• A bird&
  • Close up image of the heel of a brown cowboy boot with embroidered stitching that reads &
  • A model sits on a stool with her legs extended while wearing a white button down dress and brown cowboy boots.
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Holly Henry

The Cowboy Boot - Sample Sale

Studio stock of the Cowboy boot, handmade by boot maker Holly Henry in Colorado exclusively for OST. Each boot is crafted from chocolate-brown calfskin leather and usually has a lead time of 12-18 months; now available for immediate shipping. The design features a straight front, a notched back, hunter green leather piping, a rounded toe shape, and a stacked walking heel. The boots are adorned with an embroidered motif and the OST monogram. 

Materials & Craftsmanship

Calfskin leather
Select Size

Purchase your typical size, upon purchase we will schedule a fitting.

Each piece is made-to-order using your measurements and desired fit.

This piece is made to order in The United States.

Estimated leadtime is .

Made-to-Order items are non-refundable and cannot be returned.

A bird&
Close up image of the heel of a brown cowboy boot with embroidered stitching that reads &
A model sits on a stool with her legs extended while wearing a white button down dress and brown cowboy boots.
A black and white action shot of Holly Henry sitting on a work bench wearing a cowboy hat while she crafts a handmade boot using a leather making tool.

ABOUT THE MAKER

Holly Henry

Holly Henry is a bespoke bootmaker based in Boulder, Colorado. For Holly, the art of bootmaking is closely tied to her lifelong passion for riding. Growing up on the outskirts of Houston, Texas, she developed an early appreciation for the craftsmanship and durability of quality boots. Today, when she’s not behind a sewing machine, you’ll likely find her riding trails or summiting mountain peaks with her horses, Kickapoo and Margo.

Holly has traveled the globe to master her craft, learning from skilled boot and shoe makers in Chicago, New York, Eastbourne (UK), Texas, and Colorado. This diverse training has provided her with a well-rounded skill set and years of experience creating custom boots for herself, friends, family, and customers from across the country.