Introduction: In Saudi Arabia (SA), the most important issue for senior students during their modules and hospital training is choosing a medical specialty. Because many factors influence this process, the primary goal of this study was to determine participants’ preferred specialty, location, and other influencing factors. Materials and Methods: This cross-sectional study involved 6th-year students from the medical schools in Taif city, SA, conducted from November 2020 to June 2021. Baseline characteristics, specialties of interest, place, and psychological aspects of their interests were all evaluated via a self-reported questionnaire. Results: One hundred forty of 200 surveyed students responded (70% response rate). About 44.3% were females, and 55.7% were male, with a mean grade point average of 3.5/4.0 and were all from Taif University. Nearly 86.4% were interested in SA’s local training programs, and the most preferred hospital for residency program was the Ministry of Health (37.1%), while the most preferred region inside SA was the western region (61.4%). The preferred medical specialties were family medicine followed by ENT, yet 2% were undecided about their future specialty. The most common factor that influenced the students to choose the location for training was quality of training (41.4%), followed by the cooperation of the hospital staff with new trainees (30%). Conclusion: The majority of medical interns preferred to complete their residency or postgraduate studies in SA, according to the findings of the study. Family medicine and ENT were the most common specialties, regardless of gender. Students’ career decisions are influenced by several factors. Future research that can help create a more accurate career-counseling model and improve successful career-counseling strategies will need to address these factors.