Learning mathematics requires real situations that are often faced by students. using the context that is around students for learning mathematics can make the context of mathematics easy to reach by students. This study meant to determine the effectiveness of mathematics learning based on Javanese vegetable salad context in increasing students' high order thinking skill through teaching assistance activities. This research uses quasi-experimental methods. Descriptive data were taken from a post-test of 93 students in the control group and 96 students in the experimental group. The experimental class applies Javanese vegetable salad context to mathematics learning, while the control class does not use Javanese vegetable salad context. Data analysis was performed descriptively and t-test through SPSS 25. The results showed that lecturers, teachers and students gave positive responses respectively 83.22%; 85.33%; 86.59%. The post-test results were analyzed using a t-test through SPSS 25 which showed significant difference between the two classes in their post-test scores. Thus, this study shows that mathematics learning based on Javanese Vegetable Salad Context is effective in increasing students' high order thinking skill.