one / two / three / four / five
One – Riding Boots
There is nothing that screams Fall more than a pair of classic riding boots. They look great styled with a mini skirt for early Fall, or if you live somewhere hot (like Florida). And when the temperature drops, wear them with your leggings or jeans tucked in. I personally buy my riding boots with a wide calf which helps when you have clothes layered under.
I’m all about a deal but I think a good pair of real leather riding boots are worth a bit of a splurge. These will never go out of style and a quality pair will last you a long time. I own the Madewell pair pictured above ($300) and these Sam Edelman Penny boots ($150).
Two – Ankle Booties
These need to be a staple in every single wardrobe. They go with everything! I honestly think these are a year round shoe (they are SO CUTE with sundresses), but Fall is definitely when they shine. I recently included these in my How to Fall in Florida post. They’re versatile and flattering and I’m not kidding when I say you better own a pair.
Three – Wedge Boots
I am personally SO excited to see these making a comeback! I love when my clothes/shoe hoarding pays off! I bought these McAllister wedge boots from J.Crew and used to wear them ALL THE TIME. The past few years they’ve been sitting in my closet just waiting to come back in style. And guess what – its time! J.Crew is selling them again and I could not be more excited. I’m all about a shoe that can be cute and comfortable!
Four – Statement Boots
These might not be a need for everyone, but I love styling my outfits around my shoes. Unlike my pricey leather riding boots, I definitely think these statement styles should be more affordable. The ones pictures above are only about $40 from Old Navy (before any discount, which we know they almost always have).
Five – Over the Knee Boots
I put off buying these for years because I thought they were a trend that would quickly be gone. Looks like these shoes are here to stay! I love the look of these with a mini skirt, especially for petite ladies like myself.
Ell says
I love these fall boots that you picked!! I love fall because I get to break out my booties 😍
Mirley Guerra Graf says
I love riding boots! I need some warm ones too for this winter.
Jess says
What about Chelsea rain boots?? I love my Sam Edelman ones😍😍
Melanie says
So true – I knew I was missing something hah
Kirsty says
I love ankle boots. They go with so much. I really like the ones you have in the pictures at the top. Glitter is always a good choice.
Melanie says
They really are the best! I’m keeping my eye on those glitter ones, waiting for a sale haha
Sydney says
OMG I love a good pair of riding boots! Such a fall staple
Chantel Elizabeth says
These are to die for! I have #3 and I am definitely going to get #5 now, so cute!
Sofi says
Fall boots are amazing and such an essential part of fall fashion! I especially love these!!
Jen @ Jenron Designs says
Oh sign me up for # 1 & #4 those are sooo me! I love all of them but those two would get a work out in my wardrobe for sure
Justyna says
Definitely my favorites number 2 ! gorgeous!
Nadalie Bardo says
Apparently, my boot game is awesome right now. I have a pair like each of these!
Melanie says
Then you are totally Fall ready!! Haha love it!
Angela says
I love the riding and ankle boots! So cute!