When buying medieval boots, focus on authenticity, comfort, and durability. Look for genuine leather or high-quality replicas that reflect historical designs. Pay attention to sole construction—stitched or nailed soles last longer than glued ones. Ensure the boots fit securely but allow flexibility for walking or reenactments. Check for period-accurate details like laces, buckles, or straps. Consider the event type—renaissance fairs, cosplay, or LARPing—when choosing style.