Tall Boots

Tall riding boots come in several styles, each designed for specific purposes and disciplines:

 Dressage boots – Dressage boots are significantly stiffer than field or dress boots, featuring a reinforced back that minimizes ankle creasing. Their straight “stovepipe” design supports a long leg and flat foot position for maximum contact. Some styles include softer inner calf panels for feel. Most have a full-length zipper on the inside front of the calf, with high Spanish toplines and optional decorative details.

 Field boots – Field boots are commonly worn in hunter/jumper disciplines and eventing and are permitted at lower levels of dressage. Made from soft, supple leather that creases at the ankle, they feature front instep laces—often elastic speed laces—for flexibility and proper heels-down position. Field boots have a contoured ankle and calf, a Spanish topline, and typically a full-length back zipper. Stock and custom options are widely available in black, brown, and detailed designs.

 Dress boots – Dress boots are worn in formal hunter classes and jumper rings, offering a more polished appearance than field boots. Their popularity is increasing in hunter disciplines, and they may also be seen at lower levels of dressage. Made from soft, supple leather, dress boots do not have ankle laces. Modern designs often feature flexible insteps for comfort and minimal break-in, along with contoured ankles, Spanish toplines, and full-length or curved zippers.

Paddock boots – Paddock boots are ankle-high riding boots worn by riders of all levels. They’re versatile, affordable, and easy to transition from barn to saddle, making them popular for daily riding. Available in leather or synthetic styles, they’re simple to fit since calf measurements aren’t required. When paired with half chaps, paddock boots provide the feel and function of tall boots while helping prevent rubbing or shifting of breeches.

1. Wear the breeches or riding tights and socks you plan to wear with your boots.
2.  Sit upright in a straight chair with your feet flat on the floor and your knees bent at a 90-degree angle.
3. To measure calf width, have a helper use a soft measuring tape around the widest part of your calf. Do not add extra room—tall boots should fit snugly. Leather will stretch as the boots break in, and boots that start too loose may drop excessively and lose proper height.
4. To measure boot height, have your helper measure from the floor to the back of your knee.

Boot height is a matter of personal preference. As a general guide, add 1½–2 inches for field boots and 1¼–1½ inches for moderately stiff dressage boots to allow for drop during break-in. Always consult the brand’s sizing chart for specific recommendations. Softer or boxier boots may drop more, so additional height may be needed if you prefer a taller finished boot.

1. Compare your calf width and height measurements to the sizing chart for the specific brand you plan to order, as sizing varies by manufacturer.

When choosing zippered boots, select a calf measurement that is equal to or slightly larger than your own to avoid putting stress on the zipper. If your calf measurement exceeds the listed size by even 1/8 inch, sizing up may be necessary. If the next size feels too loose, consider a different style or brand—many riders review multiple brands to find the best stock fit.

Foot size should match your normal shoe size. Some riders size up if their preferred height isn’t available, as extra room can be adjusted with insoles. For boots offered only in whole sizes, consider sock thickness when selecting your size.

Proper care keeps your boots comfortable, durable, and looking their best.

• After every ride, wipe dirt, manure, and sweat from your tall riding boots using a barely damp cloth or sponge. These substances draw moisture out of the leather, which can weaken stitching, while dust and grit may cause abrasions and cracking.
• Always use cleaning and conditioning products made specifically for boots—not general tack cleaners. A variety of boot-safe cleaning and polishing products are available; check your boot manufacturer’s recommendations to ensure compatibility. Avoid household cleaners entirely, as they can permanently damage leather. When it’s time to shine your boots, apply a boot cream or polish with a soft cloth, then buff with a polishing brush and finish with a clean rag for a high shine.
•  On wet days, protect your boots by wearing overshoes such as Tingley Rubbers, and remove them before storing your boots. Because moisture can build up between the boot, your foot, and the overshoe, proper air circulation is essential to dry the soles and prevent mildew or stitching damage. If your boots become wet, let them dry naturally at room temperature—never place them near heat sources like radiators, fireplaces, or space heaters.
• When your tall boots are not in use, insert boot trees to help maintain their shape and protect zippers. Cedar boot trees offer added benefits by repelling moisture and pests, while plastic boot trees provide a budget-friendly alternative.