Anita Desai’s Where Shall We Go This Summer? evaluates a married woman’s struggle who fails to cope with social and material world because she is over whelmed by her own childhood imbibed notions. Middle aged female; Sita, the protagonist, is fixe in dilemma of her self-realization and self-delusion and criticized by all members of her domestic and social circles. Desai endeavors to analyze the turbulent psyche of that person who decides to do abnormal and unnatural activity. Human sensitivities resulting from childhood experiences and observations do tell on the inner cords of psyche but it is very difficult to run away from a reality also. How a married woman Sita tries to prevail upon her husband Raman who is rational in outlook and practical in action. He agrees to her fervent attempt to stop the birth of her fifth child by shifting from Bombay city to ‘Manory Island’ where she had spent her childhood because child bearing for her is a monotonous activity. Her efforts do not bring desired results and she had to submit to the reality of life and she comes to the conclusion that self- realization is must for all human beings. Key-words: Labyrinths, subservient, inextricably, monotonous consciousness