When she’s not working with big names like Lupita Nyong’o, Jennifer Hudson, and Hilary Swank, celebrity stylist Micaela Erlanger also divulges her fashion expertise in our Ask a Stylist column. From the best places to source vintage to the secret to finding your most flattering jeans, come back each week for a professional’s perspective.
A pair of great ankle boots is a must for every woman’s fall wardrobe. And a pair that’s stylish and comfortable is the ultimate goal. For me, I’ve found that all of my go-to ankle boots have one thing in common: a low, thick, stacked heel. This block-style heel lends a sturdy form allowing you to comfortably wear the boots all day long. Also, opting for natural materials is key because the fabric will organically stretch and form to your foot.
Shop my favorite ankle boots that are stylish and extremely comfortable.
Complete the look
Submit a style question for Erlanger in the box below, and check back next Sunday to see if she answers yours!
Opening Images: Collage Vintage; Style du Monde
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Forget What You've Heard—Ankle Boots Are Still In, and This Expensive-Looking (But Just $50) Pair Is ProofGrab them before they're gone.
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This "Ugly" Shoe Trend Is Officially Back From 2016—But This Time, It's BetterSpotted in London and NYC.
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This Is the 2025 Way to Wear the Ankle Boot Trend Everyone Bought 4 Years AgoPSA: Don't toss them yet!
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Forget Flats—Everyone With Good Taste Is Wearing These Boots With Jeans and a JacketPut these on your shopping list.
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Just a Reminder: *This* Is the Best Pant Style to Wear With Every Type of BootThey're model-off-duty approved.
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Not Skinny, Not Wide-Leg—J.Lo Just Wore Ankle Boots With 2025's Most-Wanted Pant TrendCopy this fall outfit ASAP.
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New Yorkers Will Wear This Celeb-Concocted Ankle-Boot Outfit for the Next 3 MonthsSydney Sweeney just modeled it for us.
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Get a Head Start on the Top 2025 Trends With These Key Pieces From the Nordstrom Half-Yearly SaleYou'll actually wear these forever.
