Page Six editors share their favorite boots for fall (and beyond)

It’s time to boot up your fall wardrobe.

Autumn is officially upon us, and in between reporting on trends and celebrity favorites, we’ve been dusting off our own favorite footwear in preparation for the chilly weather ahead.

Below, step into the new season in style with our staff’s go-to boots, from splurge-worthy staples to affordable styles that only look expensive.

Steve Madden

“I wrote about my obsession with these zip-up ankle boots two years ago, and they’re still a staple in my closet today. I originally bought them as a lower-priced alternative to The Row’s similar pair, and I love them so much, I no longer feel the need to splurge on the style that seemingly inspired them. Made from real, soft leather, they’re incredibly comfortable — I’ve logged endless city miles in them at this point — and the sturdy rubber platform makes them a great pick for inclement weather. I truly cannot recommend them enough!” — Elana Fishman, Style & Shopping Director


A black leather harness boot with a silver-toned metal ring and studs on the ankle strap.
Durango

“My babies. I looked for the perfect biker boot for months before landing on these, and I am so glad I did. After a year of consistent wear — including hundreds of miles of city walking, a few trips to my friend’s ranch in Georgia and too many motorcycle rides to count — they still look brand new. It only took a couple wears to break them in, and they are far more versatile than you might think.” — Brooke Parker, Commerce Partnerships Associate


A tall dark brown leather boot with a low block heel on a white background.
Loeffler Randall

“You might remember my ode to these perfect boots from last year; I own both the lower-heeled Gia and the higher Goldy, and wear both pairs constantly all fall and winter long. They’re made from the most buttery leather, are incredibly comfortable and match basically everything in my closet. They’re as classic as it gets, and lend any outfit a sleek, stylish finishing touch.” — Elana Fishman, Style & Shopping Director

“Elana raved about these boots so much that I had to get my own pair, and they are truly a staple. Not only are they chic, go with everything and fit perfectly without being too tight or too loose around the calves or feet, they’re also genuinely the most comfortable heels — I have even worn them standing on a red carpet for hours while pregnant, and no complaints.” — Melissa Minton, Senior Style Editor


A pair of tan Guess ankle boots with chunky lug soles and black elastic side panels.
Guess

“I got a pair of these boots on sale at Nordstrom Rack years ago and they’re still going strong. So many people mistake them for a designer pair, but they’re under $100!” — Hannah Southwick, Associate Commerce Editor


A pair of black knit ankle boots with block heels against a white background.
Vivaia

“I throw these on when I want to elevate jeans or look office-appropriate. The sculpted block heel is more stable than other styles, and yet they are cute enough to garner compliments. The soft, woven upper is also stretchy — great for long days when my feet might swell a bit, making them a good pick for travel as well.” — Erica Radol, Commerce Reporter


A pair of black ankle boots with a fleece lining, viewed from the front against a white background.
Will’s Vegan

“These are incredible boots for chilly, damp weather. They have a soft, plush interior that feels like a cozy slipper, yet they’re waterproof and look like a sleek Chelsea. You can dress them up or down and walk for quite some time in comfort. (Plus, they’re made with more earth-friendly leather alternatives, making them a win all around.)” — Erica Radol, Commerce Reporter


Franco Sarto black knee-high leather boot with a stiletto heel and square toe.
Franco Sarto

“I’ve owned and loved many Franco Sarto shoes and boots over the years, and these knee-highs are a prime example. I love the timeless shape and wearable low heel, but an underrated benefit of Franco Sarto boots is the inner lining that keeps you warm on the coldest winter days. Not only do these go with everything, but they fit everyone thanks to the hidden elastic in the calf — in addition to being offered in medium and wide calf sizing.” — Meaghan Seward, Senior Audience Optimization and Discovery Strategist


A black Chelsea boot with a thick, lugged sole.
Margaux

“I was eager to try these boots after hearing multiple co-workers absolutely rave about the brand. (Our Style & Shopping Director, Elana, has multiple pairs of Margaux shoes — and even wrote a love letter to the label’s comfortable heels). They’re comfy and feel extremely high-quality. (Plus, I love that they offer light water resistance — ideal for navigating NYC curb puddles.) — Hannah Southwick, Associate Commerce Editor


A pair of knee-high tan suede boots with low heels.
Sam Edelman

“As we see riding boots making their grand return this season, I picked up this practical and well-designed Sam Edelman pair. The slightly higher heel, suede outer and contrast stitching caught my eye during my pre-fall shopping.” — Meaghan Seward, Senior Audience Optimization and Discovery Strategist



Why Trust Page Six Style Shopping

This article was written by Hannah Southwick, Commerce Associate Editor for Page Six. Hannah spies deals on actually affordable celebrity-worn styles, puts celebrities’ brands to the test and finds the beauty products that keep stars red carpet-ready. She consults stylists and industry pros — including celebs themselves — for firsthand product recommendations, trend predictions and more. In addition to writing for Page Six since 2020, her work has been featured in USA Today and Parade.


Leave a Comment

Your email address will not be published. Required fields are marked *