A Winter Tale At Shimla is a romantic drama set in the beautiful town of Shimla where Chintan (Indraneil Sengupta) meets his long lost love Vaidehi (Gauri Pradhan) after two decades. Chintan is a celebrated writer while Vaidehi is married to DIG Police Officer Uday Raj Singh (Deepraj Rana) and has a teenaged daughter from him. As Vaidehi and Chintan’s paths cross the former realizes that the rekindled affair could be ruinous, for her jealous husband would make her life more miserable. What happens next, what decision Vaidehi takes?