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This hour's deals
Tommy Hilfiger
Tommy Hilfiger Women's Dorrie Tall Riding Boots
−62%
Shoes · Macy's

Tommy Hilfiger Women's Dorrie Tall Riding Boots

Deal score 6.4 · Great deal
$59.99$159.00 Macy's regular price

You save $99.01 at Macy's

Deal.ai's agents found this deal on November 11. The store may have changed its price since.

Why it's a great deal

  • Elsewhere right now: Zappos.com $63.60, Nordstrom Rack $94.97 (typical $79.29 across 2 stores)
  • Cheaper than all 2 other stores selling it right now
  • Macy's lists its regular price at $159.00: 62% off by its own figures
Visit Macy's

Every store we checked

  • Macy'sNew

    In stock

    $59.99Checked 52 min ago
    Visit Macy's
  • Zappos.comNew

    In stock

    $63.60Checked 52 min ago
    Visit Zappos.com
  • Nordstrom RackNew

    In stock

    $94.97Checked 52 min ago
    Visit Nordstrom Rack
Price history and every store's price →

Reading Macy's’s product page for the details…

Specs

Size
Size 5, Size 5½, Size 7½, Size 8½
Width
Width Medium
Material
Faux Leather, Polyester, Rubber
Heel Style
Block
Shaft Height
Knee-high
Closure Style
Buckle, Zip
Style
Casual
Outsole Material
Rubber Outsole
Toe Shape
Round
Shaft Length
15″ shaft

About the Tommy Hilfiger Women's Dorrie Tall Riding Boots

The Dorrie is Tommy Hilfiger's take on the tall riding boot, built in faux leather with a knee-high 15-inch shaft, a low block heel and a round toe. A full-length zip and a buckle strap at the top make it easy to pull on and adjust, and the rubber outsole adds grip. It suits shoppers who want the equestrian look without leather care, though the synthetic upper and polyester lining won't breathe or age like real leather. Rivals in this style often offer leather or wider calf options; the Dorrie stays a casual, budget-friendly synthetic pick.

Best forShoppers who want the riding-boot look without leather upkeepEveryday casual wear with jeans, leggings or skirtsAnyone who prefers a low block heel over a tall heelFall and winter outfits that need a knee-high boot
Pros
  • Tall 15-inch shaft gives a true knee-high riding silhouette
  • Full-length zip plus top buckle makes it quick to put on
  • Low block heel is stable for all-day walking
  • Rubber outsole adds traction on wet pavement
  • Faux leather is easy to wipe clean and needs no conditioning

More deals like this

  • All Tommy Hilfiger deals and products
  • All Macy's deals and prices
  • All Nordstrom Rack deals and prices
  • All Zappos.com deals and prices
  • Early Black Friday Shoe Deals 2026

Price facts

  • This deal was $59.99 at Macy's on Nov 11.
  • Lowest price today: $59.99 at Macy's (checked Nov 11, 2026).
  • Checked at 3 stores.

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Cons
  • Synthetic upper and polyester lining don't breathe like leather
  • Faux leather can crease and crack with heavy wear
  • Only medium width offered, so wide calves may feel snug
  • Shaft may gap or rub on shorter or slimmer legs
  • Few size options listed, which limits fit choices

What reviewers say

Owners of Tommy Hilfiger riding boots generally like the classic look and the easy zip-and-buckle entry, and many find the low block heel comfortable for daily wear. The most common complaints are about the synthetic materials feeling stiff or warm and the shaft fit being hit-or-miss on different calf sizes.

What people mention
  • MaterialsMixedShoppers like the easy-clean faux leather but say it feels stiffer and less breathable than real leather.
  • FitMixedThe medium-width shaft fits many well but can feel tight on wider calves and loose on slim legs.
  • ComfortPraisedThe low block heel and cushioned footbed are called comfortable for all-day wear.
  • EntryPraisedThe full-length zip and top buckle make the boots quick to pull on and adjust.
  • DurabilityCriticisedSome owners report creasing and cracking in the synthetic upper after a season of regular wear.

Questions and answers

Are these boots real leather?
No. The upper is faux leather with a polyester lining and a rubber outsole. They wipe clean easily but won't soften or age like genuine leather.
How tall is the shaft?
The shaft measures about 15 inches, so it sits at or just below the knee on most wearers. Check your calf height if you are petite or very tall.
Do they fit wide calves?
They come in medium width only. The buckle strap gives some adjustment, but shoppers with wider calves often report a snug fit.
How do you put them on?
A full-length zip runs up the back or side, and the top buckle strap adjusts the fit. Most owners say they go on quickly.
What is the heel like?
It is a low block heel, which gives a stable stride for walking. It is not a tall heel, so the boots read casual rather than dressy.
What can I wear them with?
They pair well with skinny jeans, leggings, midi skirts and sweater dresses. The round toe and low heel keep the look casual.

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