Some trends age like a fine wine and some, well, don’t. As fun as it is to play around with of-the-moment looks, sometimes practicality calls for investing in timeless pieces that will stand the test of time. As you might have guessed, this story is dedicated to the shoe styles that fit in this category.
I know what you’re thinking: It’s still scorching hot out, how can I think about fall boots? But it never hurts to plan ahead and take advantage of brand new arrivals while stock is still full of sizes. Inspired by the coolest women in New York, Paris, and more, scroll down to shop the 5 classic shoes you’ll love for fall.
1. Chelsea Boots
These comfortable boots have a thick sole that's perfect for inclement weather.
Lug soles are so practical.
You simply can't go wrong with pointed black ankle boots.
These waterproof boots are perfect for rainy weather.
2. Knee-High Boots
)
Paired with a mini skirt, these boots are very Margot Robbie in Once Upon a Time in Hollywood.
Take note: Riding boots are back in style.
By Far has done it again.
They're chic and they're water-resistant. Win-win.
3. Ballet Flats
)
Square-toe ballet flats are very in right now.
A modern interpretation of the trend.
This fantastic price is seriously tempting me.
Part ballet flats, part mules, 100% chic.
You can always count on Mansur Gavriel for high quality pieces that will last.
I'd wear these with everything from jeans to floaty dresses.
So delicate. So beautiful.
4. Loafers
)
Yep, I'd also wear these with high socks just like the outfit above.
Yes, I want to channel my inner Rory Gilmore and wear these with a pleated skirt.
These Tod's loafers are the definition of classic.
Dr. Martens makes more than boots, y'all.
A list of loafers wouldn't be complete without Gucci.
5. White Sneakers
I love these subtle pastel colors.
These sneakers have hundreds of phenomenal Nordstrom reviews. Customers love how comfortable and stylish they are.
A favorite of Kate Middleton's is a favorite of mine.
Speaking of royals, Meghan Markle is a fan of this vegan brand.
These are super comfortable for running.
Nike Air Force 1s will always be in style.
Next, the fall 2020 starter pack.
-
Listen, Being Cool in 2025 Requires Just Two Things: Loose Jeans and This “Weird” Viral Flat-Shoe TrendThey're strange, but so chic.
-
These Easy Outfit Formulas Make Even Fall's Most Polarizing Boot Trend Look CoolSee the inspiration inside.
-
This Is the Luxe Fall Shoe Trend Every Fashion Person Is Already Wearing on RepeatCount these inspo pics as proof.
-
It's Controversial (I Know), But Frequent Fashion Flyers Swear By This Jeans Outfit for Long FlightsIt involves an elegant leather coat and chic luggage.
-
Taylor Swift Just Wore the Skirt-and-Boots Combo That Screams '90s Jennifer AnistonIt's foolproof.
-
A Rich-Looking Closet Is the Vibe—These 30 Amazon Picks Surprisingly Fit the BillSee the affordable yet chic finds.
-
The Fall Shoe Trend Everyone in Paris Is Wearing With Black Leggings to Runway Shows and Dinners at Chez JanouHint: It's not sneakers or ballet flats.
-
I’m a Senior Shopping Editor—Here’s Everything I Highly Recommend Buying From the Mango SaleGet 30% off just about everything
