15 Investment Boots That Are Totally Worth It
While we love finding under-$100 boot options, if you’re willing to invest in your fall footwear, we suggest a great pair of designer boots. Our only requirements? They should be a well-made, classic style you can wear for years to come, and ideally, they should feature a fashion-forward twist that makes them worth every penny. Scroll through for 15 splurge-worthy boots you’ll love wearing this fall and beyond.
On Pernille: Saint Laurent Point-Toe Ankle Booties ($795)
Acne Studios The Pistol Suede Ankle Boots ($540) in Navy
Anine Bing Boots with Silver Studs ($699)
Burberry Cutaway Detail Belted Suede Ankle Boots ($850) in Black
Woman by Common Projects Suede Zip Ankle Boots ($495) in Warm Grey
Gianvito Rossi Suede Ankle Boots ($940)
Iro Kate Boots ($640) in Camel
Jimmy Choo Legion Suede-Trimmed Leather Ankle Boots ($1095)
Loeffler Randall Mercer Block Heel Boot ($450)
Opening Ceremony Black Suede Ankle Boots ($400)
Rachel Comey Mars Leather Ankle Boots ($403) in Camel
Rag Bone Kerr Boots ($595) in Bordeaux
Saint Laurent 40mm Blake Suede Ankle Boots ($995)
Stuart Weitzman Hijack Suede Knee-High Boots ($655)
Toga Pulla Buckle Boots ($495)
Tory Burch Newton Booties ($375) in Coconut/GreyWhat’s the most you’ve ever spent on a pair of boots—and was it worth it? Tell us in the comments below!
Since starting as an intern back in 2013, Nicole Akhtarzad Eshaghpour has held several roles here at Who What Wear, and she is currently Editor-at-Large. Upon joining, she was a senior about to graduate from business school at USC. Fast-forward to 2025, and she's moved to NYC from her hometown of Beverly Hills and spends her workdays a little differently from when she was just starting out. Currently, she focuses on a weekly mélange of shopping content and her Trust Me—Buy This newsletter. As far as her personal style goes, she's largely drawn to neutral, classic pieces but will always make an exception for something colorful or bejeweled as long as it's deemed worthy enough. After all, the only thing she loves more than a party is dressing up for one. On her downtime, she can usually be found at home eating something delicious and trying to force her husband to watch Summer House.
-
Winter's Just Around the Corner—13 Standout Zara Finds I Predict Will Sell Out Before the End of the MonthAffordable funnel-neck jackets, argyle knits, and rich-looking flats inside.
-
My Stylish 56-Year-Old Mom Is a Picky Shopper—31 Chic Under-$100 Nordstrom Finds She Approves OfFunnel-neck coats, Fair Isle knits, and Levi's jeans inside.
-
If Chic Jeans-and-Boots Outfits Are the Goal, Don't Miss These Standout Picks From Zara, Madewell, and NordstromBring on a stylish fall-and-winter closet.
-
My Honest Take on the Winter It Boots Every Fashion Person Is Talking AboutFrom Khaite to Free People.
-
Of All Her Outfits, *This* Hailey Bieber Look Is Stuck in My BrainAnd I will be re-creating it.
-
Just so You Know, Zara Already Has All the Best Shoes for Winter 2025Shop before they sell out.
-
Cool Sneakers, Flats, and Boots Are the Vibe—These 36 Styles Are Heavily Discounted for Cyber MondayEverything from Khaite to Ref to Adidas is at least 25% off.
-
If You're Going to Wear a Dress With Ankle Boots, This Is the Trend That Looks the Least DatedPSA via Suki Waterhouse.

