165 Questions to Ask Your Grandma: Childhood, Memories & Insightful Advice

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Grandmothers have a special place in our hearts, and with their wealth of life experiences, they’re often a source of guidance, inspiration, and wisdom.

But how often do we take the time to really sit down with them and ask questions about their lives?

In this article, we’ve compiled a list of questions to ask your grandma to get the conversation flowing and to learn more about her.

From her childhood memories to thought-provoking advice, these questions are designed to spark meaningful and engaging conversations with your beloved grandmother.

So whether you’re sitting down for a cup of tea with grandma or catching up over the phone, take the opportunity to ask her grandparent questions and discover more about her life and the world she grew up in. 

You might be surprised at what you learn and the bond that you form as a result.

If you’re looking for questions to ask your grandparents, try our fun questions for grandpa.

For more conversation starters like this, you may want to check out our list of this or that questions for adults, best friend quiz questions, and questions for couples.

Questions to Ask your Grandma Before they Die

Questions About Grandma’s Childhood

Let’s turn back the clock and travel through time with our collection of the best questions to ask your grandparents about their childhood! 

This round is sure to uncover hidden stories, and favorite memories, and take you on a nostalgic journey that’s both heartwarming and entertaining. 

1. Where did you grow up?

2. What was life like for you growing up?

3. How many siblings did you have?

4. Did you have a lot of friends?

5. What hobbies did you have?

6. Did you have chores around the house?

7. What was your favorite holiday?

8. How did you celebrate your birthday?

9. Did your parents have a nickname for you?

10. Did you spend time with your grandparents?

11. Did you spend time with your aunts and uncles?

12. How many aunts and uncles do you have?

13. How many cousins do you have?

14. Did you play sports?

15. Did you like to help your mom cook?

16. Did you move a lot as a child?

17. Did you like school?

18. Did you have a teacher that you really liked?

19. What was your favorite subject in school?

20. What was your least favorite subject in school?

21. Did you have pets?

22. Did you have a garden?

23. Did your family go on vacation?

24. Did you spend a lot of time alone, or were you a very social child?

25. Did you have a lot of toys?

26. Did you spend a lot of time playing outside?

27. What is something that you remember vividly from your childhood home?

28. Is there a scent that reminds you of your childhood?

29. What was your activity as a child to do with your siblings?

30. What are your fondest memories?

You may also like our list of questions for mothers.

Subtle fall colors around Sleepy Hollow Farmhouse.

Questions About Grandma’s Teenage Years

Get ready to hear some stories that might surprise you with our collection of great good questions to ask your grandma about her teenage years.

From her favorite shows and fashion trends to her school days and crushes, you’ll get to know her in a whole new way.

31. Did you have a job?

32. Where was your job?

33. What type of things did you buy with your money?

34. Did you buy a car?

35. What kind of car did you buy?

36. Where did you like to drive the most?

37. Did you date?

38. Were you allowed to date?

39. When was your first kiss?

40. Where was your first kiss?

41. Did you like high school?

42. Were you in any clubs or on any teams?

43. What did you do with your friends after school?

44. How did you get to school? 

45. What kind of clothes did you like to wear?

46. Did you have a best friend?

47. What was your best friend’s name?

48. Did an admirer ever give you flowers?

49. Did you go to any dances?

50. What was your favorite show to watch?

51. Did you get into any trouble?

52. What were your dreams for your life?

53. Did you want to have a family?

54. Did you grow up on a farm or in a town?

55. Did your family move around at all?

56. What did your dad do for work?

57. Did your mom stay home with you and your siblings?

58. Did you ever have other family members live with you?

59. Did you get along with your siblings?

60. At what age did you move out of your parent’s home?

61. Did you ever run away from home?

62. Did you have a curfew?

63. Did you ever break your curfew?

64. Did you go to parties?

Close up view of African-American couples clinking wine glasses with confetti at the background.

Questions About Grandma’s Working Years

It’s time for questions for grandma about her career.

Get ready to hear some fascinating stories about what it was like to be in the workforce back in her day- that will give you a new appreciation for all that she’s accomplished.

These are great questions to ask your grandparents about history, so you can compare what working life is like today.

65. What kind of work did you do?

66. Did you like it?

67. Did you go to college or university?

68. Did you stay home to raise your children?

69. Did you work from home?

70. If you could have any career in the world, what would you choose?

71. Did you change jobs a lot?

72. What was a big purchase you made that you worked really hard towards?

73. What was your greatest work achievement?

74. Did you make friends with your coworkers?

75. If you started to dread going to work, what was something that helped to make you feel better?

76. What shift did you work?

77. What do you like to splurge on for yourself?

78. What is it that you really loved about your job?

79. What is something you really disliked about your job?

80. Did you wear makeup to work?

81. What type of clothing did you wear to work?

82. Did you save any money?

83. Did you give your kids an allowance for doing chores while you’re at work?

84. Did you receive bonuses at work?

85. Were they big bonuses?

86. What were some perks you got from the company you worked for?

87. Did you have to come home from work and cook dinner?

88. Did you ever feel like you were being treated unfairly at your job, and if so, what did you do?

89. Did you have a sense of camaraderie with your coworkers?

90. Were you happy with your job?

91. Do you still talk to people you used to work with?

Happy seniors clinking wine glasses while sitting on a table.

