This pilot study explored the effectiveness of virtual compassionate presence (CP) sessions in reducing loneliness and isolation among assisted-living older adults. Twenty-two older adults participated in 10-week virtual CP sessions facilitated by college students. We conducted in-depth semi-structured interviews with participants post-intervention. Participants reported a decreased feeling of loneliness, improved mood, and increased feeling of self-worth. The deep connections between the student facilitators and older adults seemed to enhance the older adults’ sense of meaning in life, easing their loneliness and isolation during this pandemic. A few participants reported improved memory. The findings support the need to promote programs that provide a space for older adults to share their life stories and experiences with the younger generation. Such interaction could enhance older adults’ mood, increase their sense of generativity and meaning, and positive feelings between the two generations.