Equestrian trail riding is a specialty recreational activity that connects the horse and the rider. Horses on trails must be able to endure long travel distances. Also, horses must exhibit a calm and obedient demeanor, such that they are not startled by wildlife. Trail riding with your horse takes a lot of hard work and conditioning. The trail can be a hard place both physically and mentally for you and your horse. It’s important to note that you should expect at least a month of conditioning with your horse before hitting the trail. However, there are some breeds that take only a few weeks of preparation.