Questions to Ask Grandma About Family

It’s time to put your grandma’s storytelling skills to the test with this round of questions to ask your grandmother about her family history and setting.

92. Did you have a favorite parent?

93. Did you have a favorite child?

94. Did you have a favorite sibling?

95. Am I your favorite grandchild?

96. What was a meal you served your family often?

97. Was there a meal you really enjoyed, but your family didn’t like it?

98. Did you always cook big holiday meals?

99. What is a value that was important for you to impart to your children?

100. Do you feel that you did a good job as a parent?

101. What advice would you give a first-time parent?

102. Do you think we should do a family reunion?

103. Did you grow up in a tight-knit family?

104. Did you take your kids camping?

105. How did you find out you were going to be a Grandma?

106. Do you have family picture albums?

107. What is a family activity that you truly enjoyed doing?

108. What is a family activity that you didn’t really like?

109. Did you run around and play with your kids?

110. Did you give your kids a curfew?

111. What was the punishment if the curfew was broken?

112. What kind of family pets did you have?

113. What was your favorite family pet?

114. Did you buy your dream home?

115. What skills were important to you to pass on to your children?

116. Did you get involved in your kid’s school, like joining the PTA or helping with lunch clubs?

117. Were you responsible for all the household chores, or were they divided up amongst family members?

118. Were you a strict parent?

If you’re looking for things to ask your grandparents like their married life and everything in between, check our list of married couple questions.

Happy Black mother and daughter having fun preparing a homemade dessert

Questions to Ask Grandma About Funny Stories

Tickle your funny bone with the following set of grandparent interview questions that will make you LOL.

Let your grandma share her cringe-worthy stories with hilarious moments.

119. What is something embarrassing that has happened to you recently?

120. Did any of your children have habits that you found annoying?

121. What was something clever you came up with to help make your day-to-day life more fun?

122. What is a habit Grandpa had that you found annoying?

123. Have you farted in public?

124. Have you said something that you thought sounded smart in your head but sounded silly when you said it out loud?

125. What toy did you regret giving your kids because it got on your nerves?

126. What were some funny things you fought with your siblings over?

127. Have you waved at someone thinking it was someone you knew, only to realize it was a stranger?

128. Have you ever grabbed a stranger’s hand thinking it was Grandpa?

129. Have you called your kids by the wrong name?

130. What is something you own now that your parents would have loved to have?

131. Have you broken the law?

132. Has Grandpa broken the law?

133. Did you have an outhouse as a kid?

134. What was the hourly rate at your first job?

135. What is something that people think is serious when they are younger but becomes funny as you get older?

136. Have you been chased?

137. How much did your first home cost to buy?

138. What do you think of today’s fashion?

139. What is a fashion trend that you loved as a young woman?

140. Have you learned how to work social media?

141. How long did it take to learn how to text?

142. What is a feature on your smartphone that makes your life so much easier?

143. Do you think having the technology we have today could have made your life easier as a mom when your kids were little?

Laptop, tablet, phone, power bank, and notebook on a yellow table.

Questions to Ask Grandma About Life Advice

Grandmothers have a wealth of experience and wisdom about life– and it’s time to know all about them in this last round of questions to ask your grandparents, especially your grandmother.

Whether you’re seeking guidance, inspiration, or just a good old-fashioned chat, Grandma is sure to have some wise words to share.

144. What is a quality you believe everyone should strive towards having?

145. What is something you would have liked to have known in your early twenties?

146. Is there a life lesson you had to learn a few times before you finally got it?

147. How do you make a relationship last for a lifetime?

148. What are some cooking tips you have picked up?

149. What is something that people think is valuable but is really useless, in your opinion?

150. Have you ever had something paranormal or something you couldn’t explain happen to you?

151. When should you stop being friends with someone?

152. What is something you do that makes people feel like you value them?

153. What is something others do that makes you feel valued?

154. Should you stay at a job that makes you miserable?

155. What is a piece of advice you wish you could tell yourself when you first became a mom?

156. What are some self-care tips that most people overlook?

157. Do you believe it’s important to have a morning routine?

158. How did you and Grandpa resolve big fights?

159. Is it important to have date nights on a regular basis?

160. Have you always spoken up when you felt disrespected by someone?

161. Should you complain about your spouse to others?

162. How do you control your negative thoughts?

163. How often do you pray/meditate/say affirmations?

164. Do you think it’s important to grow your own food if possible?

165. Do you think the relationship you have with your grown kids is a reflection of how well you did raising them?

You may also enjoy our anniversary questions for couples.

Elderly woman sitting on the table with food and wine, together with family at a gathering.

Final Thoughts

We hope that you had an enjoyable and enriching conversation with your grandmother using our curated list of questions to ask your grandparents about their life stories, experiences, and funny moments.

We’d love to hear how it went for you, so don’t hesitate to share your experience in the comments section below!

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