Summer and winter breaks from school can be highly anticipated times for students and educators. However, for students living in poverty, the break from school can bring hidden challenges that school psychologists should be aware of when preparing for vacation. Research has shown that school breaks affect students from varying socioeconomic status (SES) levels differently, causing a widening gap in achievement between students living above and below the poverty line (Entwisle, Alexander, & Olson, 2005; Evans, 2005; Borman, Benson, & Overman, 2005). To compound this academic divide, students living in poverty have been shown to be at an increased risk for exposure to domestic abuse and violence (U.S. Department of Health and Human Services, 2010). These volatile home environments have been thought to become more intense during school breaks as corresponding holidays bring with them additional sets of risk factors for violence (Sullivan, 2010). It is important that school psychologists remind themselves of the difficulties faced by students living in poverty when away from school services. Providing at-risk students with supports that they can seek out while away from school-based services can help bridge the gap over both summer and holiday breaks. A list of resources is provided.