 (was $110)

Why we like it:

  • Cushioning Comfort footbed
  • Leather
  • Rubber sole

For dressy or professional settings, step out in something like the Ambry Step Platform Bootie. It’s from Clarks, so you know it’s comfortable, and the raised footbed has some extra cushioning. Even if you find yourself running a few errands, your feet shouldn’t ache. The rubber soles also make them great for stomping over slippery fall leaves and wet pavement. They’re high enough to keep your favorite pair of wide-leg pants from dragging, and sexy enough to sport with a LBD.

Promising review: “These are everything I thought they would be and then some! They are so easy to walk in, it’s almost like walking in a wedge to me. The comfort is beyond! The cushion doesn’t go flat. It literally inflates every time you take a step, so when you apply pressure it’s compressing every time!”

Naturalizer Gloriah Mid Shaft Boots

Best biker fall boots for women
Best Fall Boots For Women

Buy from Amazon, $95

Why we like it:

  • Block heel
  • Contour+ technology
  • Side-zip closure

Biker boots are trending for fall. If you don’t want to look like you just jumped off a motorcycle, give the Naturalizer Gloria Mid Shaft Boots a try. Their rich chocolate brown color is sophisticated and smart, and are perfect for autumn. The traction outsole grip is great on slippery surfaces, and the leg has a Countour+ Technology that conforms to your calf for comfort. The chunky block heel isn’t too high but still gives a slight lift. Expect these to quickly become one of your favorite pairs.

Circus By Sam Edelmen Sandy Platform Boot

Best platform fall boots for women
Best Fall Boots For Women
30% off!

Buy from Zappos, $126

Why we like it:

  • Vintage look
  • Color options
  • Knee-length

These best fall boots for women may not be for everyone, but if you love vintage looks or taking fashion risks, try these. The Sandy Platform Boot reminds us of something a sixties go-go dancer would wear, and the style is back in full swing. They’re total showstoppers, especially when paired with a shorter dress and tights! They also look gorgeous with skinny jeans or cigarette pants, and a trench coat — totally up to you! Although on the higher side, the block heel makes it easier to move around without watching your footing. The shoe is available in red, blue, and a psychedelic floral print. However, if that’s too attention-grabbing, they’re also available in classic black or a creamy white.

Promising review: “Absolutely love my Sandy boots. They go on easily, and fit like a charm. Amazingly comfortable and even with the higher heels, so easy to walk in! Very striking addition to many of my outfits! Love them!”

Sorel Evie Pull-On Bootie

Best suede fall boots for women
Best Fall Boots For Women

Buy from Amazon, starting at $90.48

Why we like it:

  • Waterproof suede
  • Removable footbed
  • Color options

When you can’t decide between a boot or a sneaker, go for these Pull-On Booties. Even though they’re suede, they’re completely waterproof, so enjoy them come rain or shine. The bottom has high-traction bottom to protect the feet, and if you’re like to stand a smidge lower, take out the footbed. These are great for days off when you want to look fashionable but feel 100 percent comfortable. Almost 2,000 folks on Amazon swear that these are one of the best fall boots for women.

Promising review: “I love Sorel brand wedges…These booties are super comfortable but they do take a one or two wears before they “break in”. Very stylish for every day wear or to dress up. I even wore these playing kick ball with my kids, so the soles and bottoms are very sturdy.”

Michael Micahel Kors Women’s Braden High Heel Boots

Best sock fall boot for women over 50
Best Fall Boots For Women

Buy from Zappos, $199

Why we like it:

  • Velvety material
  • Color options
  • Keeps leg warm!

When you’re in the mood for slippers but the day calls for something more posh, go with a sock boot. It’s one of the hottest and best fall boots for women trending this fall, and here’s why: it’s super stylish and comfortable. The leg of the shoe molds to the calf, highlighting its shape and elongating the entire leg. The foot style can vary, but we like the lower heel the Branden High Heel Boots offer. The clean lines of the shoe will complement — not distract — from the rest of your ensemble, and the gold zipper makes them feel a tad more special. They come in black, navy, and burgundy. Sizes go up to 8.5.

