Dress Boots

No matter what your riding discipline, whether you are competing, taking a lesson or hacking, The Lexington Horse has the best tall boots selection. We feature a variety of zippered field boots and dress boots in a full range of price points. Top name brands like Ovation®, Mountain Horse®, and TuffRider® ensure you will look your best while being the most effective. If you're not sure how to size tall boots, our guide on how to measure for tall boots will help.

Browse by

Brands

Shop by brand

Price Filter

Shop by price

Sort by

Sale
TuffRider Men's Belmont Dress Boots

TuffRider Men's Belmont Dress Boots

$264.95
$239.45
Save $ (%)
Crafted with soft leather, the TuffRider Men's Belmont Dress Boots are an elegantly styled tall dress boot made with the rider's comfort in mind. Supple leather with a back zip molds to the leg to feel like a custom fit and look. Attractive...
Ovation® Mirabella Hunter Dress Boot - Chocolate

Ovation® Mirabella Hunter Dress Boot - Chocolate

$229.95
Save $ (%)
Beautiful and elegant, with a superb fit and comfort, the Mirabella Hunter Dress Boot features memory foam insoles, genuine leather lining, full length YKK® zipper with protective cover, and elastic leather gusset for a custom fit. A gorgeous dark...
Mountain Horse® Serenade Dressage Boots

Mountain Horse® Serenade Dressage Boots

$519.95
Save $ (%)
The Serenade Dressage Boots by Mountain Horse offer style, comfort and durability for all levels up to Grand Prix. Made with the finest selected leather, they combine elegance with a modern look using the finest quality materials and the highest...
Ovation® Mirabella Hunter Dress Boot

Ovation® Mirabella Hunter Dress Boot

$229.95
Save $ (%)
Beautiful and elegant, with a superb fit and comfort, the Mirabella Hunter Dress Boot features memory foam insoles, genuine leather lining, full length YKK® zipper with protective cover, and elastic leather gusset for a custom fit. Sizes 36 - 43...
Sale
TuffRider Ladies Plus Rider Dress Boots

TuffRider Ladies Plus Rider Dress Boots

$264.95
$239.45
Save $ (%)
The TuffRider Ladies Plus Rider Dress Boots are soft leather, tall equestrian boots with a wider calf.  The two, stretchable leather gussets on each side of the zipper will conform to your calf for the ultimate fit while a breathable mesh...
Sale
TuffRider Men's Wellesley Tall Boots

TuffRider Men's Wellesley Tall Boots

$289.95
$259.95
Save $ (%)
Get the look and feel of a custom boot at an off the shelf price. Crafted with amazing butter-soft leather, the men's Wellesley tall riding boot is not only comfortable, but radiates style. Featuring a full back zip with a superior stretch panel and...
Sale
TuffRider Belmont Dress Boots

TuffRider Ladies Belmont Dress Boots

$264.95
$239.45
Save $ (%)
The TuffRider Ladies' Belmont Dress Boot is made with the rider's comfort in mind. Crafted with soft and supple leather, this elegantly styled, fully-lined boot features a punched toe cap and two side spur rests, as well as a moderate Spanish top with...
Sale
TuffRider Regal Dress Boots

TuffRider Ladies Regal Dress Boots

$289.95
$259.95
Save $ (%)
This elegant equestrian dress boot for women is crafted with ultra-soft leather and an elegant square toe design for a traditional look in the show ring. Made with a superior integrated grippy leather panel on the inside of the calf, a full length zipper...
Sale
TuffRider Wellesley Tall Boots

TuffRider Ladies Wellesley Tall Boots

$289.95
$259.95
Save $ (%)
Get the look and feel of a custom boot at an "off the shelf" price. Crafted with an amazing butter-soft leather, the Wellesley tall boot is not only comfortable but radiates style. Featuring a full back zip with a superior stretch panel and stitched toe...
Sale
TuffRider Ladies Baroque Dress Boots

TuffRider Ladies Baroque Dress Boots

$264.95
$239.45
Save $ (%)
Made with super soft premium leather, these dress boots for women offer elegance and traditional styling of a custom made dressage boot. Elastic panel extending down the back offers great comfort and fit. Contoured ankle, high Spanish top, round...
Sale
TuffRider® Children's Baroque Dress Boots

TuffRider® Children's Baroque Dress Boots

$188.95
$164.45
Save $ (%)
TuffRider's Children's Baroque Dress Boots are made from smooth, sleek leather for a sophisticated appearance. Great for everyday riding and schooling or even at shows, these boots are quality made with the rider's comfort in mind. Such features...
Sale
TuffRider Mens Baroque Dress Boots

TuffRider Mens Baroque Dress Boots

$264.95
$239.45
Save $ (%)
Made with super soft premium leather, these men's dress boots offer elegance and traditional styling of a custom-made dressage boot. The elastic panel offers great comfort and fit. Contoured ankle, high Spanish cut round toe boot features a full-length...