Let’s talk boots: The footwear foundation of Fall/Winter.

The boot has been dominating Fall wardrobes since the beginning of time (literally – they’re dated as far back as 15,000 B.C., in Spanish cave drawings).

But the styles that are taking over the season – and how to style them, for that matter – evolve with each cycle of the leaves falling.

We connected with two of our go-to sources for all things trends, our stylists Britt and Whitney, to tell us which boots we should be reaching for this autumn/winter.

Plus, they put together four, fashion-forward looks you can shop or use for inspo in your own closet. After all, ‘these boots were made for ~~walking~~ styling!

The Tall Boot

Whitney’s Styling Guide:

For tall boots this Fall/Winter season, focus on a few key characteristics.

First, ensure the shaft is relaxed around the calf, similar to this pair from Khaite.

Second, look for a boot with an elongated toe bed; it doesn’t have to be pointy, but it should extend beyond the toe and have a slim appearance.

Third, embrace the kitten heel—it’s the ultimate “it” girl update for tall boots, whether skinny or architectural. We love this pair from Khaite as a splurge or Reformation for a budget-friendly option.

Whitney’s Look:

-Tall Boot #1: Khaite Davis Slouchy Leather Knee Boots

-Tall Boot #2: Reformation Remy Knee Boots

-Top: AGOLDE Tania Twist Tee

-Skirt: BRUNELLO CUCINELLI Cashmere-Blend Midi Skirt

-Bag: Veronica Beard Suede Sling Bag

-Coat: TOTEME Draped Wool and Cashmere-Blend Felt Coat

-Earring: Kenneth Jay Lane Cabochon Earrings

The Western Boot

Whitney’s Styling Guide:

When styling the Western trend, aim for a sophisticated “Beth from Yellowstone” vibe rather than a full country rodeo look — unless, of course, you’re actually heading to a rodeo!

We particularly love western-inspired booties from Schutz and Freda Salvador.

Whether it’s studs, fringe, or classic Western stitching, feel free to make this trend your own!

Whitney’s Look:

-Western Boot #1: Schutz Maryann Curve West Boots

-Western Boot #2: Freda Salvador Tricia Boots (shop local!)

-Shirt: FRAME Denim Shirt

-Jeans: Citizens of Humanity Miro Relaxed High-Rise Barrel-Leg Jeans

-Bag: TOTEME Level Large Textured Tote

-Belt: LAMARQUE x REVOLVE Cowhide Belt

-Jewelry: Charm & Box Necklaces, 2-Pack

The Slouch Boot

Britt’s Styling Guide:

These heels may not be for the faint of heart, but she’s a Cool Girl with a capital C.

This concept has a bit of nostalgia wrapped in, particularly styled with a skinny denim, but feels updated by pairing it with an on-trend bomber, zipped up to get the full funnel effect.

For a fun nod, these earrings echo the slouch shape of the boot.

Britt’s Look:

-Slouch boots: Schutz Maryana Up Slouch Pointed Toe Boot

-Bomber jacket: HALFBOY Smooth Bomber Jacket

-Denim: FRAME The Pencil Jeans

-Earrings: Jenny Bird Sundra Studs

-Bag: A.L.C. Simone Bag

The Ankle Boot

Britt’s Styling Guide:

For the ankle boot, it really comes down to styling in order to ensure it feels fresh.

This pop of color in burgundy (bonus for also being suede — the texture of the season), layers into your Fall wardrobe seamlessly.

Here, we opted for a full-length pant in a similar color to elongate the leg. It’s not a rule, but often concealing the top of the boot shaft will provide the cleanest look.

Topping the look off is a beautiful autumnal-palette jacket that has us ready for the leaves to pop.

Britt’s Look:

-Ankle boot: STAUD Wally 45MM Suede Ankle Boots

-Jacket: Ulla Johnson Ambrose Ombré Wool-Blend Coat

-Pants: rag & bone Skylar High-Rise Corduroy Trousers

-Top: Emma Top (shop local!)

-Earrings: Sahira Jewelry Arabella Statement Earrings (shop local!)

-Bag: Reformation Medium Vittoria Tote Bag

We hope we’ve helped you feel prepared to take every step in style this season!

Curious what other looks are trending? Get our full Fall/Winter ’25 Forecast: Our Trend Report is out now. Click here to download your free copy.

P.S. – Have you started your closet refresh for Fall yet? Don’t forget to book your appointment with one of our professional personal stylists today.

Stay tuned for next week’s blog on silhouette styling – Subscribe now if you haven’t already.

An Invitation to Learn, Connect, & Support

Wardrobe Therapy’s very own Partner, Katie, is proud to be hosting a private screening of HOPE: Stories of Survival with The Salvation Army on *WEDNESDAY, 10/22!

This award-winning documentary follows the journeys of three survivors of human trafficking. A post-film conversation about local services and ways to help will be held following the showing.

We hope you’ll join us in raising awareness and supporting survivors in our local Columbus community! RSVP to reserve your spot here.

*Please make sure you have the correct date of Wednesday, 10/22 in your calendar.

Event Details:

Date: Wednesday, October 22
Location: Drexel Theatre, Bexley, Ohio
Schedule:
- 6:00 PM – Arrival and refreshments
- 6:30 PM – Film screening
- 7:20 PM – Q&A on local anti-trafficking & survivor services
- 7:30 PM – Reception w/hors d’oeuvres (yum!)