Tom Kelsey Booties

Best wedge fall boots for women
Best Fall Boots For Women

Buy from Zappos, starting $62.01 (was $89.95)

Why we like it:

  • Comes in different colors, and prints!
  • Suede
  • Breathable material

When you love the height of a high heel but your feet are sensitive, look for something like the Tom Kelsey Booties. Wedges are much more supportive to high arches or those with plantar fasciitis. What we love about these is that along with being made of suede, they also have a canvas lining. That means your feet won’t sweat puddles, and you’ll stay comfortable even with a thicker pair of socks on. The booties are pull-on, have a rubber outsole, and come in leopard print, cheetah print, and several neutral colors. They’ll easily dress up a basic pair of jeans, and shouldn’t stress your joints if you’re on your feet for a few hours.

Promising review: “I have purchased these in every color. I unfortunately cannot wear heals any more [because] to an old injury, but these wedges don’t bother it at all. They are super comfortable!”

Dr. Martens Women’s 1460w Originals Eight-Eye Lace-up Boot Combat

Best Doc Marten fall boots for women
Best Fall Boots For Women
Great price!

Buy from Amazon, starting at $140

Why we like it:

  • Durable
  • Slip-resistant
  • Lightweight, and easy to care for

Everyone needs at least one pair of Doc Martens in their closet. They last for years, wipe clean, and are fantastic in wintery conditions. This classic boot has cushion for support and it’s also lightweight to nix extra pressure on the foot. The bottom has an AirWair sole, which has a sturdy tread and is resistant to oil, and other slippery materials. They’re a perfect way to edge up a flouncy dress or skirt, and you can’t go wrong wearing them with jeans.

Promising review: “These boots met all my expectations. I have owned Docs in the past but not recently, so I bought these for myself for my birthday. They look great and fit perfectly (I have large feet). One thing I will mention is as anyone who wears Docs knows, the boots will take about three weeks to fully break… [You] may want to wear them a little at a time until they are broken in to prevent pain or blisters. Otherwise, I highly recommend purchasing them, as once broken in, you can wear them for [ages].”

Marc Fisher Glorify Boot

Best white fall boot for women
Best Fall Boots For Women Over 50

Buy from DSW, $99.99 (was $149)

Why we like it:

  • Also available in black, and brown
  • Block heel
  • Pointed toe

These Marc Fisher boots were made for walking! Yes, the white boot trend is still trending, and it’s not hard to pull off. The Glorify boots not only feature a sophisticated shape with their pointed toe, but are comfortable. They have a cushioned footbed, a high block heel for stability, and side zipper, which makes pulling them on and off fuss free. They look great when added to a black monochrome outfit, denim, or a printed dress with white elements. Prepare to turn heads as you sashay down the street.

Promising review: “Great quality! Very comfortable and easy to dress up or dress down for a more casual look.”

Joules Wellibob Short Rain Boot

Best rain fall boots for women over 50
Best Fall Boots For Women

Buy from Amazon, $45

Why we like it:

  • Available in lots of lovely prints, and colors
  • Faux fur lining
  • 4.5 out of 5 stars on Nordstrom!

Getting caught in the rain doesn’t matter when you have these cute Joules Wellibob Short Rain Boots. Even if the day is sunny, you’ll be happy to leave the house in them because of their fun print. They’re also comfy as your favorite slippers, thanks to their faux fur. The Chelsea -style boot’s thick rubber sole makes it great for snow days, and the insole is removable. More than 1,000 folks on Nordstrom love these best fall boots for women. They do not come in half sizes, so the retailer suggests sizing down if you’re an in-between.

Promising review: “These Wellies are so cute and I am really glad I ordered them. They are perfect for taking the dogs out in the [morning] when the grass is wet with dew or after a rain. Easy to slip on and have a fun look. The quality is excellent.”

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