Beautiful. Functional. Equestrian Clothing

The Tailored Sportsman

The legendary Tailored Sportsman brand was first introduced in 1920 in New York City. Since that time the name has become synonymous with quality and classic style. 

Get Tailored at The Horse connection

Classic tailoring with special attention to detail, The Tailored Sportsman breeches and riding shirts are made from premium fabrics and with classic tailoring to give you a polished look in the show or schooling rings. Enjoy the TS signature breech fit, both comfortable and flattering, and traditionally styled show shirts made colorful with fashionable trims.

Breeches

Shirts

Accessories

For Kids

Show Packages

Why Choose The Tailored Sportsman at The Horse Connection?

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Hassle-Free Returns

Shop confidently knowing that returning products that don't meet your expectations is hassle-free.

Customizable Options

Make your bedding unique to you with customizable options like monogramming.

Eco-Friendly Options

Shop sustainable and eco-friendly bedding options for a healthier sleep environment.

Expert Advice And Tips

Extend the life of your bedding with expert tips and advice.

Breeches

Browse Our Collection of Breeches

Tailored Sportsman Girl's Front Zip Vintage Trophy Hunter Riding Breech Black Forest with Tan Patches
Tailored Sportsman Girl's Front Zip Vintage Trophy Hunter Riding Breech Boysenberry with Tan Patches
Tailored Sportsman Girl's Front Zip Vintage Trophy Hunter Riding Breech Black and Blue with Tan Patches
Tailored Sportsman Girl's Front Zip Vintage Trophy Hunter Riding Breech Black Forest with Tan Patches
Tailored Sportsman Girl's Front Zip Vintage Trophy Hunter Riding Breech Boysenberry with Tan Patches
Tailored Sportsman Girl's Front Zip Vintage Trophy Hunter Riding Breech Black and Blue with Tan Patches

Tailored Sportsman Girl's Vintage Trophy Hunter Breech

$189.95
Tailored Sportsman Women's Front Zip Trophy Hunter Breech with Boot Socks Black Forest with Tan Patches
Tailored Sportsman Women's Front Zip Trophy Hunter Breech with Boot Socks Boysenberry with Tan Patches
Tailored Sportsman Women's Front Zip Trophy Hunter Breech with Boot Socks Charcoal with Tan Patches
Tailored Sportsman Women's Front Zip Trophy Hunter Breech with Boot Socks Black Forest with Tan Patches
Tailored Sportsman Women's Front Zip Trophy Hunter Breech with Boot Socks Boysenberry with Tan Patches
Tailored Sportsman Women's Front Zip Trophy Hunter Breech with Boot Socks Charcoal with Tan Patches

Tailored Sportsman Front Zip Low Rise Boot Sock Trophy Hunter Breech

$229.95
Tailored Sportsman Women's Front Zip Trophy Hunter Breech with Boot Socks Black and Blue with Tan Patches
Tailored Sportsman Women's Front Zip Trophy Hunter Breech with Boot Socks Black Forest with Tan Patches
Tailored Sportsman Women's Front Zip Trophy Hunter Breech with Boot Socks Graphite with Black Patches
Tailored Sportsman Women's Front Zip Trophy Hunter Breech with Boot Socks Black and Blue with Tan Patches
Tailored Sportsman Women's Front Zip Trophy Hunter Breech with Boot Socks Black Forest with Tan Patches
Tailored Sportsman Women's Front Zip Trophy Hunter Breech with Boot Socks Graphite with Black Patches

Tailored Sportsman Front Zip Mid Rise Boot Sock Trophy Hunter Breech

$229.95
Tailored Sportsman Women's Front Zip Trophy Hunter Riding Breech Tan
Tailored Sportsman Women's Front Zip Trophy Hunter Riding Breech White
Tailored Sportsman Women's Front Zip Trophy Hunter Riding Breech Tan
Tailored Sportsman Women's Front Zip Trophy Hunter Riding Breech White

Tailored Sportsman Front Zip Trophy Hunter Show Breech

$199.95
Tailored Sportsman Women's Front Zip Vintage Trophy Hunter Riding Breech Boysenberry with Tan Patches
Tailored Sportsman Women's Front Zip Vintage Trophy Hunter Riding Breech Black Forest with Tan Patches
Tailored Sportsman Women's Front Zip Vintage Trophy Hunter Riding Breech Boysenberry with Tan Patches
Tailored Sportsman Women's Front Zip Vintage Trophy Hunter Riding Breech Black Forest with Tan Patches

Tailored Sportsman Vintage Front Zip Low Rise Trophy Hunter Breech with Contrast Patches

