These Are the Fall Boots to Invest In According to One Very Experienced Shoe Shopper
Cold weather calls for a shoe switch-up.
Talk to anyone who has a thing for shoes (ahem, me), and they’ll tell you boots are at the top of their list for fall. Ankle boots, knee-highs, lug soles—you name it, and I guarantee you it has a place in my wardrobe this season. Boots are some of the most versatile shoes out there, and they tend to withstand the trend cycles. Throughout my career in fashion, I’ve earned a pretty good reputation (if I do say so myself) for styling boots with my outfits, and whenever it comes time to add a new pair to my ever-growing collection, Bloomingdale’s is always my first stop.
This season, the retailer’s selection of ankle, knee-high, and thigh-high boots fit the bill for fall 2023 trends. I’m stocking my shoe closet with a pair of Chloé’s chocolate-colored Oli boots and the classic caramel riding boots from Bally. But I might not be able to stop there, with the retailer’s Buy More Save More offer also featuring some coveted boot styles, I’m spoilt for choice. Below, you’ll find all the Bloomingdale’s boot styles I have my eye on.
Get exclusive access to fashion and beauty trends, hot-off-the-press celebrity news, and more.

Humaa is the Associate Shopping Editor at Who What Wear and Marie Claire, covering fashion beauty and home under the Branded Content team. Before joining both titles, Humaa was Commerce Editor at British Vogue where she wrote all affiliate content to help build up on organic E-Commerce revenue. When she’s not trying to save the world one cashmere sweater at a time, on her off days you can find Humaa with her head buried in the most romantic of romance novels.
-
Kaia Gerber Designed a Dôen Dress for Fashion Girls With Long TBR ListsThe collab between her book club and her favorite brand keeps getting better.
-
How the Obama Family Coordinates Outfits Far Beyond the White HouseMichelle, Barack, Malia, and Sasha all served looks.
-
Carole Middleton and Michael Middleton Make Rare Joint Appearance at Royal AscotCarole and Michael Middleton will celebrate their 46th wedding anniversary this weekend.
-
Taylor Swift Makes Her Feelings Clear in Aquazzura's "Lovestruck" Pumps, Opal Jewels, and a Polo Ralph Lauren DressThe "Opalite" singer tapped her engagement outfit designer for a date night on Broadway.
-
Olivia Rodrigo Trades Babydoll Dresses for the Hot Pants Trend and Knee-High Dr. Martens BootsFishnet stockings and Breton stripes completed her music festival look.
-
Kaia Gerber's Alaïa Dress Combines a Leather Bodice With Cut-Outs and an Asymmetric Draped SkirtThe model forwent accessories and let her outfit do the talking.
-
Hailey Bieber's Seoul Style Includes Two Chanel Bags, a Sheer Crochet Top, and Her Favorite Heeled Flip-FlopsAnd just a dash of animal print.
-
Taylor Swift Styles a Hybrid Ballet Shoe Trend With a Little Black Dress for Date NightThe singer puts her own twist on a celeb-beloved silhouette.
-
Trust Me: These On-Sale Summer Sandal Trends Are the Only Ones Worth Buying in Nordstrom's Half-Yearly SaleFrom flip-flops to thin '90s wedges.
-
Taylor Swift Combines Her $350 Dôen Dress With a $32,530 Opal Bracelet for the Perfect High-Low Fashion MomentMiraculously, her floral dress hasn't sold out yet.
-
Rosalía Combines Spring 2026's Biggest Footwear Craze With the Capri Pants TrendThe celeb-approved shoe trend is only gaining in popularity.