The Best Knee-High Boots For Strutting into Fall With Style

From '90s square toes to cowboy-influenced Western styles and options for wide calves, these are the best tall boots to add to your wardrobe this season.

By Nicola Fumo, Danielle Directo-Meston

October 6, 2022 5:01pm

Add us as a Google Preferred Source

The Best Knee-High Boots for Women

Courtesy of Brand (4)

If you purchase an independently reviewed product or service through a link on our website, The Hollywood Reporter may receive an affiliate commission.

The weather may be trending cooler, but the season’s best boot style is turning up the heat. Knee-high boots have emerged as a top trend for fall, with options ranging from cowboy-inspired Western takes to ’90s raver platforms. Whether your style is timeless sophisticate or the latest TikTok-core, there’s a great pair of knee-high boots for you.

Related: The Best Comfortable Flats for Women

In sizing up the options available — and there are many — we looked for knee-high boots that were versatile enough to style, with a bit of personality through subtle details like material, heel style or silhouette. And because the right fit makes all the difference when it comes to knee-high boots, we made sure to include some extended calf options (be sure to check out those Madewell ones!), because the right fit makes all the difference. Keep reading to discover the best knee-high boots for women of every style.

Related Stories

Proton VPN Black Friday Deals: Watch BBC One, ITV, Netflix UK in US

TV

Proton VPN's Early Black Friday Sale Lets You Stream International TV for 75 Percent Off

Best Jewelry Gift Gifts 2025

Lifestyle

The 47 Most Dazzling Jewelry Gifts From Celebrity-Owned and Hollywood-Loved Labels

Free People Dakota Tall Boots

The Dakota tall boots from Free People have a slightly oversized fit through the calf so they can be worn a bit scrunched if desired. A flattering pointed toe and stacked block high heel make them wear-with-anything material. This rich moss color is a cool break from basic black, though they do also come in classic black leather (as well as brown leather and beige suede).

Free People Dakota Tall Boots $348

Buy now

Dolce Vita Corry H2O Onyx Leather Boots

Available in four colorways, Dolce Vita’s waterproof Corry H2O leather boots boast a chunky heel, platform sole and equestrian-inspired detailing. These versatile knee-high boots also come in a wide option.

Dolce Vita Corry H2O Onyx Leather Boots $240

Buy now

Intentionally Blank Carlos Tall Boot

If the Western trend intrigues you but you aren’t ready to go full cowboy boot, consider this mid-height style from Intentionally Blank. A walkable 2.25-inch heel and memory foam footbed make these “barn boots” a fine pick for on-the-go city slickers.

Intentionally Blank

Intentionally Blank Carlos Tall Boots $220

Buy now

Alohas East Pleated Boots

A classic black knee-high boot with a textural twist, this square-toe style from Alohas has a pleated effect that adds intrigue (without overpowering the rest of your look).

Alohas East Pleated Boots $404

Buy now

Justine Clenquet Black Eddie Tall Boots

If you’re looking for a second-skin fit, consider these square toe knee-high boots from French designer Justine Clenquet. They’re made from supple nappa leather and have a stacked block heel that gives the boot a subtle ’90s look.

Ssense

Justine Clenquet Black Eddie Tall Boots $430

Buy now

Madewell Selina Tall Boots

These desert-hued leather knee-high boots (also available in black and brown) from Madewell have a timeless silhouette, sure to become a staple of your between-seasons wardrobe for many years to come. A sturdy, stacked heel and cushy insole ensures these boots were made for walkin’. Also comes in extended calf sizes.

Madewell

Madewell Selina Tall Boot $348

Buy now

Hunter Refined Tall Boots

Whether you’re channeling the off-duty model at Glastonbury look (a la Kate Moss or Alexa Chung) or you just need a sleek pair of boots for the rainy season, these knee-high boots from Hunter are a classic option. They feature woven nylon lining and a cushioned footbed to keep you cozy and comfy during fall and beyond.

Amazon

HUNTER Refined Tall Black 7 M $159.99 on Amazon.com

Buy now

Naturalizer Gen N Knee High Boots

Comfort-minded footwear brand Naturalizer outdid themselves with this block-heeled knee-high boot in timeless black or white leather. Plus, they offer three calf fits: Narrow, regular and wide.

Naturalizer Gen N Knee High Boots $220

Buy now

Mansur Gavriel Daydream Knee High Boots

These suede knee-high boots from Mansur Gavriel are a sophisticated style for everyday wear. A low block heel with a slightly flared base adds lift while remaining very walkable.

Nordstrom

Mansur Gavriel Daydream Knee High Boots $795

Buy now

By Far 33cm Boots

These sexy 33cm boots from By Far was created in collaboration with celeb stylist Mimi Cuttrell, whose client list includes Gigi Hadid, Ariana Grande and Maude Apatow. Stylish details like a flared heel and elongated square toe set it apart from the pack. Make like the Cake song and wear these knee-high boots with a short skirt and a long jacket; proceed to stop traffic.

By Far 33cm Boot $745

Buy now

Read More About:

THR Newsletters

Sign up for THR news straight to your inbox every day

Subscribe Sign Up

More from The Hollywood Reporter

The Best Knee-High Boots 2022: Square Toe, Wide Calves, Western, Heels

The Definitive Voice of Entertainment News

Subscribe for full access to The Hollywood Reporter

SEE MY OPTIONS Sign Up

Most Popular

Harry Shum Jr. and Jenna Johnson on 'DWTS' season 35 Horror Movie Night.

‘Dancing With the Stars’ Gets Spooky for Horror Movie Night With the First Perfect Score and a Double Celeb Exit: See the Scores, Who Went Home

By McKinley Franklin

Susan Saint James

Susan Saint James, ‘Name of the Game,’ ‘McMillan & Wife’ and ‘Kate & Allie’ Star, Dies at 80

By Mike Barnes

Justin Timberlake and Jessica Biel

Jessica Biel Says She Won’t Let Her Son “Just Get Handed” Acting Opportunities Because of His Famous Family: “You Have to Earn That”

By McKinley Franklin

Russell Brand outside Southwark Crown Court on Oct. 28, 2026

Russell Brand Takes the Stand in Rape Trial: “I Know What ‘No’ Means”

By Lily Ford

Troy Aikman

The NFL’s Biggest Dramas This Season Are in the Broadcast Booth

By Alex Weprin

Ryan Micho, Grace Reiter, Tommy Armstrong of 'Minimum Wage'

‘Minimum Wage’ Review: Netflix’s Format-Breaking Hangout Series Makes Good on the Promise of Short Episode Running Times

By Daniel Fienberg

Connor Storrie and Ryan Gosling

Connor Storrie in Talks to Join Ryan Gosling in Marvel’s ‘Ghost Rider’

By Borys Kit, Aaron Couch

Must Reads

Olivia Rodrigo was photographed Aug. 21 at The Ebell of Los Angeles.

Olivia Rodrigo: The Queen of Sad Finds Her Happy Place

By Ethan Millman

Jason Sudeikis is a fixture of CeLIBrity row, the group of famous New York Liberty fans who go to see Breanna Stewart dominate the opposition. They were photographed Sept. 16 at Splashlight Studios in New York.

‘Ted Lasso’ Star Jason Sudeikis Goes One-on-One With WNBA Great Breanna Stewart (Watch)

By Julian Sancton

Bachelor Clayton Echard Love Trapped

‘Love Trapped,’ Fake Twins and the Paternity Scandal That Outcrazied ‘The Bachelor’

By Jackie Strause