$199.95
Tailored Sportsman Women's Front Zip Trophy Hunter Breech with Boot Socks Stretch Panel
Tailored Sportsman Women's Front Zip Trophy Hunter Breech with Boot Socks
Tailored Sportsman Front Zip Trophy Hunter Show Breech with Boot Socks Tan
Tailored Sportsman Women's Front Zip Trophy Hunter Breech with Boot Socks Stretch Panel
Tailored Sportsman Women's Front Zip Trophy Hunter Breech with Boot Socks
Tailored Sportsman Front Zip Trophy Hunter Show Breech with Boot Socks Tan

Tailored Sportsman Front Zip Boot Sock Trophy Hunter Show Breech

$229.95
Tailored Sportsman Men's Front Zip Trophy Hunter Riding Breech Tan
Tailored Sportsman Men's Front Zip Trophy Hunter Riding Breech Tan

Tailored Sportsman Men's Trophy Hunter Show Breech

$229.95
Tailored Sportsman Girl's Front Zip Trophy Hunter Breech with Boot Socks Tan
Tailored Sportsman Girl's Front Zip Trophy Hunter Breech with Boot Socks Tan

Tailored Sportsman Girl's Boot Sock Trophy Hunter Show Breech

$219.95
Tailored Sportsman Girl's Front Zip Trophy Hunter Breech with Boot Socks Boysenberry with Tan Patches
Tailored Sportsman Girl's Front Zip Trophy Hunter Breech with Boot Socks Black and Blue with Tan Patches
Tailored Sportsman Girl's Front Zip Trophy Hunter Breech with Boot Socks Purple Heart with Tan Patches
Tailored Sportsman Girl's Front Zip Trophy Hunter Breech with Boot Socks Boysenberry with Tan Patches
Tailored Sportsman Girl's Front Zip Trophy Hunter Breech with Boot Socks Black and Blue with Tan Patches
Tailored Sportsman Girl's Front Zip Trophy Hunter Breech with Boot Socks Purple Heart with Tan Patches

Tailored Sportsman Girl's Boot Sock Trophy Hunter Breech

$219.95
Tailored Sportsman Men's Boot Sock Show Breech
Tailored Sportsman Men's Boot Sock Show Breech
Tailored Sportsman Men's Boot Sock Show Breech
Tailored Sportsman Men's Boot Sock Show Breech

Tailored Sportsman Men's Boot Sock Show Breech

$239.95
Tailored Sportsman Girl's Front Zip Trophy Hunter Riding Breech Tan
Tailored Sportsman Girl's Front Zip Trophy Hunter Riding Breech White
Tailored Sportsman Girl's Front Zip Trophy Hunter Riding Breech Tan
Tailored Sportsman Girl's Front Zip Trophy Hunter Riding Breech White

Tailored Sportsman Girl's Trophy Hunter Show Breech

$189.95

At The Horse connection

We Know How To Fit Young Riders!

If you have an aspiring young equestrian in your family, you’re likely on the hunt for the best riding gear for lessons and competition. Jodhpurs are one of the most common pieces of horse riding attire available to young riders and there’s much to learn about this particular style. In this guide, we’ll share everything you need to know about jodhpurs, including their rich history, purpose in equestrian disciplines, and how to choose the best jodhpurs for aspiring equestrians.

See The Collection
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Tailored Sportsman Shirts

Tailored Sportsman Women's Icefil Zip Long Sleeve Sun Shirt Deep Lilac with Silver Zipper
Tailored Sportsman Women's Icefil Zip Long Sleeve Sun Shirt Arctic Blue with Silver Zipper
Tailored Sportsman Women's Icefil Zip Long Sleeve Sun Shirt Seabreeze with Silver Zipper
Tailored Sportsman Women's Icefil Zip Long Sleeve Sun Shirt Hyacinth with Silver Zipper
Tailored Sportsman Women's Icefil Zip Long Sleeve Sun Shirt Navy with Navy and White Zipper
Tailored Sportsman Women's Icefil Zip Long Sleeve Sun Shirt Black with Black and White Zipper
Tailored Sportsman Women's Icefil Zip Long Sleeve Sun Shirt Deep Lilac with Silver Zipper
Tailored Sportsman Women's Icefil Zip Long Sleeve Sun Shirt Arctic Blue with Silver Zipper
Tailored Sportsman Women's Icefil Zip Long Sleeve Sun Shirt Seabreeze with Silver Zipper
Tailored Sportsman Women's Icefil Zip Long Sleeve Sun Shirt Hyacinth with Silver Zipper
Tailored Sportsman Women's Icefil Zip Long Sleeve Sun Shirt Navy with Navy and White Zipper
Tailored Sportsman Women's Icefil Zip Long Sleeve Sun Shirt Black with Black and White Zipper

Tailored Sportsman Icefil Long Sleeve Zip Shirt

$69.00

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