My Ultimate List of Tried And True Fall Shoes (That I Wear Season After Season)

I’m on a big ‘only buy what I need’ personal campaign over here, with some exceptions here and there of course (I MIGHT be shooting our first original photography fashion post next week – I miss them). So instead of me buying new fall shoes, I realized that I have a ton that I LOVE from seasons past that are still available. Welcome to my “review and recommendation” post with a big linkup of all the ones that I love and would buy if I needed new fall shoes at the end. Today we are talking boots, clogs, and mules – the fall shoe collective trio that is basically my favorite.

My Favorite Boots:

Leonore Faux Fur Lined Chelsea Boot

My Ultimate List Of Tried And True Fall Shoes (That I Wear Season After Season)
photo by veronica crawford | from: my new insanely comfortable “mom-friendly” weekend wardrobe

These were the first Dr. Martens in my entire life. And if you want to sound like a total tool you can also call them Doctor Martens like me. The sheer pronunciation shift from Doc to Doctor ignites a giggle that says ‘you are old and weird’ but in a really endearing way. I LOVE THEM. They have the classic chunk and clunk of the brand but in a warm leather and simple profile. And the ankles tuck so well into pants. I just started wearing them again this season and want to recommend them hard.

Cloudy Waterproof Chelsea Rain Boot

My Ultimate List Of Tried And True Fall Shoes (That I Wear Season After Season)
photo by veronica crawford | from: 18 pairs of fall boots a review of the good, the great, and the so-so

I still have these and have worn them repeatedly during damper days. They are kinda stiff which bothered me at first, but they are affordable and keep their shape (and yes, loosen up). I’m a fan.

Hudson Waterproof Boot

My Ultimate List Of Tried And True Fall Shoes (That I Wear Season After Season)
photo by veronica crawford | from: 18 pairs of fall boots a review of the good, the great, and the so-so

Admittedly when we shot this last year this is NOT the outfit that sells these boots. But these boots are WONDERFUL winter boots. They are waterproof, warm, can be trudged through the snow and there is no chance of anything getting into them because they are so high. I know they might not be for everyone’s lifestyle but for us in the snow with the hiking in our back yard, these boots are awesome.

Classic Chelsea Boot

My Ultimate List Of Tried And True Fall Shoes (That I Wear Season After Season)
photo by veronica crawford | from: shopping my closet for fall & wearing some (ethically made) shoes that I love

These are still my go-to’s for daytime comfort that are still strangely flattering. Because of how they are designed, they slim my wider feet and tuck up nicely into all my jeans. They are so comfortable (and sustainable).

The Cowboy Boot

My Ultimate List Of Tried And True Fall Shoes (That I Wear Season After Season)
photo by veronica crawford | from: why i am suddenly dressing like a toddler

Admittedly I’m not really selling these boots in this shot, but those cowboy boots are still my favorite when I want to add a huge dose of “I care”. They are splurge-y, but I have worn them a ton over the last two years and the pony doesn’t get dirty. I like them more with socks and pants.

The Regan Boot

My Ultimate List Of Tried And True Fall Shoes (That I Wear Season After Season)
photo by veronica crawford | from: six fall sweaters i’m loving (+ how to wear them)

These are my classic Chelsea boots with a heel. They are so comfortable, tuck into pants easily, and work with anything.

Pikolinos® Vicar Boots

My Ultimate List Of Tried And True Fall Shoes (That I Wear Season After Season)
photo by veronica crawford | from: a fashion review: new clothing on my body and how I like them (or not)

That photo on the left isn’t my favorite pose ever but these boots remain #1 in rotation. It’s hard to explain why. They look like normal boots but they are so lightweight and comfortable that I can’t help but opt for them almost every day. Two of my friends have bought them after wearing them. They are just strangely cute and comfortable with no cumbersome heel or constricting toe.

My Favorite Clogs:

Amber Orchard Clog

My Ultimate List Of Tried And True Fall Shoes (That I Wear Season After Season)
photo by veronica crawford | from: my favorite current clogs – a review

UGH. I can’t wait to have an occasion to wear these again, but I still LOVE these clogs. They are so comfortable and cute and you know I love a nude shoe with a heel.

Belems Clog

My Ultimate List Of Tried And True Fall Shoes (That I Wear Season After Season)
photo by veronica crawford | from: my favorite current clogs – a review

I didn’t end up keeping the blue ones in this photo, but I did keep the snakeskin ones that I can’t wait to wear more consistently (with socks and tights). But looking at that photo I’m wishing I kept both pairs.

The Ayanna Clog

My Ultimate List Of Tried And True Fall Shoes (That I Wear Season After Season)
photo by veronica crawford | from: my casual, cool spring weekend wardrobe

These Madewell clogs are so cute, classic, and affordable. Oh wait, and very comfortable as all clogs should be. They are the chunkier version of the Rachel Comey’s that I’ve been obsessed with forever.

My Favorite Mules:

Mariella Mule

My Ultimate List Of Tried And True Fall Shoes (That I Wear Season After Season)
photo by veronica crawford | from: why i am suddenly dressing like a toddler

I used to wear these mules all day every day. They have the perfect short heel and are so comfortable. Up in the mountains, I get too much dirt and leaves in them in the woods, but as soon as we start going to public places these are my go-to’s.

Paloma Mule

My Ultimate List Of Tried And True Fall Shoes (That I Wear Season After Season)
photo by veronica crawford | from: 5 fun and unexpected summer office outfits

The taller version of this mule is a classic that is convincing me right now that I need to make occasions to wear real shoes. My Vans and sneakers are getting all the use these days, but maybe soon Brian and I will book a safe outdoor dinner date and maybe I can wear real shoes. If my feet can handle it …

Now if I WERE in the market, here are the 2020 fall shoes I am loving right now:

My Ultimate List Of Tried And True Fall Shoes (That I Wear Season After Season)
My Ultimate List of Tried And True Fall Shoes (That I Wear Season After Season) 15

1. Sam Edelman Laguna Chelsea Boots | 2. Super Platform Loafers | 3. The Carlotta Tall Boot | 4. Frye Campus 14L Boots | 5. Alma Clogs| 6. The Modern Utility Chelsea Boot | 7. Lauryn Mule in Dandelion | 8. The Frances Loafer | 9. Dolce Vita Sammey Ankle Boots | 10. The Alex Heeled Loafer in Leather and Suede | 11. The Glove Boot in ReKnit | 12. The Chelsea Rain Boot | 13. Cecelia New York Theo Hiker Boots | 14. Frye Harness 12R Boots | 15. Lauryn Boot in Midnight | 16. Culver City Clogs | 17. The Harper Mule | 18. Suede Platform Chelsea Boots

Alright, that is all for today. Happy Saturday and happy shopping! xx

Opener Image Credit: Photo by Veronica Crawford | From: Shopping My Closet For Fall & Wearing Some (Ethically Made) Shoes That I Love

Fin Mark

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