A letter from a reader

AT 62, I THOUGHT MY DAYS OF WEARING BEAUTIFUL RIDING BOOTS WERE BEHIND ME. THEN I DISCOVERED EMMA.

On discovering a timeless knee-high riding boot with classic leather styling, an elegant buckle strap, and a sturdy sole. Inspired by the effortless sophistication of New England country fashion.

Catherine Bennett
By Catherine Bennett · Lexington, MA
October 2026 · 5 min read
Catherine, 62, wearing the Emma Leather Knee High Riding Boots in Dark Brown.

I'm Catherine, 62, and I live in Lexington, Massachusetts, just outside Boston.

I've always loved classic fashion.

The kind of clothes that never seem to go out of style. A beautiful sweater, well-fitting jeans, a favorite coat, and a lovely pair of boots.

But somewhere along the way, I started choosing practicality over everything else.

My wardrobe slowly became a collection of sensible shoes and comfortable basics.

And while there was absolutely nothing wrong with that, I missed feeling a little more put together.

I didn't want to dress like I was 30 again.

I simply wanted to look like myself, with a little more elegance.

That's when I came across Emma.

At first, it was the beautiful riding-boot silhouette that caught my attention.

There was something so timeless about the tall leather design, the buckle detailing, and the rich dark brown color.

They reminded me of the classic New England style I've always admired.

So I decided to take a closer look.

And here are the six details that made Emma stand out to me.

1classic knee-high silhouette

There's something unmistakably elegant about a beautiful pair of knee-high boots.

Emma's tall shaft creates that traditional riding-boot silhouette I've always loved.

It's a style that looks particularly lovely with fitted jeans, leggings, and longer sweaters.

And because the design is so classic, it doesn't depend on changing fashion trends.

2Beautiful leather styling

One of the first things I noticed about Emma was the leather construction.

I have always appreciated materials that give a pair of boots a more traditional, polished appearance.

The rich finish and structured shape make these boots feel right at home with a classic fall or winter wardrobe.

They're the kind of boots I can imagine wearing season after season.

3Elegant buckle strap details

I've always believed the smallest details can make the biggest difference.

And Emma's buckle strap is exactly the kind of finishing touch I love.

It adds a subtle equestrian character without making the design feel too busy or overly fashionable.

Just a beautiful, traditional detail that makes the boots feel special.

4A sturdy sole for everyday outings

Living in Massachusetts, I appreciate footwear designed with everyday outdoor use in mind.

From gravel driveways to country paths, I like knowing that a pair of boots has a sturdy sole.

Emma features a dark, traction-focused sole that complements its classic appearance.

It's a practical feature that makes sense for this style of boot.

5A style that works with my everyday wardrobe

One of the things I appreciate most about classic riding boots is their versatility.

I don't want to buy an entirely new wardrobe just to wear a new pair of shoes.

Emma looks beautiful with so many of the pieces I already love.

Blue jeans, cream sweaters, wool coats, and simple fall outfits.

It's exactly the sort of timeless style I find myself drawn to.

6Five beautiful colors to choose from

Another thing that caught my attention was the selection of colors.

Emma is offered in Dark Brown, Black, Brown, Blue, and Green.

Personally, I'm particularly drawn to Dark Brown.

There's something so rich and classic about the combination of dark brown boots, denim, and a soft cream sweater.

But I can see why someone might prefer the timeless simplicity of black, too.

EMMA, AGAINST YOUR EVERYDAY BOOTS

Your everyday bootsEmma
The look Simple everyday styling Classic equestrian elegance
The upper Material varies by style Supple leather upper
The Height Often ankle or mid-calf Elegant knee-high design
The Sole Varies by model Sturdy, non-slip sole
The details Often minimal Functional buckle strap
Everyday outfits Depends on the style Pairs beautifully with jeans and dresses
Your everyday boots
  • Simple everyday styling
  • Material varies by style
  • Often ankle or mid-calf
  • Varies by model
  • Often minimal
  • Depends on the style
Emma
  • Classic equestrian elegance
  • Supple leather upper
  • Elegant knee-high design
  • Sturdy, non-slip sole
  • Functional buckle strap
  • Pairs beautifully with jeans and dresses

Why it's on sale right now

Emma is part of The Halloway Family's Revival Sale.

After 19 years of dedication to their boutique, the Halloway family says rising costs have made it increasingly difficult to keep their doors open.

Their Revival Sale is an effort to keep their family business going, offering special prices on pieces they've selected for their customers.

During the sale, Emma is advertised at $79.95, with free UPS shipping within the United States.

The Emma leather riding Boots

$79.95
Revival Sale
  • Classic knee-high riding boot silhouette
  • Elegant leather upper with a timeless finish
  • Decorative buckle strap for equestrian-inspired style
  • Sturdy sole for everyday wear
  • Versatile design for jeans, leggings, and dresses
  • Available in Dark Brown, Black, Brown, Blue, and Green
Check if your size is available →

The Emma leather riding Boots · $79.95 · Revival Sale price

Here’s What My Friends Are Saying About Emma”

★★★★★ “I absolutely love the elegant look of these Emma boots! The knee-high design is so classic, and the buckle detail gives them that beautiful riding-boot style. They look wonderful with my favorite jeans and long sweaters.” Nancy W. — Newton, Massachusetts
★★★★★ “I've always loved traditional riding boots, and Emma has exactly the timeless look I was searching for. The leather finish is beautiful, and the dark brown color goes with practically everything in my wardrobe!” Deborah M. — Concord, Massachusetts
★★★★★ “What caught my attention was the beautiful tall silhouette and the elegant buckle strap. They have such a sophisticated look without being too flashy. Just the kind of classic boots I've always loved!” Carol H. — Brookline, Massachusetts
★★★★☆ “I was looking for a pair of knee-high boots that would look lovely with both jeans and dresses. Emma has that traditional equestrian style I adore. The sturdy sole is a nice finishing touch to the design.” Barbara R. — Wellesley, Massachusetts
★★★★★ “My favorite thing about Emma is how effortlessly elegant these boots look. The simple leather design and beautiful buckle make them feel so timeless. They're exactly the style I picture with my favorite fall outfits!” Patricia L. — Lexington, Massachusetts
★★★★☆ “I fell in love with the classic riding-boot silhouette the moment I saw Emma. The tall shaft, rich brown leather, and understated buckle details are such a lovely combination. Beautifully suited to my everyday style!” Linda S. — Winchester, Massachusetts

Looking back, I'm glad I never lost my appreciation for beautiful, classic boots.

Emma reminds me of everything I've always loved about traditional New England style: elegant lines, beautiful details, and a timeless riding-inspired silhouette.

If you appreciate that same understated elegance, Emma might be just the kind of boot you've been searching for.

And with the Revival Sale happening now, it's worth taking a look.

— Catherine Bennett, 62 · Lexington, Massachusetts

See Emma — $79.95 →

This is a personal account from a Halloway Family customer. Catherine did not receive payment, a discount, or a free pair in exchange for sharing her experience.