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The Best Boots to Wear for Fall From Amazon

The temperature may be high where you are, but trust me; it won’t be long before you’re looking for your sweater and heading to Starbucks for a pumpkin latte! One of the first things I start to incorporate into my fall wardrobe is boots. They are a great transitional item! Are you ready? Today I’m sharing the best boots to wear for fall From Amazon!

Best Boots to Wear for Fall From Amazon – Ankle Boots

Ankle Boots with Chunky Stacked Heel 

This is a very similar boot to the one I’m wearing above. I love a good, block heel and a pointy toe which makes your leg look longer. 🙂 These come in a bunch of colors – even light pink and are slip-on!

Women’s Ankle Boot

These look like the ones above except that they have a zipper closure instead of being slip-on and they are almost half the price! They also have a memory foam insole for added comfort. Check out their rating after almost 3,000 reviews!

mysoft Women’s Zipper Booties Chunky Stacked Heel Ankle Boots Buckle Strap Ankle

These are gorgeous! They look amazing in this two-toned version, but I love them in black, black serpentine, and grey. These are a dressy version of the ankle boot and would look great with skirts or dresses.

DREAM PAIRS Women’s FRE High Heel Chelsea Style Ankle Bootie

This is a much more casual boot. Not as casual as a flat heel, but the rounded toe and the lack of any bells and whistles means you could wear this with a pair of cuffed jeans or a long skirt and look totally stylish. These have over 7000 reviews with a 4.5-star rating and yet are only $31 dollars!

Dr. Scholl’s Shoes Women’s Brief-Ankle Boot

These boots are good for just about anything! Believe it or not, you can wear it with skirts, jeans, dresses, etc. Think of these as a replacement for any time you want to kick off your sneakers and trade them for an upgraded look.

JOY IN LOVE Women’s Ankle Boots Chunky Block Heel Pointed Toe Zipper Boots

Forget everything you used to think you knew about white and Labor Day. 🙂 You can wear white all year long, and it’s actually a great way to transition from summer to fall. These are VERY stylish and on-trend, but if you can’t get passed the white, don’t worry. They also come in black, brown, and more.

Clarks Women’s Airabell Zip Ankle Boot

I’ve owned several pairs of Clarks, and they have always been incredibly comfortable. These ankle boots are casual and functional. Sometimes you just need a cute boot to walk around in when it’s wet or slippery outside. No one said you couldn’t be stylish while you do!

Womens Ankle Boots Slip on Pointed Toe Chunky Block Mid Heel Leather Elastic Panel Casual Chelsea Western Booties

I just couldn’t pass these by without linking to them. I LOVE the pointy toe, the super high block heel, and the elastic panel that makes pulling them on a breeze. I think the nude color is chic as can be, but of course, they come in a ton of others.

Lucky Brand Women’s Basel Ankle Bootie

I saw these a few months ago when my sister wore them to a family event. She can’t do high heels and bought these specifically because of the low heel. You know I love a good deal, and some of these boots are so inexpensive, it’s easy to buy them for one season and toss them. These are a little more expensive, but are 100% leather!

Frye Carson Piping Booties

Do you own any Frye boots? They are an investment, but they have a huge following for a reason. These are Western-inspired and made of soft, full-grain leather. I love this medium grey color, but if it’s not your cup of tea, there are plenty of others to try.

Best Boots to Wear for Fall From Amazon – Tall Boots

Here’s a blast from the past, lol. This was so old, I didn’t even put the name of the boots in the description.

DREAM PAIRS Womens Cowboy Boots, Western Cowgirl Pull On Zipper Chunky Heel Pointed Toe Knee High Boots

Here’s a pair that are similar. You really can’t go wrong with a good, tall, black boot. You can wear these with skirts, dresses, leggings, skinny jeans, etc. One of the reviewers called these, “cowboy fancy.” I think they look amazing and for only $44 dollars, they’re a steal!

Journee Collection Womens Buckle Detail High-Heeled Tall Mid-Calf Boot

For a little dressier look, or for those who want to add some height to your outfit, this mid-calf boot would do nicely. I like the buckle detail on the ankle, and the top looks like a good width. I have trouble fitting my calf into super skinny boots, but these come in regular and WIDE calf! Thank you, Journee for thinking of women like me!

LONDON FOG Womens Irie Riding Boot

And finally, the quintessential riding boot. This reminds me of something my niece would wear at one of her horse shows. There’s just something about the equestrian vibe that seems so sophisticated. This has a small, 1.25-inch heel and comes in both regular and wide calf. Tally Ho!

I hope you’ve enjoyed this look at some great fall boots! Get your boots on and get walkin’!

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  1. NATALIE K says:

    Thank you for featuring one pair of flat boots by Clarks because many women in our 50’s are unable to wear heels anymore. Please remember us more often!!

    1. Natalie. I love wearing my heels, but I’ve been trying to wear flats more often. It is hard to train my eye that my flats look fine. Lol!

  2. Tania,
    I love that song, these boots are made for walking! Especially when I could wear boots, with heels, not I need to find flatter style boots.. I am not sure there are any, I haven’t found to many.
    I will have to search a little harder..

  3. I bought the same suede Frye boots a couple years ago. Loved them so much that I bought them in black and brown polished leather last year. They are an investment, but they look and feel so good!!

    1. Frye is an investment, but their items are so nice and they last and last!

  4. Tania,
    Thank you for sharing fall boots. I have a pair of brown knee height boots, with about a 1 inch heel that lace up the front. Are these boots in or out of style for fall?

    1. Stacy, I wouldn’t say they’re out, but I’m not seeing them in the stores.

  5. I’m loving all of the boots!! The pictures help me to think “cool” on this almost 100 degree day.

    My granddaughter is 15, and I, too, am hanging onto every minute I can with her. Sleepovers at “Granna’s” house are not quite the draw that they used to be, but she did spend the whole weekend with me just last weekend. Time flies!!

    1. Melanie, I know it has been very hot in a lot of the country, but it has been a cool summer here. My high today is only supposed to be 82, and that’s unusual.

  6. I love your outfit. I was wondering where you got your necklace from?

    1. Annette, hmmm. I think it was from Chicos, but the photo was from last fall, so I’m not sure.

  7. It’s going to be November before I can wear boots. Maybe late October God willing. Thanks for showing us what’s available. I like these boots and need a higher heel one that’s walkable.

    1. If my fall is anything like my summer, it is going to be cool before I know it.

  8. I have the Amazon essential ones in black. They are a very nice work shoe, and my foot/ ankle does not roll at all.

    1. Thanks, Jenn, for letting everyone know how the shoes work for you.